Assay Methods Using Peptidyl-MCA Substrates (1) · The initial rate of increase in the AMC...
Transcript of Assay Methods Using Peptidyl-MCA Substrates (1) · The initial rate of increase in the AMC...
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ENZYME INHIBITO
RS AND SuBSTRATES
Peptidyl-NH O
CH3
O + H2O Peptide + N2H OO
CH3
Enzyme
Reagents 1) Substrate stock solution: Vial, in DMSO at 10 mM 2) AMC stock solution: Content of vial (Code MCA-3099-v AMC), in DMSO at 1 mM 3) Buffer 4) Enzyme solution
Procedure Choose the proper conditions for the measurement, such as substrate concentration and sensitivity setting, depending on the purpose of the experiment and the instrument available. Described here is one of the recommended procedures for the fluorometric method (initial-rate method).
1) Set a fluorescence spectrophotometer at λex = 380 nm and λem = 460 nm at 25 °C (1.0 Relative fluorescence unit at 10-6 M of AMC)
2) Pipette 2940 µL of buffer and 30 µL of substrate stock solution into the cuvette 3) Incubate in the fluorescence spectrophotometer for 3-4 min (for temperature equilibration) 4) Add 30 µL of enzyme solution 5) Record the increase of the fluorescence intensity for 3-4 min 6) Calculate the amount of AMC released using the following equation
The initial rate of increase in the AMC concentration can be monitored 1) fluorometrically at λex = 380 nm and λem = 460 nm (Fig. 1a) or 2) photometrically at 370 nm (Fig. 1b).
Assay Methods Using Peptidyl-MCA Substrates (1)Principle
* Photometric measurement can be carried out by the same procedure as that of the fluorometric method using a UV spectrophotometer. Set the wavelength at 370 nm (ε 7700).
Peptidyl-MCA AMC
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Wavelength (nm)
400 450 500 550
Ex = 350 nmEx = 380 nm
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Fig. 2 b Fluorescence Spectra of AMC (Product)
Wavelength (nm)
350 400 450 500 550
Ex = 330 nmEx = 340 nmEx= 350 nmEx = 360 nmEx= 370 nmEx = 380 nm
F ig. 2 a F luorescence Spectra of Peptidyl-MC A (Substrate)
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Assay Methods Using Peptidyl-MCA Substrates (2) (Measurement on an Auto-Fluorescence Spectrophotometer for Multiplate) Reagents 1) Substrate stock solution: Content of vial, in DMSO at 10 mM 2) AMC standard solution: Content of vial (Code MCA-3099-v AMC), in DMSO at 1 mM 3) Buffer 4) Enzyme solution
Instrument: Auto-fluorescence spectrophotometer Selection of filter: 380 nm, 390 nm or 355 nm filter will be recommended for measurement. In using 355 nm filter, observe caution for overlapping of fluorescence of the substrate itself.
Procedure
Choose the proper conditions for the measurement, such as substrate, enzyme concentration and other reaction conditions, depending on the purpose of the experiment.
1) Set the auto-fluorescence spectrophotometer at λex = 380 nm, λem = 460 nm at 25 °C (1.0 Relative fluorescence unit at 10-6 M of AMC)
2) Pipette 160 µL of buffer and 20 µL of substrate solution in well for final concentration of 100 µM 3) Incubate the plate in the fluorescence spectrophotometer for 3-4 min (for temperature equilibration) 4) Take the multiplate out and add 20 µL of enzyme solution in each well5) Mount the plate in the fluorescence spectrophotometer6) Record the increase in fluorescence intensity for 30 min with a premixing time of 3 sec7) Calculate the amount of released AMC
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RS AND SuBSTRATESAssay Methods Using Peptidyl-MCA Substrates (3)(Example for Caspase-7 using an Auto-fluorescence Spectrophotometer for Multiplate) Reagents 1) Substrate stock solution: Content of vial (Code SAP-3171-v Ac-DEVD-MCA), in DMSO at
10 mM 2) AMC standard solution: Content of vial (Code MCA-3099-v AMC), in DMSO at 1 mM 3) Buffer: ICE standard buffer (100 mM HEPES-KOH, pH 7.5, 10% sucrose (w/v), 0.1%
CHAPS (w/v) ,10 mM DTT, 0.1 mg/ml ovalbumin) 4) Enzyme solution: reconstitute Caspase-7 in buffer
Instrument: Fluoroskan Ascent (Labsystems) This instrument can be used for both initial rate assay and end point assay
Procedure a) Initial rate assay for 30 min at lex = 390 nm, lem = 460 nm b) End-point (30 min) assay at 5 different substrate
concentrations at lex = 355 nm or 380 nm, lem = 460 nm 1) Set a fluorescence spectrophotometer at lex =
390 nm ( or 380 nm, 355 nm), lem = 460 nm. Relative fluorescence is determined with 10-6 M of AMC at each condition
2) Substrate: Dilute the stock solution with the buffer (×10, ×20, ×40, ×80, ×160)
3) Caspase-7: Dissolve in buffer 4) Pipette 160 μl of buffer and 20 μl of substrate
solutions (1, 1/2, 1/4, 1/8, 1/16 mM) in each well 5) Incubate in the fluorescence spectrophotometer
for 3-4 min for temperature equilibration 6) Take the multiplate out and add 20 μl of enzyme
solution to each well 7) Mount the plate in the fluorescence spectrophotometer 8) Calculate the amount of released AMC
Results
Reaction Time
Substrate conc. (µM)
0 min
30 min
50
0
250
0 20 40 60 80 100 120
Fluo
resc
ence
(Em
460
nm
)
0
1000
1500
2000
0
3000
4000
3500
b2) End-point assay(Ex 355 nm)
XXX XX
Reaction Time (min)
Substrate conc. ( M)
X100
50
25
12.5
6.25
100
50
0
150
200
300
250
0 5 10 15 20 25 30 35
Flu
ores
cenc
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m 4
60 n
m)
µ
a) Initial rate assay(Ex 390 nm)
Reaction Time
Substrate conc. (µM)
0 min
30 min
100
50
0
150
250
200
0 20 40 60 80 100 120
Flu
ores
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m 4
60 n
m)
b1) End-point assay(Ex 380 nm)
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Wavelength (nm)
Fig. Fluorescence Spectra of MOCAc-Pro-Leu-Gly-OH
300 350 400 450
Ex SpectrumEm=393 nm
Em SpectrumEx=328 nm
Enzyme
100
50
0
60 sec
dF
Amount (pmol) of the reference compound released/min
=
= 3 X dF pmol/min
100 pmol X dF % X 3 ml1 ml X 100 % X 1 min
Time
Ref
eren
ce C
ompo
und
100
nM =
100
pm
ol/m
l
Reagents 1) Substrate stock solution: Code MOC-3163-v in DMSO at 2 • 10-4 M 2) MOCAc-Pro-Leu-Gly (reference compound) stock solution: Code MOC-3164-s in 10 ml of DMSO (2 • 10-5 M) 3) Buffer: 0.1 M-Tris • HCl, pH 7.5 containing 0.1 M NaCl, 10 mM CaCl2 and 0.05% Brij-35 4) Enzyme solution
Procedure Choose the proper conditions for the measurement, such as substrate concentration and sensitivity setting, depending on the purpose of the experiment and the instrument available. Described here is one of the recommended procedures for the fluorometric method (initial-rate method).
1) Set a fluorescence spectrophotometer at λex = 328 nm and λem = 393 nm at 25 °C (1.0 Relative fluorescence unit at 10-7 M of the reference compound) 2) Pipette 2900 µl of buffer and 50 µl of substrate stock solution into the cuvette 3) Incubate in the fluorescence spectrophotometer for 3-4 min (for temperature equilibration) 4) Add 50 µl of enzyme solution 5) Record the increase of the fluorescence intensity for 3-4 min 6) Calculate the amount of reference compound released using the following equation
Assay Method Using MOCAc/Dnp type Fluorescence-Quenching Substrates(Example using MOC-3163-v MOCAc-Pro-Leu-Gly-Leu-A2pr(Dnp)-Ala-Arg-NH2)
Principle The highly fluorescent (7-methoxycoumarin-4-yl)acetyl (MOCAc) group in the substrate such as Code MOC-3163-v is efficiently quenched by the 2,4-dinitrophenyl (Dnp) group. When metalloenzyme cleaves to the Gly-Leu bond, the fluorescence at λex = 328 nm and λem = 393 nm increases 190-fold.1
1) C.G. Knight, F. Willenbrock, and G. Murphy, FEBS Lett., 296, 263 (1992).
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Enzyme
100
50
0
60 sec
dF
Amount (pmol) of the cleaved substrate/min
=
= 2 X dF pmol/min
1000 pmol X dF % X 0.2 ml1 ml X 100 % X 1 min
Time
Ref
eren
ce C
ompo
und
1 µM
= 1
nm
ol/m
lR
elat
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Fluo
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ence
(%)
1) D.M. Bickett, M.D. Green, J. Berman, M. Dezube, A.S. Howe, P.J. Brown, J.T. Roth, and G.M. McGeehan, Anal. Biochem., 212, 58 (1993). 2) S. Tanskul, K. Oda, H. Oyama, N. Noparatnaraporn, M. Tsunemi, and K. Takada, Biochem. Biophys. Res. Commun., 309, 547 (2003).
Reagents1) Substrate stock solution: 100 μM-10 μM in an appropriate solvent2) Reference compounds stock solution: a 1:1 mixture of two solutions of Code STD-3720-v and
STD-3721-v, each of which is reconstituted by dissolving peptides in 0.5 ml of DMSO at the concentration of 2 mM (1 mM, each reference compound)
3) Enzyme solution: an enzyme of interest in an appropriate buffer4) BufferProcedure Choose the proper conditions for the measurement, such as substrate concentration and sensitivity setting, depending on the purpose of the experiment and the instrument available. Described here is one of the recommended procedures for the fluorometric method (initial-rate method).
1) Set a fluorescence spectrometer at λex = 340 nm and λem = 440 nm (1.0 Relative fluorescence unit at 1 µM of the reference compound) 2) Pipette 160 µl of buffer and 2-20 µl of substrate solution in well for final concentration of 1 µM. 3) Incubate in the fluorescence spectrophotometer for 3-4 min for temperature equilibration 4) Add 20 µl of enzyme solution prepared at an appropriate concentration 5) Record the increase of the fluorescence intensity 6) Calculate the amount of the cleaved substrate using the following equation
Assay Method Using Nma/Dnp type Fluorescence-Quenching SubstratesPrincipleThe highly fluorescent 2-(N-methylamino)benzoyl (Nma) group in the substrates such as Code SFQ-3217-v and SFR-3224-v is efficiently quenched by the 2,4-dinitrophenyl (Dnp) group. When an enzyme of interest cleaves any peptide bond between Nma- and Dnp-containing amino acid residues in the substrate, the fluorescence at λex = 340 nm and λem = 440 nm increases in proportion to the release of the Nma fluorophore from the internal Dnp quencher.1,2
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Wavelength (nm)
Fig. Fluorescence Spectra of a 1:1 mixture of D-A2pr(Nma)-Gly and Ala-Phe-Pro-Lys(Dnp)-D-Arg-D-Arg
300 350 400 450 500
Ex SpectrumEm=440 nm
Em SpectrumEx=340 nm
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Amount (mmol) of pNA released/min = 1 mmol X dA X 3 ml 1 ml X 9.992 x 1 min
= 0.32 X dA mmol/minEnzyme dA
60 secpNA
1/992
0 M=0
.101 m
mol/m
l
Time0
0.5
1.0OD 405 nm
Assay Method Using Peptidyl-pNA SubstratesPrinciple A protease with limited specificity hydrolyzes a peptidyl-pNA substrate, releasing p-nitroaniline (pNA) as follows:
Peptidyl-pNA pNA
Fig. UV-Aborption Spectra
5
10
15
300 400 500Wavelength (nm)
405 nm
e X 103
Peptidyl-N- -NO2 Peptide + H2N - - NO2
Peptidyl-pNA pNA
H
The initial rate of increase in the pNA concentration can be monitored photometrically at 405 nm.
Reagents 1) Substrate stock solution: 10 mM (DMSO or distilled water) 2) Buffer 3) Enzyme solution
Procedure Choose the proper conditions for the measurement, such as substrate concentration and sensitivity setting, depending on the purpose of the experiment and the instrument available. Described here is one of the recommended procedures for the photometric method (initial-rate method).
1) Set a spectrophotometer at λ= 405 nm at 25˚ C (ε405 nm=9920)* 2) Pipette 2940 µl of buffer and 30 µl of substrate stock solution into the cuvette 3) Incubate in the spectrophotometer for 3-4 min (for temperature equilibration) 4) Add 30 µl of enzyme solution 5) Record the increase of the absorption intensity for 3-4 min 6) Calculate the amount of pNA released using the following equation
*R. Lottenberg, U. Christensen, C.M. Jackson, and P.L. Coleman, In, Proteolytic Enzymes Part C, Methods in Enzymolology, Vol. 80, (L. Lorand, ed.) Academic Press, New York, 1981, pp. 341-361.
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Enzyme Inhibitors
AminopeptidaseActinonin
3-[[1-[[2-(hydroxymethyl)-1-pyrrolidinyl]-carbonyl]-2-methylpropyl]-carbamoyl]-octanohydroxamic acid (M.W. 385.51) C19H35N3O5 [13434-13-4] Synthetic Product Inhibitor for Aminopeptidase M and Leucyl Aminopeptidase
IAC-4157-PI-20 °C
25 mg100 mg
CH3
O NHCH3
CH3 O
N
OH
O
NH
OH
IAC-4157-PI
3421140
Amastatin[(2S,3R)-3-Amino-2-hydroxy-5-methylhexanoyl]-l-valyl-l-valyl-l-aspartic acid(M.W. 474.55) C21H38N4O8 [67655-94-1] Synthetic Product
IAM-4095-v-20 °C
0.5 mgvial
O
NH
NH
NH
O
OH O
NH2
O
OH
O
OH
4095-v
80
Amastatin (Bulk)[(2S,3R)-3-Amino-2-hydroxy-5-methylhexanoyl]-l-valyl-l-valyl-l-aspartic acid(M.W. 474.55) C21H38N4O8 Synthetic Product
IAM-4095-20 °C
25 mg 1150
Inhibitor for Aminopeptidase A/PS and Leucyl Aminopeptidase
Arphamenine A(Sulfate Form)
IAR-4148-v-20 °C
0.5 mg vial
4148
NH
NH2NH
NH2
O
O
OH
40
(2R,5S)-5-Amino-8-guanidino-4-oxo-2-phenylmethyloctanoic acid (M.W. 320.39) C16H24N4O3 [96551-81-4] Microbial ProductH. Umezawa, T. Aoyagi, S. Ohuchi, A. Okuyama, H. Suda, T. Takita, M. Hamada, and T. Takeuchi, J. Antibiotics, 36, 1572 (1983). (Original with IC50) S. Ohuchi, H. Suda, H. Naganawa, T. Takita, T. Aoyagi, H. Umezawa, H. Nakamura, and Y. Iitaka, J. Antibiotics, 36, 1576 (1983). (Original; Chem. Structure) • This compound is distributed through Peptide Institute, Inc. under the technical and scientific advices of the Microbial Chemistry Research Foundation.
Arphamenine B(Sulfate Form)(2R, 5S)-5-Amino-8-Guanidino-4-Oxo-2-p-hydroxyphenylmethyloctanoic Acid (M.W. 336.39) C16H24N4O4 [103900-19-2] Microbial Product
IAR-4149-v-20 °C
0.5 mg vial
4149-v
NH
NH2NH
NH2
O
O
OH
OH
45
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Arphamenine B (Bulk)(2R, 5S)-5-Amino-8-Guanidino-4-Oxo-2-p-
IAR-4149-20 °C
25 mg100 mg
275
995hydroxyphenylmethyloctanoic Acid • hemisulfate monohydrate(M.W. 336.39 • 49.04 • 18.02) C16H24N4O4 • ½H2SO4 • H2O [144110-38-3] Microbial Product Inhibitor for Aminopeptidase B H. Umezawa, T. Aoyagi, S. Ohuchi, A. Okuyama, H. Suda, T. Takita, M. Hamada, and T. Takeuchi, J. Antibiotics, 36, 1572, (1983). (Original with IC50) S. Ohuchi, H. Suda, H. Naganawa, T. Takita, T. Aoyagi, H. Umezawa, H. Nakamura, and Y. Iitaka, J. Antibiotics, 36, 1576 (1983). (Original; Chem. Structure) • This compound is distributed through Peptide Institute, Inc. under the technical and scientific advices of the Microbial Chemistry Research Foundation.
Ebelactone A (Bulk)3,11-Dihydroxy-2,4,6,8,10,12-hexamethyl- 9-oxo-(E)-6-tetra-decen-3-olide (M.W. 338.48) C20H34O4 [76808-16-7] Microbial Product Inhibitor for Esterase, Lipase, and N-Formylmethionine Aminopeptidase
IEB-4155-20 °C
25 mg
4155
OO O OH
1150
H. Umezawa, T. Aoyagi, K. Uotani, M. Hamada, T. Takeuchi, and S. Takahashi, J. Antibiotics, 33, 1594 (1980). K. Uotani, H. Naganawa, S. Kondo, T. Aoyagi, and H. Umezawa, J. Antibiotics, 35, 1495 (1982). K. Uotani, H. Naganawa, T. Aoyagi, and H. Umezawa, J. Antibiotics., 35, 1670 (1982). • This compound is distributed exclusively through Peptide Institute, Inc. under the license of the Microbial Chemistry Research Foundation.
Leuhistin(2R,3S)-3-Amino-2-hydroxy-2-(1H-imidazol-4-ylmethyl)-5-methylhexanoic acid(M.W. 241.29) C11H19N3O3 [129085-76-3] Microbial Product Inhibitor for Aminopeptidase M
ILH-4249-v-20 °C
0.5 mg vial
4249-v
NH
N
NH2OH OH
O
45
T. Aoyagi, S. Yoshida, N. Matsuda, T. Ikeda, N. Hamada, and T. Takeuchi, J. Antibiotics, 44, 573 (1991). (Original; IC50) S. Yoshida, H. Nagasawa, T. Aoyagi, T. Takeuchi, Y. Takeuchi, Y. Kodama, J. Antibiotics, 44, 579 (1991). (Original; Chem. Structure) S. Yoshida, T. Aoyagi, and T. Takeuchi, J. Antibiotics, 44, 683 (1991). (Original; Biosynthesis) • This compound is distributed exclusively through Peptide Institute, Inc. under the license of the Microbial Chemistry Research Foundation.
Phebestin (2S,3R)-3-Amino-2-hydroxy-4-phenylbutanoyl-l-valyl-l-phenylalanine (M.W. 441.53) C24H31N3O5 Synthetic Product Inhibitor for Aminopeptidase N
IPH-4342-v-20 °C
5 mg vial
4342-v
NH2
OHNH
O
O
NH
O
OH
115
M. Nagai, F. Kojima, H. Naganawa, M. Hamada, T. Aoyagi, and T. Takeuchi, J. Antibiotics, 50, 82 (1997). (Original) • This compound is distributed exclusively through Peptide Institute, Inc. under the license of the Microbial Chemistry Research Foundation.
Ubenimex (Bestatin) (Bulk)[(2S,3R)-3-Amino-2-hydroxy-4-Phenyl-Butanoyl]-l-Leu (M.W. 308.38) C16H24N2O4 [58970-76-6]H. Umezawa, T. Aoyagi, H. Suda, M. Hamada, and T. Takeuchi, J. Antibiotics, 29, 97 (1976).
IBS-4093-PI-20 °C
25 mg100 mg
O
NH
CH3
CH3
COOHNH
OH
IBS-4093-PI
120360
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Angiotensin I Converting Enzyme InhibitorsBradykinin-Potentiator B
Pyr-Gly-Leu-Pro-Pro-Arg-Pro-Lys-lle-Pro-Pro (M.W. 1182.4) C56H91N15O13 [30892-86-5] Synthetic Product
IAB-4009-v-20 °C
0.5 mgvial
35
Bradykinin-Potentiator B (Bulk)Pyr-Gly-Leu-Pro-Pro-Arg-Pro-Lys-Ile-Pro-Pro • AcOH • 4H2O (M.W. 1182.4 • 60.05 • 72.06) C56H91N15O13 • CH3COOH • 4H2O Synthetic Product
IAB-4009-20 °C
25 mg 539
Inhibitor for Peptidyl-Dipeptidase A, Kininase II, and ACE (Angiotensin I Converting Enzyme)H. Kato and T. Sazuki, Biochemistry, 10, 972 (1971). (Original)
Bradykinin-Potentiator C Pyr-Gly-Leu-Pro-Pro-Gly-Pro-Pro-Ile-Pro-Pro (M.W. 1052.2) C51H77N11O13 [30953-20-9] Synthetic Product
IAC-4010-v-20 °C
0.5 mg vial
30
Cpp-AAF-pAbN-[(RS)-1-Carboxy-3-phenyl-propyl]-Ala-Ala-Phe-4-Abz-OH (M.W. 89.67) C32H37N4O7 Inhibitor of ACEM.Orlowski, et al., Biochemistry, 27, 597 (1988)D.T.O.Martins, et al., Br. J. Pharmacol., 103, 1851 (1991)C.H.Williams, et al.., Biochem. J., 294, 681 (1993)R.Yamin, et al., J. Biol. Chem., 274, 18777 (1999)
IAP-3754-PI-20 °C
1 mg5 mg
105420
Des-Pro2-BradykininArg-Pro-Gly-Phe-Ser-Pro-Phe-Arg (M.W. 963.09) C45H66N14O10 [80943-05-1] Synthetic Product
IBK-4097-v-20 °C
0.5 mg vial
35
Des-Pro2-Bradykinin (Bulk)Arg-Pro-Gly-Phe-Ser-Pro-Phe-Arg • 2AcOH • 3H2O(M.W. 963.09 • 120.10 • 54.05) C45H66N14O10 • 2CH3COOH • 3H2O Synthetic Product
IBK-4097-20 °C
25 mg
520
Inhibitor for Peptidyl-Dipeptidase A, Kininase II, and ACE (Angiotensin I Converting Enzyme)M. Naruse, S. Tamanami, K. Shuto, S. Sakakibara, and T. Kimura, Chem. Pharm. Bull., 29, 3369 (1981). (Original)
Foroxymithine(3S,6S)-3-(3-{N-[N-(Na-Acetyl-Nd-Formyl-Nd-hydroxy-l-Ornithyl)-l-Seryl]-N-(Hydroxy)Amino}Propyl)-6-[3-(N-Formyl-N-Hydroxyamino)Propyl]-2,5-Piperazinedione (M.W. 575.57) C22H37N7O11 [100157-28-6] Microbial Product
IFR-4190-v-20 °C
0.5 mg vial
75
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PTID
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ATIO
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INHI
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ND S
uBST
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150 Order Hotline 1-800-777-4779 502-266-8787
Foroxymithine (Bulk)(3S,6S)-3-(3-{N-[N-(N a-Acetyl-N d-Formyl-N d-hydroxy-l-Ornithyl)-l-Seryl]-N-(Hydroxy)Amino}Propyl)-6-[3-(N-Formyl-N-Hydroxyamino)Propyl]-2,5-Piperazinedione (M.W. 575.57) C22H37N7O11 [100157-28-6] Microbial ProductInhibitor for ACE (Angiotensin I Converting Enzyme)H. Umezawa, T. Aoyagi, K. Ogawa, T. Obata, H. Iinuma, H. Naganawa, M. Hamada, and T. Takeuchi, J. Antibiotics, 38, 1813 (1985). (Original; Chem. Structure with IC50)
IFR-4190-20 °C
4190-v
OH
O
NH
O
NH
O
N
N
H O
OH
OH
NH
O
O
NH
N
O H
OH
25 mg 1050
d-Aspartyl Endopeptidase InhibitorBz-Arg-His-d-Asp-CH2Cl
(Trifluoroacetate Form)[Bz-RHd-CMK](Benzoyl-l-arginyl-l-histidyl-d-aspart-1-yl) chloromethane (M.W. 563.01) C24H31N8O6Cl Synthetic Product Selective Inhibitor for D-Aspartyl EndopeptidaseT. Kinouchi, S. Ishiura, Y. Mabuchi, Y. Urakami-Manaka, H. Nishio, Y. Nishiuchi, M. Tsunemi, K. Takada, M. Watanabe, M. Ikeda, H. Matsui, S. Tomioka, H. Kawahara, T. Hamamoto, K. Suzuki, and Y. Kagawa, Biochem. Biophys. Res. Commun., 314, 730 (2004). • This compound is produced by Peptide Institute, Inc. under the license of Japan Science and Technology Agency.
ICL-3223-v-20 °C
5 mgvial
NHN
NH
O
NH
NH NH2
NH
ONH
O
OH
O
OCI
3223-v
240
Bestatin See Code IBS-4093-PI Ubenimex on page 152.BQ-123, BQ-610, and BQ-788 See pages 166.CA-074 See Code IEC-4322-v on page 159.CA-074 Me See Code IEC-4323-v on page 159.
Calpain InhibitorsAc-Leu-Leu-Nle-H (aldehyde)
ALLN, MG 101Acetyl-l-leucyl-l-leucyl-l-norleucinal (M.W. 383.54) C20H37N3O4 Inhibitor for Calpain I and Proteasome
IAL-3671-PI-20 °C
5 mg
O
NH
O
NH
O
NH
O
H
3671-PI
46
T. Sasaki, M. Kishi, M. Saito, T. Tanaka, N. Higuchi, E. Kominami, N. Katunuma, and T. Murachi, J. Enzyme Inhib., 3, 195 (1990).
Ac-Leu-Leu-Met-H (aldehyde)ALLMAcetyl-l-leucyl-l-leucyl-l-methioninal (M.W. 401.57) C19H35N3O4S Inhibitor for Calpain II and Proteasome
T. Sasaki, M. Kishi, M. Saito, T. Tanaka, N. Higuchi, E. Kominami, N. Katunuma, and T. Murachi, J. Enzyme Inhib., 3, 195 (1990).
IAL-3678-PI-20 °C
5 mg
O
NH
O
NH
O
NH
S
H
O
3678-PI
46
E-64-c and E-64-d See page 160.
PRODUCT CODE QTy PRICE PEPTIDES INTERNATIO
NAL
Order Hotline 1-800-777-4779 502-266-8787 151
ENZYME INHIBITO
RS AND SuBSTRATES
Z-Leu-Leu-H (aldehyde)Benzyloxycarbonyl-l-leucyl-l-leucinal(M.W. 362.46) C20H30N2O4 Synthetic Product Inhibitor for Calpain*
IZL-3178-v-20 °C
5 mgvial
3178-v
O
O
NH
O
NH
O
H
50
Y. Saito, S. Tsubuki, H. Ito, and S. Kawashima, Neurosci. Lett., 120, 1 (1990). S. Tsubuki, Y. Saito, M. Tomioka, H. Ito, and S. Kawashima, J. Biochem., 119, 572 (1996). *This compound does not inhibit Proteasome at the level of 10-6 M concentration.
Caspase InhibitorsAc-Asp-Asn-Leu-Asp-H (aldehyde)
Acetyl-l-aspartyl-l-asparaginyl-l-leucyl-l-aspart-1-al (M.W. 501.49) C20H31N5O10 Synthetic Product Selective Inhibitor for Caspase-3 Designed by in silico Screening System
ICA-3221-v-20 °C
5 mgvial
O
NH
O
OH
O
NH
O
NH
O
O
NH
O
OHH
O
NH2
3221-v
240
A. Yoshimori, R. Takasawa, and S. Tanuma, BMC Pharmacol., 4, 7 (2004). A. Yoshimori, R. Takasawa, and S. Tanuma, Bio. Pharm. Bull., 27, 968 (2004). • This compound is produced by Peptide Institute, Inc. under the license of the Institute for Theoretical Medicine, Inc.
Ac-Asp-Gln-Thr-Asp-H (aldehyde)Acetyl-l-aspartyl-l-glutaminyl-l-threonyl-l-aspart-1-al (M.W. 503.46) C19H29N5O11 Synthetic Product Inhibitor for Caspase-7/3 (Deduced from the Cleavage Site of Focal Adhesion Kinase and Gelsolin)
ICA-3194-v-20 °C
5 mgvial
NH
OH
O
O
HO
O
NH
O
O
NHOH O
NH
NH2O
OH
3194-v
290
L.-P. Wen, J.A. Fahrni, S. Troie, J.-L. Guan, K. Orth, and G.D. Rosen, J. Biol. Chem., 272, 26056 (1997). S. Kothakota, T. Azuma, C. Reinhard, A. Klippel, J. Tang, K. Chu, T.J. McGarry, M.W. Kirschner, K. Koths, D.J. Kwiatkowski, and L.T. Williams, Science, 278, 294 (1997).
Ac-Asp-Glu-Val-Asp-H (aldehyde)Acetyl-l-aspartyl-l-glutamyl-l-valyl-l-aspart-1-al (M.W. 502.47) C20H30N4O11 [184179-08-6] Synthetic Product Inhibitor for Caspase-3/7/8D.W. Nicholson, A. Ali, N.A. Thornberry, J.P. Vaillancourt, C.K. Ding, M. Gallant, Y. Gareau, P.R. Griffin, M. Labelle, Y.A. Lazebnik, N.A. Munday, S.M. Raju, M.E. Smulson, T.-T. Yamin, V.L. Yu, and D.K. Miller, Nature, 376, 37 (1995).
IAP-3172-v-20 °C
5 mgvial
NH
OH
O
O
HO
NH
O
NH
O
OH
O
NH
O
OHO
3172-v
225
M. Enari, R.V. Talanian, W.W. Wong, and S. Nagata, Nature, 380, 723 (1996). N.A. Thornberry, T.A. Rano, E.P. Peterson, D.M. Rasper, T. Timkey, M. Garcia-Calvo, V.M. Houtzager, P.A. Nordstrom, S. Roy, J.P. Vaillancourt, K.T. Chapman, and D.W. Nicholson, J. Biol. Chem., 272, 17907 (1997).
Ac-Asp-Met-Gln-Asp-H (aldehyde)Acetyl-l-aspartyl-l-methionyl-l-glutaminyl-l-aspart-1-al (M.W. 533.55) C20H31N5O10S [259199-63-8] Synthetic Product Inhibitor for Caspase-3
ICA-3192-v-20 °C
5 mg vial
3192-v
NH
OH
O
O
HO
NH
O
NH
O
OH
O
NH
O
S
O NH2
350
A. Takahashi, H. Hirata, S. Yonehara, Y. Imai, K.-K. Lee, R.W. Moyer, P.C. Turner, P.W. Mesner, T. Okazaki, H. Sawai, S. Kishi, K. Yamamoto, M. Okuma, and M. Sasada, Oncogene, 14, 2741 (1997).H. Hirata, A. Takahashi, S. Kobayashi, S. Yonehara, H. Sawai, T. Okazaki, K. Yamamoto, and M. Sasada, J. Exp. Med., 187, 587 (1998).
PEPT
IDES
INTE
RNAT
IONA
LEN
ZYM
E IN
HIBI
TORS
AND
SuB
STRA
TES
152 Order Hotline 1-800-777-4779 502-266-8787
PRODUCT CODE QTy PRICE PE
PTID
ES IN
TERN
ATIO
NAL
ENZY
ME
INHI
BITO
RS A
ND S
uBST
RATE
S
152 Order Hotline 1-800-777-4779 502-266-8787
Ac-Ile-Glu-Thr-Asp-H (aldehyde)Acetyl-l-isoleucyl-l-glutamyl-l-threonyl-l-aspart-1-al (M.W. 502.52) C21H34N4O10 [191338-86-0] Synthetic Product Inhibitor for Caspase-8/6 and Granzyme B (Deduced from the Cleavage Site of Procaspase-3)Z. Han, E.A. Hendrickson, T. A. Bremner, and J.H. Wyche, J. Biol. Chem., 272, 13432 (1997). M. Garcia-Calvo, E.P. Peterson, B. Leiting, R. Ruel, D.W. Nicholson, and N.A. Thornberry, J. Biol. Chem., 273, 32608 (1998).
ICA-3196-v-20 °C
3196-v
NH
OH
O
O
HO
NH
O
NH
O
NH
O
OH
OH
O
5 mg vial
230
Ac-Leu-Glu-His-Asp-H (aldehyde)(Trifluoroacetate Form) Acetyl-l-leucyl-l-glutamyl-l-histidyl-l-aspart-1-al (M.W. 538.55) C23H34N6O9 Synthetic Product Inhibitor for Caspase-9N.A. Thornberry, T.A. Rano, E.P. Peterson, D.M. Rasper, T. Timkey, M. Garcia-Calvo, V.M. Houtzager, P.A. Nordstrom, S. Roy, J.P. Vaillancourt, K.T. Chapman, and D.W. Nicholson, J. Biol. Chem., 272, 17907 (1997).
ICA-3199-v -20 °C
5 mg vial
NH
OH
O
O
HO
NH
O
NH
O
NH
O
OHO
NHN
3199-v
290
Ac-Trp-Glu-His-Asp-H (aldehyde)Acetyl-l-tryptophyl-l-glutamyl-l-histidyl-l-aspart-1-al (M.W. 611.60) C28H33N7O9 [189275-71-6] Synthetic Product Inhibitor for Caspase-1T.A. Rano, T. Timkey, E.P. Peterson, J. Rotonda, D.W. Nicholson, J.W. Becker, K.T. Chapman, and N.A. Thornberry, Chem. Biol., 4, 149 (1997). M. Garcia-Calvo, E.P. Peterson, B. Leiting, R. Ruel, D.W. Nicholson, and N.A. Thornberry, J. Biol. Chem., 273, 32608 (1998).
ICA-3187-v-20 °C
5 mg vial
NH
NH
OH
O
O
HO
NH
O
NH
O
NH
O
OHO
NHN
3187-v
230
Ac-Tyr-Val-Ala-Asp-CH2Cl(Acetyl-l-tyrosyl-l-valyl-l-alanyl-l-aspart-1-yl)chloromethane (M.W. 540.99) C24H33N4O8Cl [178603-78-6] Synthetic Product Inhibitor for CaspasesY.A. Lazebnik, S.H. Kaufmann, S. Desnoyers, G.G. Poirier, and W.C. Earnshaw, Nature, 371, 346 (1994). M. Enari, H. Hug, and S. Nagata, Nature, 375, 78 (1995).
ICL-3180-v -20 °C
5 mg vial
3180-v
O
NH
NH
ONH
O
OH
NH
O
O
OH
CI
O
230
C.E. Milligan, D. Prevette, H. Yaginuma, S. Homma, C. Cardwell, L.C. Fritz, K.J. Tomaselli, R.W. Oppenheim, and L.M. Schwartz, Neuron, 15, 385 (1995). E. Fujita, T. Mukasa, T. Tsukahara, K. Arahata, S. Omura, and T. Momoi, Biochem. Biophys. Res. Commun., 224, 74 (1996).
PRODUCT CODE QTy PRICE PEPTIDES INTERNATIO
NAL
Order Hotline 1-800-777-4779 502-266-8787 153
ENZYME INHIBITO
RS AND SuBSTRATES
Ac-Tyr-Val-Ala-Asp-H (aldehyde)Acetyl-l-tyrosyl-l-valyl-l-alanyl-l-aspart-1-al (M.W. 492.52) C23H32N4O8 [143313-51-3] Synthetic Product Inhibitor for Caspase-1N.A. Thornberry, H.G. Bull, J.R. Calaycay, K.T. Chapman, A.D. Howard, M.J. Kostura, D.K. Miller, S.M. Molineaux, J.R. Weidner, J. Aunins, K.O. Elliston, J.M. Ayala, F.J. Casano, J. Chin, G.J.-F. Ding, L.A. Egger, E.P. Gaffney, G. Limjuco, O.C. Palyha, S.M. Raju, A.M. Rolando, J.P. Salley,
IAT-3165-v-20 °C
3165-vO
NH
NH
ONH
O
OH
NH
O
O
OH
H
O
5 mg vial
225
T.-T. Yamin, T.D. Lee, J.E. Shively, M. MacCross, R.A. Mumford, J.A. Schmidt, and M.J. Tocci, Nature, 356, 768 (1992). S.M. Molineaux, F.J. Casano, A.M. Rolando, E.P. Peterson, G. Limjuco, J. Chin, P.R. Griffin, J.R. Calaycay, G.J.-F. Ding, T.-T. Yamin, O.C. Palyha, S. Luell, D. Fletcher, D.K. Miller, A.D. Howard, N.A. Thornberry, and M.J. Kostura, Proc. Natl. Acad. Sci. USA, 90, 1809 (1993). M. Enari, R.V. Talanian, W.W. Wong, and S. Nagata, Nature, 380, 723 (1996). M. Garcia-Calvo, E.P. Peterson, B. Leiting, R. Ruel, D.W. Nicholson, and N.A. Thornberry, J. Biol. Chem., 273, 32608 (1998).
Ac-Tyr-Val-Lys-Asp-H (aldehyde)Acetyl-l-tyrosyl-l-valyl-l-lysyl-l-aspart-1-al (M.W. 549.62) C26H39N5O8 Synthetic Product Inhibitor for Caspase-1, Affinity Ligand for Caspase-1N.A. Thornberry, H.G. Bull, J.R. Calaycay, K.T. Chapman, A.D. Howard, M.J. Kostura, D.K. Miller, S.M. Molineaux, J.R. Weidner, J. Aunins, K.O. Elliston, J.M. Ayala, F.J. Casano, J. Chin, G.J.-F. Ding, L.A. Egger, E.P. Gaffney, G. Limjuco, O.C. Palyha, S.M. Raju, A.M. Rolando, J.P. Salley, T.-T. Yamin,
IAT-3166-v-20 °C
3166-v O
NH
NH
ONH
O
OH
NH
O
O
OH
H
NH2
O
5 mgvial
225
T.D. Lee, J.E. Shively, M. MacCross, R.A. Mumford, J.A. Schmidt, and M.J. Tocci, Nature, 356, 768 (1992).T.L. Graybill, R.E. Dolle, C.T. Helaszek, R.E. Miller, and M.A. Ator, Int. J. Pept. Protein Res., 44, 173 (1994).
Ac-Val-Asp-Val-Ala-Asp-H (aldehyde)Acetyl-l-valyl-l-aspartyl-l-valyl-l-alanyl-l-aspart-1-al (M.W. 543.57) C23H37N5O10 [194022-51-0] Synthetic Product Inhibitor for Caspase-2R.V. Talanian, C. Quinlan, S. Trautz, M.C. Hackett, J.A. Mankovich, D. Banach, T. Ghayur, K.D. Brady, and W.W. Wong, J. Biol. Chem., 272, 9677 (1997).
IVD-3204-v-20 °C
5 mgvial
3204-v
O
NH
NH
O
NH
NH
NH
O
O
H
O
O
OH
OH
O
O
350
Ac-Val-Glu-Ile-Asp-H (aldehyde)Acetyl-l-valyl-l-glutamyl-l-isoleucyl-l-aspart-1-al (M.W. 500.54) C22H36N4O9 Synthetic Product Inhibitor for Caspase-6 H. Hirata, A. Takahashi, S. Kobayashi, S. Yonehara, H. Sawai, T. Okazaki, K. Yamamoto, and M. Sasada, J. Exp. Med., 187, 587 (1998).
IVA-3182-v -20 °C
5 mg vial
3182-v
O
NH
NH
O
O
O OH
NH
OH
HO
NH
O
O
250
PEPT
IDES
INTE
RNAT
IONA
LEN
ZYM
E IN
HIBI
TORS
AND
SuB
STRA
TES
154 Order Hotline 1-800-777-4779 502-266-8787
PRODUCT CODE QTy PRICE PE
PTID
ES IN
TERN
ATIO
NAL
ENZY
ME
INHI
BITO
RS A
ND S
uBST
RATE
S
154 Order Hotline 1-800-777-4779 502-266-8787
Biotinyl-Asp-Glu-Val-Asp-H (aldehyde)Biotinyl-l-aspartyl-l-glutamyl-l-valyl-l-aspart-1-al (M.W. 686.73) C28H42N6O12S [178603-73-1] Synthetic Product Inhibitor for Caspase-3/7/8D.W. Nicholson, A. Ali, N.A. Thornberry, J.P. Vaillancort, C.K. Ding, M. Gallant, Y. Gareau, P.R. Griffin, M. Labelle, Y.A. Lazebnik, N.A. Munday, S.M. Raju, M.E. Smulson,T.-T. Yamin, V.L. Yu, and D.K. Miller, Nature, 376, 37 (1995).
IBA-3173-v -20 °C
1 mg vial
O
NH
NH
S
O
NH
O
OH
O
NH
O OH
O
NH
O
NH
O
OHH
O
3173-v
115
Z-Asp-CH2-DCB(Benzyloxycarbonyl-l-aspart-1-yl)[(2,6-dichlorobenzoyl)oxy]methane(M.W. 454.26) C20H17NO7Cl2 [153088-73-4] Synthetic Product Inhibitor for Caspases
ICE-3174-v-20 °C
5 mg vial
O NH
O
O
O
O
O
OH
CI
CI
3174-v
225
R.E. Dolle, D. Hoyer, C.V.C. Prasad, S.J. Schmidt, C.T. Helaszek, R.E. Miller, and M.A. Ator, J. Med. Chem., 37, 563 (1994). T. Mashima, M. Naito, S. Kataoka, H. Kawai, and T. Tsuruo, Biochem. Biophys. Res. Commun., 209, 907 (1995).
Z-Glu-Lys(Biotinyl)-Asp-CH2-DMB[Benzyloxycarbonyl-l-glutamyl-(Ne-biotinyl-l-lysyl)-l-aspart-1-yl]-[(2,6-dimethylbenzoyl)oxy]methane (M.W. 897.00) C43H56N6O13S Synthetic Product Affinity Ligand for Caspases
L.M. Martins, T. Kottke, P.W. Mesner, G.S. Basi, S. Shinha, N. Frigon, Jr., E. Tatar, J.S. Tung, K. Bryant, A. Takahashi, P.A. Svingen, B.J. Madden, D.J. McCormick, W.C. Earnshaw, and S.H. Kaufmann, J. Biol. Chem., 272, 7421 (1997). L.M. Martins, P.W. Mesner, T.J. Kottke, G.S. Basi, S. Sinha, J.S. Tung, P.A. Svingen, B.J. Madden, A. Takahashi, D.J. McCormick, W.C. Earnshaw, and S. H. Kaufmann, Blood, 90, 4283 (1997).
ICA-3189-v -20 °C
1 mg vial
3189-v
O NH
NH
O
O
O OH
NH
O
O
O
OH
O
O
NH
O
S
N
NH
OH
115
Z-Val-Ala-Asp(OMe)-CH2F[Z-VAD-FMK]{Benzyloxycarbonyl-l-valyl-l-alanyl-[(2S)-2-amino-3-(methoxycarbonyl)propionyl]} fluoromethane (M.W. 467.49) C22H30N3O7F Synthetic Product Inhibitor for Caspases
ICA-3188-v-20 °C
1 mg vial
O NH
O
O
NH
NH
O
O
OF
OCH3
3188-v
130
E.A. Slee, H. Zhu, S.C. Chow, M. MacFarlane, D.W. Nicholson, and G.M. Cohen, Biochem. J., 315, 21 (1996). H. Zhu, H.O. Fearnhead, and G.M. Cohen, FEBS Lett., 374, 303 (1995).
PRODUCT CODE QTy PRICE PEPTIDES INTERNATIO
NAL
Order Hotline 1-800-777-4779 502-266-8787 155
ENZYME INHIBITO
RS AND SuBSTRATES
Cathepsin and Thiol Protease InhibitorsAntipain
(Hydrochloride Form)[(S)-1-Carboxy-2-Phenylethyl]- Carbamoyl-l-arginyl-l-valylargininal (M.W. 604.70) C27H44N10O6 [37691-11-5] Microbial Product
IAP-4062-v-20 °C
0.5 mg vial
NH
NH NH2
OH O
NH
O
NH
NH
NH NH2
O
NH
O
NH
O
H
4062-v
45
Antipain (Bulk)[(S)-1-Carboxy-2-phenylethyl]-carbamoyl-l-arginyl-l-valylargininal • monohydrochloride dihydrate (M.W. 604.70 • 36.46 • 36.03) C27H44N10O6 • HCI • 2H2O Microbial Product Inhibitor for Trypsin, u-PA, Papain, and Cathepsin A/B
IAP-4062-20 °C
25 mg100 mg
120
315
H. Suda, T. Aoyagi, M. Hamada, T. Takeuchi, and H. Umezawa, J. Antibiotics, 25, 263 (1972). (Original) S. Umezawa, K. Tatsuta, K. Fujimoto, T. Tsuchiya, H. Umezawa, and H. Naganawa, J. Antibiotics, 25, 267 (1972). (Original; Chem. Structure) J. Chau, J. Biol. Chem., 258, 4434 (1983). (Inhibitory Activity) • This compound is distributed through Peptide Institute, Inc. under the technical and scientific advices of the Microbial
Chemistry Research Foundation.
CA-074[(2 S, 3S)-3-Propylcarbamoyloxirane-2-carbonyl]-l-isoleucyl-l-proline methyl ester(M.W. 383.44) C18H29N3O6 [134448-10-5] Synthetic Product Inhibitor for Cathepsin BM. Murata, S. Miyashita, C. Yokoo, M. Tamai, K. Hanada, K. Hatayama, T. Towatari, T. Nikawa, and N. Katunuma, FEBS Lett., 280, 307 (1991).
IEC-4322-v -20 °C
5 mg vial
ONH
O
O
NH
O
N
OOH
4322-v
170
(Original; IC50) T. Towatari, T. Nikawa, M. Murata, C. Yokoo, M. Tamai, K. Hanada, and N. Katunuma, FEBS Lett., 280, 311 (1991). (Original; Pharmacol.) T. Inubushi, H. Kakegawa, Y. Kishino, and N. Katunuma, J. Biochem., 116, 282 (1994). (Biochem.)
CA-074 Me[(2 S, 3S)-3-Propylcarbamoyloxirane-2-carbonyl]-l-isoleucyl-l-proline methyl ester (M.W. 397.47) C19H31N3O6 [147859-80-1] Synthetic Product Proinhibitor for Intracellular Cathepsin B Membrane Permeable Analog of CA-074
IEC-4323-v-20 °C
5 mg vial
4323-v
ONH
O
O
NH
O
N
OO
170
D.J. Buttle, M. Murata, C.G. Knight, and A.J. Barrett, Arch. Biochem. Biophys., 299, 377 (1992). (Original) • This compound is distributed through Peptide Institute, Inc. under the license of Taisho Pharmaceutical Co., Ltd.
PEPT
IDES
INTE
RNAT
IONA
LEN
ZYM
E IN
HIBI
TORS
AND
SuB
STRA
TES
156 Order Hotline 1-800-777-4779 502-266-8787
PRODUCT CODE QTy PRICE PE
PTID
ES IN
TERN
ATIO
NAL
ENZY
ME
INHI
BITO
RS A
ND S
uBST
RATE
S
156 Order Hotline 1-800-777-4779 502-266-8787
E-64[(2 S, 3S)-3-Carboxyoxiran-2-carbonyl]-l-leucine (4-guanidi-nobutyl)amide (M.W. 357.41) C15H27N5O5 • ½H2O [66701-25-5] Synthetic Product
IES-4096-v-20 °C
0.5 mg vial
45
E-64 (Bulk)[(2 S, 3S)-3-Carboxyoxiran-2-carbonyl]-l-leucine (4-guanidi-nobutyl)amide hemihydrate (M.W. 357.41 • 9.01) C15H27N5O5 • ½H2O [66701-25-5] Synthetic Product Inhibitor fof Thiol ProteasesK. Hanada, M. Tamai, M. Yamagishi, S. Ohmura, J. Sawada, and I. Tanaka, Agric. Biol. Chem., 42, 523 (1978). (Original) K. Hanada, M. Tamai, S. Ohmura, J. Sawada, T. Seki, and I. Tanaka, Agric. Biol. Chem., 42, 529 (1978). (Structure & Chem. Synthesis) Y. Shoji-Kasai, M. Senshu, S. Iwashita, and K. Imahori, Proc. Natl. Acad. Sci. USA, 85, 146 (1988). (Pharmacol.)
IES-4096-20 °C
25 mg100 mg
4096-v
OOH
O
O
NH
O
NH
NH
NH
NH2
150350
E-64-c[(2 S, 3S)-3-Carboxyoxirane-2-carbonyl]-l-leucine (3-meth-ylbutyl)amide (M.W. 314.38) C15H26N2O5 [76684-89-4] Synthetic Product Inhibitor for Thiol Protease (Cathepsin B/H/L and Calpain)
IEC-4320-v-20 °C
5 mg vial
4320-v
OOH
O
O
NH
O
NH
115
S. Hashida, T. Towatari, E. Kominami, and N. Katunuma, J. Biochem, 88, 1805 (1980). M. Tamai, K. Hanada, T. Adachi, K. Oguma, K. Kashiwagi, S. Omura, and M. Ohzeki, J. Biochem, 90, 255 (1981). A.J. Barrett, A.A. Kembhavi, M.A. Brown, H. Kirschke, C.G. Knight, M. Tamai, and K. Hanada, Biochem. J., 201, 189 (1982). K. Suzuki, J. Biochem., 93, 1305 (1983).
E-64-d[(2 S, 3S)-3-Ethoxycarbonyloxirane-2-carbonyl]-l-leucine (3-methylbutyl)amide (M.W. 342.43) C17H30N2O5 [88321-09-9] Synthetic Product Inhibitor for Thiol Protease (Cathepsin B/H/L and Calpain) Membrane Permeable Analog of E-64-c
IED-4321-v-20 °C
5 mg vial
4321-v
O
O
O
NH
O
NH
O
115
M. Tamai, K. Matsumoto, S. Omura, I. Koyama, Y. Ozawa, and K. Hanada, J. Pharmacobio-Dyn., 9, 672 (1986). (Original) M. Tamai, C. Yokoo, M. Murata, K. Oguma, K. Sota, E. Sato, and Y. Kanaoka, Chem. Pharm. Bull., 35, 1098 (1987). (Chem. Synthesis & Biochem.)
Leupeptin(Sulfate Form)Acetyl-l-leucyl-l-leucyl-l-argininal (M.W. 426.55) C20H38N6O4 [55123-66-5] Microbial Product
ILP-4041-v-20 °C
0.5 mg vial
4041-v
O
NH
O
NH
NH
O
NH
NH HN2
O
H
40
PRODUCT CODE QTy PRICE PEPTIDES INTERNATIO
NAL
Order Hotline 1-800-777-4779 502-266-8787 157
ENZYME INHIBITO
RS AND SuBSTRATES
Leupeptin (Bulk)Acetyl-l-leucyl-l-leucyl-l-argininal hemisulfate monohydrate (M.W. 426.55 • 49.04 • 18.02) C20H38N6O4 • ½H2O [103476-89-7] Microbial Product Inhibitor for Trypsin, Plasmin, Papain, and Cathepsin B
ILP-4041-20 °C
25 mg100 mg
1 g
70
170
1247
S. Kondo, K. Kawamura, J. Iwanaga, M. Hamada, T. Aoyagi, K. Maeda, T. Takeuchi, and H. Umezawa, Chem. Pharm. Bull., 17, 1896 (1969). (Biological Activity) T. Aoyagi, T. Takeuchi, A. Matsuzaki, K. Kawamura, S. Kondo, M. Hamada, K. Maeda, and H. Umezawa, J. Antibiotics, 22, 283 (1969). (Original) T. Aoyagi, S. Miyata, M. Nanbo, F. Kojima, M. Matsuzaki, M. Ishizuka, T. Takeuchi, and H. Umezawa, J. Antibiotics, 22, 558 (1969). (Biological Activity) R.M. McConnell, J.L. York, D. Frizzell, and C. Ezell, J. Med. Chem., 36, 1084 (1993). (Inhibitory Activity) • This compound is distributed through Peptide Institute, Inc.under the technical and scientific advice of the Microbial Chemistry Research Foundation.
N-(4-Biphenylacetyl)-Cys(Me)-d-Arg-Phe-N-Phenylethylamide
(M.W. 735.96) C41H49N7O4SInhibitor for Cathepsin
IEC-3644-PI-20 °C
5 mg 65
S.F. Chowdhury, J. Sivaraman, J. Wang, G. Devanathan, P. Lachance, H. Qi, R. Ménard, J. Lefebvre, Y. Konishi, M. Cygler, T. Sulea, and E.O. Purisima, J. Med. Chem., 45, (2002).
Pepstatin A Purity: higher than 90% (HPLC)
Isovaleryl-l-valyl-l-valyl[(3S,4S)-4-amino-3-hydroxy-6-methylheptanoyl]-l-alanyl[(3S,4S)-4-Amino-3-hydroxy-6- methylheptanoic acid]
IPA-4397-v-20 °C
0.5 mg vial
4397-v
NH
NH
NH
NH
NH
OHO
O
O
OH O
O
OH O
50
• This compound is distributed through Peptide Institute, Inc. under the technical and scientific advice of the Institute of Microbial Chemistry Research Foundation.
Pepstatin A Purity: higher than 90% (HPLC)
IPA-4397-20 °C
25 mg100 mg
85200
Isovaleryl-l-valyl-l-valyl[(3S,4S)-4-amino-3-hydroxy-6- methylheptanoyl]-l-alanyl [(3S,4S)-4-Amino-3-hydroxy-6-methylheptanoic acid](M.W. 685.89) C34H63N5O9 [26305-03-3] Microbial Product Inhibitor for Pepsin, Cathepsin D/E and Renin H. Umezawa, T. Aoyagi, H. Morishima, M. Matsuzaki, M. Hamada, and T. Takeuchi, J. Antibiotics, 23, 259 (1970). (Original) T. Aoyagi, H. Morishima, R. Nishizawa, S. Kunimoto, T. Takeuchi, H. Umezawa, and H. Ikezawa, J. Antibiotics, 25, 689 (1972). (Biological Activity) • This compound is distributed through Peptide Institute, Inc. under the technical and scientific advice of the Institute of Microbial Chemistry Research Foundation.
PEPT
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158 Order Hotline 1-800-777-4779 502-266-8787
PRODUCT CODE QTy PRICE Z-Leu-Leu-Leu-H (aldehyde) [MG-132]
Benzyloxycarbonyl-l-leucyl-l-leucyl-l-leucinal (M.W. 475.62) C26H41N3O5 [133407-82-6] Synthetic Product Inhibitor for Proteasome and Cathepsin K
IZL-3175-v-20 °C
5 mgvial
O
O
NH
O
NH
O
NHO
H
3175-v
50
Y. Saito, S. Tsubuki, H. Ito, and S. Kawashima, Neurosci. Lett., 120, 1 (1990). T.J. Jensen, M.A. Loo, S. Pind, D.B. Williams, A.L. Goldberg, and J.R. Riordan, Cell, 83, 129 (1995). B.J. Votta, M.A. Levy, A. Badger, J. Bradbeer, R.A. Dodds, I.E. James, S. Thompson, M.J.Bossard, T. Carr, J.R. Conner, T.A. Tomaszek, L. Szewczuk, F.H. Drake, D.F. Veber, and M. Gowen, J. Bone Miner. Res., 12, 1396 (1997) • This compound is distributed through Peptide Institute, Inc. under the license of Dr. H. Ito.
Chymotrypsin and Chymotrypsin-like InhibitorsAla-Ala-Phe-CH2Cl See Code IAA-3202-v on page 169.
Aprotinin (Bulk)Arg-Pro-Asp-Phe-Cys-Leu-Glu-Pro-Pro-Tyr-Thr-Gly-Pro- Cys-Lys-Ala-Arg-Ile-Ile-Arg-Tyr-Phe-Tyr-Asn-Ala-Lys- Ala-Gly-Leu-Cys-Gln-Thr-Phe-Val-Tyr-Gly-Gly-Cys- Arg-Ala-Lys-Arg-Asn-Asn-Phe-Lys-Ser-Ala-Glu- Asp-Cys-Met-Arg-Thr-Cys-Gly-Gly-Ala
IAT-3830-PI-20 °C
25 mg100 mg
195575
(Disulfide bonds between Cys5-Cys55, Cys14-Cys38, and Cys30-Cys51) (M.W. 6511.57) C284H432N84O79S7
I. Trautschold, E. Werle and G. Zickgraf-Rudel, Biochem. Pharm., 16, 59 (1967).
Chymostatin*A Mixture of Type A, B, and C
ICy-4063-v-20 °C
0.5 mg vial
40
[(S)-1-Carboxy-2-phenylethyl]carbamoyl-a-[2-iminohexahydro-4(S)- pyrimidyl]-(S)-glycyl-X-phenylalaninal X: l-leucyl (Type A), l-valyl (Type B), l-isoleucyl (Type C) [9076-44-2] Microbial Product
Chymostatin* (Bulk)A Mixture of Type A, B, and C[(S)-1-Carboxy-2-phenylethyl]carbamoyl-a-[2-iminohexa-hydro-4(S)-pyrimidyl]-(S)-glycyl-X-phenylalaninal
ICy-4063-20 °C
25 mg100 mg
200
595
X: l-leucyl (Type A), l-valyl (Type B), l-isoleucyl (Type C) [9076-44-2] Microbial Product Inhibitor for Chymotrypsin, Chymase, Papain, and Cathepsin B/G
H. Umezawa, et al., J. Antibiotics, 23, 425 (1970). (Original) K. Tatsuta, et al.,, J. Antibiotics, 26, 625 (1973). (Chem. Structure) R.L. Stein and A.M. Strimpler, Biochemistry, 26, 2611 (1987). (Inhibitory Activity) L.A. Johnson, K.E. Moon, and M. Eisenberg, Biochim. Biophys. Acta, 953, 269 (1988). (Inhibitory Activity) • This compound is distributed through Peptide Institute, Inc. under the technical and scientific advice of the Microbial Chemistry Research Foundation.
Coagulation Factors Inhibitors Also see IAP-4062-v and IAP-4062 Antipain on page 159; ILP-4041-v and ILP-4041 Leupeptin on pages 160-161.
H-Gly-Pro-Arg-Pro-OH(Trifluoroacetate Form)
INH-3797-PI-20 °C
5 mg25 mg
35130
GPRP (M.W. 425.49) C18H31N7O5 [67869-62-9] Fibrinolysis Inhibiting Factor
PRODUCT CODE QTy PRICE PEPTIDES INTERNATIO
NAL
Order Hotline 1-800-777-4779 502-266-8787 159
ENZYME INHIBITO
RS AND SuBSTRATES
Examples of Proteolytic Enzymes and Their Inhibitors
Collagenase / MMP / Stromelysin Inhibitors .GalardinTM
Peptides International is now offering GalardinTM, an addition to other widely used enzyme inhibitors.1 Galardin or GM6001 is a potent, broad-spectrum matrix metal-loproteinase (MMP) inhibitor and is a member of the hydroxamate class of inhibitors. We are pleased to add galardin to complement our popular line of TAPI MMP inhibi-tors.21. J. Gordon, B.K. Kelly, and G.A. Miller, Nature. 195, 701 (1962).2. K. Darlak, R.B. Miller, M.S. Stack, A.F. Spatola, and R.D. Grey, J. Biol. Chem., 265, 5199 (1990).
GalardinTM GM6001, Ilomastat
N-[(2R)-2-(Hydroxamidocarbonylmethyl)-4-methylpentanoyl]-l-tryptophan methylamide(M.W. 388.47) C20H28N4O4Inhibitor for Collagenases and MMPsD. Grobelny, I. Poncz, and R.E. Galardy, Biochemistry, 31, 7152 (1992).
INH-3927-PI-20 °C
5 mg 175
Ac-SIMP-1Ac-S-CH2-(R)-CH(CH2CH(CH3)2)-CO-Phe-Ala-NH2(2R)-S-Acetyl-2-mercaptomethyl-4-methylpentanoyl-l-phenylalanyl-l-alanine amide (M.W. 421.56) C21H31N3O4S (Protected precursor) Collagenase Inhibitor
ISN-3821-PI-20 °C
5 mg
S NH
NH
NH2
O O
O
O
ISN-3821-PI Ac-SIMP-1
75
• Product produced under license from Research Corporation Technologies
Ac-SIMP-2(Protected Precursor) Ac-S-CH2-(R)-CH(CH2CH(CH3)2)-CO-Nal-Ala-NH2(2R)-S-Acetyl-2-mercaptomethyl-4-methylpentanoyl-l-b-(2-naphthyl)alanyl-l-alanine amide (M.W. 471.62) C25H33N3O4S Collagenase Inhibitor
ISN-3831-PI-20 °C
5 mg
S NH
NH
NH2
O O
O
O
ISN-3831-PI
95
• Product produced under license from Research Corporation Technologies.
SIMP-2(Free thiol form) HS-CH2-(R)-CH(CH2CH(CH3)2)-CO-Nal-Ala-NH2(2R)-2-mercaptomethyl-4-methylpentanoyl-l-b-(2-naphthyl)alanyl-l-alanine amide (M.W. 429.59) C23H31N3O3S Collagenase Inhibitor
ISN-3835-PI-20 °C
5 mg
SH NH
NH
NH2
O
O
O
ISN-3835-PI SIMP-2
110
• Product produced under license from Research Corporation Technologies.
TAPI-OHONHCOCH2CH(CH2CH(CH3)2)CO-Nal-Ala-NH2 N-(R)-(2-(Hydroxyaminocarbonyl)methyl)-4-methylpentanoyl-l-3-(2'-naphthyl)alanyl-l-alanine amide (M.W. 456.53) C24H32N4O5 Inhibitor for Matrix Metalloproteases (MMP)
INH-3850-PI-20 °C
1 mg5 mg
OHNH
O
O
NH
NH
O
O
NH2
3850
125495
NEW!
PEPT
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160 Order Hotline 1-800-777-4779 502-266-8787
PRODUCT CODE QTy PRICE K. Darlak, R.B. Miller, M.S. Stack, A.F. Spatola, and R.D. Grey, J. Biol. Chem., 265, 5199 (1990). A.F. Spatola, K. Darlak, S. Pegoraro, K. Nijhawan, M. Anzolin, L. Lankiewicz, and R.D. Gray, Peptides: Chemistry & Biology, J.A. Smith & J.E. Rivier (Eds.), ESCOM, Leiden, 1992, p. 820. K.M. Mohler, P.R. Sleath, J.N. Fitzner, D.P. Cerretti, M.Alderson, S.S Kerwar, D.S. Torrance, C. Otten-Evans, T. Greenstreet, K. Weerawarna, S.R. Kronheim, M. Petersen, M. Gerhart, C.J. Kozlosky, C.J. March, and R.A. Black, Nature, 370, 218 (1984).
TAPI-1HONHCOCH2CH(CH2CH(CH3)2)CO-Nal-Ala-NHCH2CH2NH2 N-(R)-(2-(Hydroxyaminocarbonyl)methyl)-4-methylpentanoyl-l-3-(2'-naphthyl)alanyl-l-alanine 2-aminoethyl amide (M.W. 499.60) C26H37N5O5 Inhibitor for Matrix Metalloproteases (MMP)
INH-3855-PI-20 °C
1 mg5 mg
OHNH
O
O
NH
NH
O
O
NH
NH2
3855
125495
K. Darlak, R.B. Miller, M.S. Stack, A.F. Spatola, and R.D. Grey, J. Biol. Chem., 265, 5199 (1990). A.F. Spatola, K. Darlak, S. Pegoraro, K. Nijhawan, M. Anzolin, L. Lankiewicz, and R.D. Gray, Peptides: Chemistry & Biology, J.A. Smith & J.E. Rivier (Eds.), ESCOM, Leiden, 1992, p. 820. K.M. Mohler, et al., Nature, 370, 218 (1984).
TAPI-2HONHCOCH2CH(CH2CH(CH3)2)CO-t-butyl-Gly-Ala-NHCH2CH2NH2 N-(R)-(2-(Hydroxyaminocarbonyl)methyl)-4-methylpentanoyl-l-t-butyl-glycyl-l-alanine 2-aminoethyl amide (M.W. 415.53) C19H37N5O5 Inhibitor for Metalloproteases (MMP)
INH-3852-PI-20 °C
1 mg5 mg
OHNH
O
O
NH
NH
O
O
NH
NH2
3852-v
125495
J. Arribas, L. Coodly, P. Vollmer, T.K. Kishimoto, S. Rose-John, and J. Massagué, J. Biol. Chem., 271, 11376 (1996). N.M. Hooper, E.H. Karran, and A.J. Turner, Biochem. J., 321, 265 (1997).
Dipeptidyl Peptidase II (DPP II) InhibitorsH-Dab-Pip
(Trifluoroacetate Form) L-2,4-Diaminobutyrylpiperidinamide(M.W. 185.27) C9H19N3O Inhibitor for Dipeptidyl Peptidase II (DPP II)
IDP-3655-PI-20 °C
5 mg
N
ONH2
NH2
H-Dab-PipIDP-3655-PIDipeptidyl Peptidase II (DPP II) Inhibitor
K. Senten, P. Van der Veken, G. Bal, I. De Meester, A.-M. Lambier, S. Sharpé, B. Bauvois, A. Haemers, and K. Augustyns, Bioorg. Med. Chem. Lett. 12, 2825 (2002).
Diprotin AIle-Pro-Ile (M.W. 341.45) C17H31N3O4 [90614-48-5]
IDP-4132-v-20 °C
0.5 mg vial
22
Diprotin A (Bulk)Ile-Pro-Ile • H2O Synthetic Product Inhibitor for Dipeptidyl-Aminopeptidase IV
IDP-4132-20 °C
25 mg100 mg
75
170
H. Umezawa, T. Aoyagi, K. Ogawa, H. Naganawa, M. Hamada, and T. Takeuchi, J. Antibiotics, 37, 422 (1984). (Original; IC50 & Chem. Structure) • This compound is distributed exclusively through Peptide Institute, Inc. under the license of the Microbial Chemistry Research Foundation.
E-64 See page 160.
Elastase Inhibitors
PRODUCT CODE QTy PRICE PEPTIDES INTERNATIO
NAL
Order Hotline 1-800-777-4779 502-266-8787 161
ENZYME INHIBITO
RS AND SuBSTRATES
Cl-Ac-(OH)Leu-Ala-Gly-NH2 N-Chloroacetyl-N-hydroxy-l-leucyl-l-alanylglycine amide (M.W. 350.80) C13H23N4O5Cl Synthetic Product
ICL-4146-v-20 °C
0.5 mg vial
35
Cl-Ac-(OH)Leu-Ala-Gly-NH2 (Bulk)N-Chloroacetyl-N-hydroxy-l-leucyl-l-alanylglycine amideN. Nishino and J.C. Powers, J. Biol. Chem., 255, 3482 (1980). (Original)
ICL-4146-20 °C
25 mg100 mg
4146-v
CIO
NOH O
NH
O
NH
O
NH2
230595
Elafin (Human) Ala-Gln-Glu-Pro-Val-Lys-Gly-Pro-Val-Ser-Thr-Lys-Pro-Gly-Ser-Cys-Pro-Ile-Ile-Leu-Ile-Arg-Cys-Ala-Met-Leu-Asn-Pro-Pro-Asn-Arg-Cys-Leu-Lys-Asp-Thr-Asp-Cys-Pro-Gly-Ile-Lys-Lys-Cys-Cys-Glu-Gly-Ser-Cys-Gly-Met-Ala-Cys-Phe-Val-Pro-Gln
PEL-4243-v-20 °C
20 mg vial
375
(Disulfide bonds between Cys16-Cys45, Cys23-Cys49, Cys32-Cys44 and Cys38-Cys53) (M.W. 5999.1) C254H416N72O75S10 Synthetic Product Elastase-Specific Inhibitor from Human Skin
O. Wiedow, J.-M. Schröder, H. Gregory, J.A. Young, and E. Christophers, J. Biol. Chem., 265, 14791 (1990). (Original) O. Wiedow, J.-M. Schröder, H. Gregory, J.A. Young, and E. Christophers, J. Biol. Chem., 266, 3356 (1991). (Correction of Sequence) M. Tsunemi, H. Kato, Y. Nishiuchi, S. Kumagaye, and S. Sakakibara, Biochem. Biophys. Res. Commun., 185, 967 (1992). (Chem. Synthesis & Biochem.) M. Tsunemi, Y. Matsuura, S. Sakakibara, and Y. Katsube, Biochemistry, 35, 11570 (1996). (Biochem; Crystal Structure of Elafin-Pancreatic Elastase)
ElastatinalMicrobial Product
IEL-4064-v-20 °C
0.5 mg vial
45
Elastatinal (Bulk)Microbial ProductInhibitor for Elastase
IEL-4064-20 °C
25 mg100 mg
190
660
H. Umezawa, T. Aoyagi, A. Okura, H. Morishima, T. Takeuchi, and Y. Okami, J. Antibiotics, 26, 787 (1973). (Original) • This compound is distributed exclusively through Peptide Institute, Inc. under the license of the Microbial Chemistry Research Foundation.
Endothelin A & B Receptors (Antagonists) BQ-123 Sodium Salt
cyclo (d-Trp-d-Asp-Pro-d-Val-Leu) (M.W. 610.72) C31H42N6O7
PED-3512-PI-20 °C
1 mg5 mg
65
195
PEPT
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162 Order Hotline 1-800-777-4779 502-266-8787
PRODUCT CODE QTy PRICE BQ-610 Sodium Salt
Homopiperidinyl-CO-Leu-d-Trp(CHO)-d-Trp-OH (M.W. 656.79) C36H44N6O6
K. Ishikawa, T. Fukami, T. Nagase, T. Mase, T. Hayama, K. Niiyama, K. Fujita, Y. Urakawa, U. Kumagai, T. Fukuroda, M. Ihara, and M. Yano. in C.H. Schneider, and A.N. Eberle (Eds.), Peptides, 1992, ESCOM, Leiden, 1993, p. 685.
PED-3610-PI-20 °C
1 mg 5 mg
N-CO-Leu-D-Trp(CHO)-D-Trp-OH
75275
BQ-788 Sodium SaltN-cis-2,6-Dimethylpiperidinocarbonyl-l-g-Me-Leu-d-Trp(COOMe)-d-Nle (Sodium Salt)(M.W. 663.80) C34H50N5O7NaSoluble: 2 mg in 1 mL H2OT. Fukuroda, T. Fujikawa, S. Ozaki, K. Ishikawa, M. Yano, and M. Nishikibe, Biochem. Biophys Res. Commun., 199, 1461 (1994).
PED-3788-PI-20 °C
1 mg5 mg
N
N
NH
O
O
NH
NH
OONa
OO
O
3788
140495
d-Glucaro-δ-Lactam See Code CAR-24004-v on page 224.
Gingipain InhibitorsKyT-1
(Hydrochloride Form)(3S)-N-[(1S)-5-Amino-1-(N,N-dimethylcarbamoyl)pentyl]-3-[(2S)-6-amino-2-[(benzyloxycarbonyl)amino]hexanoylamino]-6-guanidino-2-oxohexanamide (M.W. 619.76) C29H49N9O6 Synthetic Product Inhibitor for Arg-Gingipain
IRG-4395-v-20 °C
1 mg vial
O NH
ONH
O
ONH
O
NH
NH2 NH
NH2
NH2
N
O
4395-v
300
T. Kadowaki, A. Baba, N. Abe, R. Takii, M. Hashimoto, T. Tsukuba, S. Okazaki, Y. Suda, T. Asao, and K.Yamamoto,Mol. Pharmacol., 66, 1599 (2004). (Original)
KyT-36(Hydrochloride Form)(2S)-N-[(1S)-1-(4-Aminobutyl)-2-oxo-2-(N-benzylcarbamoyl)ethyl]-N'-(N-methylphenylamino)-2-[(benzyloxycarbonyl)amino]pentane-1,5-diamide (M.W. 630.73) C34H42N6O6 Synthetic Product Inhibitor for Lys-GingipainT. Kadowaki, A. Baba, N. Abe, R. Takii, M. Hashimoto, T. Tsukuba, S. Okazaki, Y. Suda, T. Asao, and K.Yamamoto, Mol. Pharmacol., 66, 1599 (2004). (Original)
IKG-4396-v-20 °C
1 mgvial
O NH
O
O NHN
NH
O
ONH
O
NH2
4396-v
300
IDE Inhibitor 6bK(Fumaryl-Lys-Cha-d-Bpa)-Lys-NH2
J.P. Maianti, et al., Nature, doi: 10.1038/nature13297. [Epub ahead of print] (2014).
IDE-3798-PI-20 °C
1 mg5 mg
4001600
PRODUCT CODE QTy PRICE PEPTIDES INTERNATIO
NAL
Order Hotline 1-800-777-4779 502-266-8787 163
ENZYME INHIBITO
RS AND SuBSTRATES
Myr-Ser-Ile-Tyr-Arg-Arg-Gly-Ala-Arg-Arg-Trp-Arg-Lys-Leu See Code PKC-3403-v on page 221.MG-101 See Code IAL-3671-PI Ac-Leu-Leu-Nle-H on page 154.MG-115 See Code IAT-3170-v Z-Leu-Leu-Nva-H (aldehyde) on page 171.MG-132 See Code IZL-3175-v Z-Leu-Leu-Leu-H (aldehyde) on page 162.MMP Inhibitors See Collagenase Inhibitors on page 163-164 and TAPI-O, TAPI-1 and TAPI-2 on page 164.
Neutral Endopeptidase InhibitorsPhosphoramidon (Sodium Salt)
N-(a-Rhamnopyranosyloxyhydroxyphosphinyl)-l-leucyl-l-tryptophan (M.W. 543.50) C23H34N3O10P [36357-77-4] Microbial Product
IPO-4082-v-20 °C
0.5 mgvial
4082-v
NH
OH
ONH
ONH
POH
OO
O
OH OH
OH
CH3
45
Phosphoramidon (Bulk)N-(a-Rhamnopyranosyloxyhydroxyphosphinyl)--l-leucyl-l-tryptophan disodium salt dihydrate (M.W. 541.49 • 45.98 • 36.03) C23H32N3O10P [119942-99-3] Microbial Product
IPO-4082-20 °C
25 mg100 mg
180
570
Inhibitor for Thermolysin, Neutral Endopeptidase-24.11 (ANP Degradation Enzyme), and Endothelin converting Enzyme
H. Suda, T. Aoyagi, T. Takeuchi, and H. Umezawa, J. Antibiotics, 26, 621 (1973). (Original) S.L. Stephenson and A.J. Kenny, Biochem. J., 243, 183 (1987). (Pharmacol.) B.P. Roques and A. Beaumont, Trends Pharmacol. Sci., 11, 245 (1990). (Review) Y. Matsumura, K. Hisaki, M. Takaoka, and S. Morimoto, Eur. J. Pharmacol., 185, 103 (1990). (Pharmacol.) • This compound is distributed exclusively through Peptide Institute, Inc. under the license of the Microbial Chemistry Research Foundation.
Nojirimycin Bisulfite See Code CAR-24003-v on page 224.Pepsin See Code IPA-4397-v and IPA-4397 on page 161. Pepstatin A See Code IPA-4397-v and IPA-4397 on page 161. PSI See Code IAT-3169-v Z-Ile-Glu(OtBu)-Ala-Leu-H (aldehyde) on page 171.Plasmin See ILP-4041-v and ILP-4041 Leupeptin on pages 160-161.
Propyl Endopeptidase InhibitorSUAM-14746
3-({4-[2-(E)-Styrylphenoxy]butanoyl}-L-4-hydroxyprolyl)-thiazolidine(M.W. 466.59) C26H30N2O4S Synthetic Product Inhibitor for Prolyl Endopeptidase
ISU-3214-v -20 °C
5 mgvial
O
N
O
OH
O
N S
3214-v
180
M.Saito, M. Hashimoto, N. Kawaguchi, H. Shibata, H. Fukami, T. Tanaka, and N. Higuchi, J. Enzyme Inhib., 5, 51 (1991) (Assay Method) • This compound is distributed under license of Suntory Ltd.
Protein Kinase Inhibitor
PEPT
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164 Order Hotline 1-800-777-4779 502-266-8787
PRODUCT CODE QTy PRICE Lys-Lys-Lys-Leu-Arg-Arg-Gln-Glu-Ala-Phe-Asp-Ala-Tyr[Lys3, Phe10, Try13]-Autocamtide-2-Related Inhibitory Peptide (AIP)
(M.W. 1652.9) C74H121N23O20 Synthetic Product Inhibitor for Calmodulin-Dependent Protein Kinase II
IKK-4374-v-20 °C
0.5 mg vial
115
A. Ishida and H. Fujisawa, J. Biol. Chem., 270, 2163 (1995). (AIP; Autocamtide-2-Related Inhibitory Peptide) A. Ishida, et al., FEBS Lett., 427, 115 (1998). (Original) • This compound is distributed through Peptide Institute, Inc. under the license of the Agency of Industrial Science & Technology.
Renin See Code IPA-4397-v and IPA-4397 on page 161.
Reverse Transcriptase InhibitorDoxorubicin-HCl
(M.W. 579.98) C27H29NO11 • HCl [25316-40-9]Inhibitor of Reverse Transcriptase and RNA Polymerase
IOX-3765-PI-20 °C
1 g 1000
β-Secretase InhibitorsLys-Thr-Glu-Glu-Ile-Ser-Glu-Val-Asn-Sta-Val-Ala-Glu-Phe
Sta(Statine): (3S,4S)-4-Amino-3-hydroxy-6-methylheptanoic acid(M.W. 1651.8) C73H118N16O27 Synthetic Product Inhibitor for β-Secretase
IBS-4378-v-20 °C
1 mg vial
4378-v
NH
OOH
250
S. Sinha, et al., Nature, 402, 537 (1999). (Original)
γ-Secretase Inhibitors(3,5-Difluorophenylacetyl)-Ala-Phg-OBut
(3,5-Difluorophenylacetyl)-l-alanyl-l-2-phenylglycine t-butyl ester (M.W. 432.46) C23H26N2O4F2 Synthetic Product Inhibitor for g-SecretaseH.F. Dovey, et al., , J. Neurochem., 76, 173 (2001).
IGS-3219-v-20 °C
5 mgvial
F
F
NH
NH
O
O
O
O
3219-v
125
(Original; Functional g-Secretase Inhibitor in Brain) A.Y. Kornilova, et al., J. Biol. Chem., 278, 16470 (2003). (Comparison of in Cells and Cell-Free Activity)
(3,5-Difluorophenylacetyl)-Ala-Phg-OtBuN-[N-(3,5-Difluorophenacetyl)-l-alanyl)]-l-phenylglycine t-butyl ester (M.W. 432.47) C23H26N2O4F2 Inhibitor for g-Secretase
IGS-3641-PI-20 °C
10 mg 150
H.F. Dovey, et al., J. Neurochem., 76, 173 (2001). (Original; Functional g-Secretase Inhibitor in Brain) A.Y. Kornilova, et al., J. Biol. Chem., 278, 16470 (2003). (Comparison of in Cells and Cell-Free Activity)
PRODUCT CODE QTy PRICE PEPTIDES INTERNATIO
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Order Hotline 1-800-777-4779 502-266-8787 165
ENZYME INHIBITO
RS AND SuBSTRATES
L-685,458[(2R,4R,5S)-2-Benzyl-5-(t-Butyloxycarbonylamino)-4-hydroxy-6-phenylhexanoyl]-l-leucyl-l-phenylalanine amide (M.W. 672.85) C39H52N4O6 Synthetic Product Inhibitor for g-Secretase
IGS-4394-v-20 °C
1 mg vial
NH
O NH
NH
NH2
O OO
OOH
4394-v
360
Y.-M. Li, M. Xu, M.-T. Lai, Q. Huang, J.L. Castro, J. DiMuzio-Mower, T. Harrison, C. Lellis, A. Nadin, J.G. Neduvelil, R.B. Register, M.K. Sardana, M.S. Shearman, A.L. Smith, X.-P. Shi, K.-C. Yin, J.A. Shafer, and S.J. Gardell, Nature, 405, 689 (2000). (Biochem.; g-Secretase Inhibitor) Y.-M. Li, M.-T. Lai, M. Xu, Q. Huang, J. DiMuzio-Mower, M.K. Sardana, X.-P. Shi, K.-C. Yin, J.A. Shafer, and S.J. Gardell, Proc. Natl. Acad. Sci. USA, 97, 6138 (2000). (Biochem; g-Secretase Inhibitor) M.S. Shearman, D. Beher, E.E. Clarke, H.D. Lewis, T. Harrison, P. Hunt, A. Nadin, A.L. Smith, G. Stevenson, and J.L. Castro, Biochemistry, 39, 8698 (2000). (Biochem; g-Secretase Inhibitor) G. Tian, C.D. Sobotka-Briner, J. Zysk, X. Liu, C. Birr, M.A. Sylvester, P.D. Edwards, C.D. Scott, and B.D. Greenberg, J. Biol. Chem., 277, 31499 (2002). (Biochem; Inhibition Mechanism)
Siastatin B See Code CAR-24002-v on page 224.SIMP Products See Collagenase Inhibitors on page 163.
Signal Peptide Peptidase Inhibitor(Z-Leu-Leu-NHCH2)2CO[(Z-LL)2 Ketone]
1,3-Bis[(benzyloxycarbonyl-l-leucyl-l-leucyl)amino]acetone (M.W. 809.00) C43H64N6O9 [313664-40-3] Synthetic Product Inhibitor for Signal Peptide Peptidase
IZL-3218-v-20 °C
5 mgvial
O
O
NH
NH
O
NH
O
O
NH
NH
NH
O
O
O
O
3218-v
90
A. Weihofen, M.K. Lemberg, H.L. Ploegh, M. Bogyo, and B. Martoglio, J. Biol. Chem., 275, 30951 (2000). (Original) A. Weihofen, K. Binns, M.K. Lemberg, K. Ashman, and B. Martoglio, Science, 296, 2215 (2002). (Signal Peptide Peptidase Inhibitor) A. Weihofen, M.K. Lemberg, E. Friedmann, H. Rueeger, A. Schmitz, P. Paganetti, G. Rovelli, and B. Martoglio, J. Biol. Chem., 278, 16528 (2003). (Signal Peptide Peptidase Inhibitory Activity)
Sodium Potassium ATPase Inhibitor-1 (Porcine) See Code PSP-4216-s on page 115.
Tripeptidyl Peptidase II InhibitorAla-Ala-Phe-CH2Cl
(l-alanyl-l-alanyl-l-phenylalanyl)chloromethane (M.W. 339.82) C16H22N3O3Cl [102129-66-8] Synthetic Product
IAA-3202-v-20 °C
5 mgvial
ONH
CINH
ONH2
O
3202-v
70
Inhibitor for Tripeptidyl Peptidase II (Component of Giant Protease with Some Proteasome Function), Chymotrypsin, and ChymaseR. Glas, M. Bogyo, J.S. McMaster, M. Gaczynska, and H.L. Ploegh, Nature, 392, 618 (1998). E. Geier, G. Pfeifer, M. Wilm, M. Lucchiari-Hartz, W. Baurmeister, K. Eichmann, and G. Niedermann, Science, 283, 978 (1999). L.A. Johnson, K.E. Moon, and M. Eisenberg, Biochem. Biophys. Acta, 953, 269 (1988)
Trypsin and Trypsin-like Protease Inhibitors See Code IAP-4062 Antipain on page 159, Code IAT-3830-PI Aprotinin on page 162, and Codes ILP-4041-v and ILP-4041 Leupeptin on page 160-161.
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166 Order Hotline 1-800-777-4779 502-266-8787
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166 Order Hotline 1-800-777-4779 502-266-8787
Ubiquitin Proteasome System Inhibitors Also see Code IAL-3678-PI Ac-Leu-Leu-Met-(aldehyde) on page 154, Code IAL-3671 Ac-Leu-Leu-Nle-H (aldehyde) [ALLM] on page 154, and Code IZL-3175-v Z-Leu-Leu-Leu-H (aldehyde) [MG-132] (for Proteasome) on page 162.
Epoxomicin(2R)-2-[Acetyl-(N-methyl-l-Isoleucyl)-l-isoleucyl-l-threonyl-l-Leucyl]-2-Methyloxirane(M.W. 554.72 ) C28H50N4O7 [134381-21-8] Synthetic Product Inhibitor for Proteasome
IEP-4381-v-20 °C
0.2 mgvial
4381-v
O
O
NO
NH
O
NH
OH
O
NH
O
250
L. Meng, R. Mohan, B.H.B. Kwok, M. Elofsson, N. Sin, and C.M. Crews, Proc. Natl. Acad. Sci. USA, 96, 10403 (1999). (Proteasome Inhibitor & Antiinflammatory Activity) N. Sin, K.B. Kim, M. Elofsson, L. Meng, H. Auth, B.H.B. Kwok, and C.M. Crews, Bioorg. Med. Chem. Lett., 9, 2283 (1999). (Proteasome Inhibitor) K.B. Kim, J. Myung, N. Sin, and C.M. Crews, Bioorg. Med. Chem. Lett., 9, 3335 (1999). (Proteasome Inhibitor) M. Groll, K.B. Kim, N. Kairies, R. Huber, and C.M. Crews, J. Am.Chem. Soc., 122, 1237 (2000). (Crystal Structure of Proteasome Complex)T. Aoyagi, T. Wada, H. Iinuma, K. Ogawa, F. Kojima, M. Nagai, H. Kuroda, A. Obayashi, and H. Umezawa, J. Appl. Biochem., 7, 388 (1985). (Pharmacol.) • This compound is distributed exclusively through Peptide Institute, Inc. under the license of the Microbial Chemistry Research Foundation.
LactacystinN-Acetyl-S-{(2R,3S,4R)-3-hydroxy-2-[(1S)-1-hydroxy-2-methylpropyl]-4-methyl-5-oxo-pyrolidine-2-carbonyl}-l-cysteine (M.W. 376.43) C15H24N2O7S [133343-34-7] Microbial Product Inhibitor for Proteasome
ILC-4368-v-20 °C
0.2 mgvial
4368-v
NH
OH
O
OH O
SNH
O
O OH
225
S. Omura, T. Fujimoto, K. Otoguro, K. Matsuzaki, R. Moriguchi, H. Tanaka, and Y. Sasaki, J. Antibiotics, 44, 113 (1991). (Original) S. Omura, K. Matsuzaki, T. Fujimoto, K. Kosuge, T. Furuya, S. Fujita, and A. Nakagawa, J. Antibiotics, 44, 117 (1991). (Original; Chem. Structure) G. Fenteany, R.F. Standaert, W.S. Lane, S. Choi, E.J. Corey, and S.L. Schreiber, Science, 268, 726 (1995). (Biochem.; Proteasome Inhibition) S. Imajoh-Ohmi, T. Kawaguchi, S. Sugiyama, K. Tanaka, S. Omura, and H. Kikuchi, Biochem. Biophys. Res. Commun., 217, 1070 (1995). (Biochem.; Apoptotic Effect) • This item is produced by Kyowa Medex Co., Ltd.
Ubiquitin AldehydeMet*-Gln-Ile-Phe-Val-Lys-Thr-Leu-Thr-Gly-Lys-Thr-Ile-Thr-Leu-Glu-Val-Glu-Pro-Ser-Asp-Thr-Ile-Glu-Asn-Val-Lys-Ala-Lys-Ile-Gln-Asp-Lys-Glu-Gly-Ile-Pro-Pro-Asp-Gln-Gln-Arg-Leu-Ile-Phe-Ala-Gly-Lys-Gln-Leu-Glu-Asp-Gly-Arg-Thr-Leu-Ser-Asp-Tyr-Asn-Ile-Gln-Lys-Glu-Ser-Thr-Leu-His-Leu-Val- Leu-Arg-Leu-Arg-Gly-Gly-H (aldehyde) * Met at position 1 is oxidized to Met(O). (M.W. 8564.70) C378H629N105O118S Semisynthetic ProductInhibitor for Deubiquitinating Enzyme
IUB-3207-v-20 °C
50 mgvial
250
J.R. Schaeffer and R.E. Cohen, Biochemistry, 35, 10886 (1996). F. Melandri, L. Grenier, L. Plamondon, W.P. Huskey, and R.L. Stein, Biochemistry, 35, 12893 (1996). S.H. Baek, K.S. Choi, Y.J. Yoo, J.M. Cho, R.T. Baker, K. Tanaka, and C.H. Chung, J. Biol. Chem., 272, 25560 (1997). L.C. Dang, F.D. Melandri, and R.L. Stein, Biochemistry, 37, 1868 (1998)
PRODUCT CODE QTy PRICE PEPTIDES INTERNATIO
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Order Hotline 1-800-777-4779 502-266-8787 167
ENZYME INHIBITO
RS AND SuBSTRATES
Z-Ile-Glu(OBut)-Ala-Leu-H (aldehyde) [PSI]
Benzyloxycarbonyl-l-isoleucyl-[(2S)2-amino-4- (t-Butyloxycarbonyl)butanoyl]-l-alanyl-l-leucinal (M.W. 618.76) C32H50N4O8 [158442-41-2] Synthetic Product Inhibitor for Proteasome
IAT-3169-v-20 °C
5 mgvial
O
O
NH
O
NH
O O
O
NH
O
NH
H
O
3169-v
99
M.E. Figueiredo-Pereira, K.A. Berg, and S. Wilk, J. Neurochem., 63, 1578 (1994). E.B.-M. Traenckner, S. Wilk, and P.A. Baeuerle, EMBO J., 13, 5433 (1994). M.E. Figueiredo-Pereira, W-E. Chen, H-M. Yuan, and S. Wilk, Arch. Biochem. Biophys., 317, 69 (1995).
Z-Leu-Leu-Nva-H (aldehyde)[MG-115]
Benzyloxycarbonyl-l-leucyl-l-leucyl-l-norvalinal (M.W. 461.59) C25H39N3O5 [133407-86-0] Synthetic Product Inhibitor for Proteasome
IAT-3170-v-20 °C
5 mg vial
3170-v
O
O
NH
O
NH
O
NH
O
H
65
Y. Saito, S. Tsubuki, H. Ito, and S. Kawashima, Neurosci. Lett., 120, 1 (1990). A. Vinitsky, C. Michaud, J.C. Powers, and M. Orlowski, Biochemistry, 31, 9421 (1992). K.L. Rock, C. Gramm, L. Rothstein, K. Clark, R. Stein, L. Dick, D. Hwang, and A.L. Goldberg, Cell, 78, 761 (1994). V.J. Palombella, O.J. Rando, A.L. Goldberg, and T. Maniatis, Cell, 78, 773 (1994). • This compound is distributed through Peptide Institute, Inc. under the license of Dr. H. Ito.
u-PA Urokinase Inhibitor See Code IAP-4062 Antipain on page 159.
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168 Order Hotline 1-800-777-4779 502-266-8787
PEPT
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Inhibitors Actinonin
(Aminopeptidase M and Leucyl Aminopeptidase)
Amastatin (Aminopeptidases)
Arphamenine A (Aminopeptidase B)
Arphamenine B (Aminopeptidase B)
Collagenase Inhibitors (Collagen)
Diprotin A (Dipeptidyl Aminopeptidase IV)
Foroxymithine (Angiotensin I Converting Enzyme (ACE))
Leuhistin (Aminopeptidase M)
Phosphoramidon (Collagenase,Thermolysin and Enkephalinase (24.11))
Ubenimex (Bestatin) (Aminopeptidase B and Leucyl Aminopeptidase)
Others EDTA
a-Ketoamides
Divalent metal chelating reagents
8-Hydroxyisoquinolin
Captopril
Metalloproteases
Inhibitors Pepstatin A
(Renin, Cathepsin D)
Others Peptide Renin Inhibitors
Peptide HIV Inhibitors
Aspartyl Proteases
Inhibitors Antipain
(Cathepsin B)
Chymostatin (Cathepsin B and Papain)
E-64 (Thiol Proteases)
Leupeptin (Cathepsin B)
Others Peptidyl chloromethanes
Peptidyl aldehydes
Peptidyl diazomethanes
Cysteinyl Proteases
Inhibitors Aprotinin
(Kallikrein, Trypsin, Chymotrypsin and Plasmin)
Antipain (Trypsin)
Elastatinal (Elastase)
Chymostatin (Chymotrypsin)
Leupeptin (Trypsin, Plasmin)
Others Organophosphates
Peptidyl chloromethanes
Sulfonyl fluorides
Peptidyl aldehydes
Peptidyl borates
Seryl Proteases
Examples of Proteolytic Enzymes and Their Inhibitors
PEPTIDES INTERNATIONAL
Order Hotline 1-800-777-4779 502-266-8787 169
ENZYME INHIBITO
RS AND SuBSTRATESPRODUCT GRADE CODE QTy PRICE Enzyme Substrates & Related CompoundsADAM-17 SubstratesAbz-Leu-Ala-Gln-Ala-Val-Arg-Ser-Ser-Ser-Arg-Dap(Dnp)-NH2
SDP-3818-PI-20 °C
1 mg5 mg
75285
(Acetate Form) 2-Aminobenzoyl-l-leucyl-l-alanyl-l-glutaminyl-l-alanyl-l-valyl-l-arginyl-l-Seryl-l-Seryl-l-Seryl-l-arginyl- [Ne (2,4-dinitrophenyl)-l-2,3-Diaminopropionyl] amide (M.W. 1444.54) C59H93N23O20 Fluorescence-Quenching Substrate for ADAM17 / TNF-a Converting EnzymeG. Jin, X. Huang, R. Black, M. Wolfson, C. Rauch, H. McGregor, G. Ellestad, R. Cowling, Anal. Biochem., 302, 269 (2002).
Dabcyl-Leu-Ala-Gln-Ala-Val-Arg-Ser-Ser-Ser-Arg-Edans
(Trifluoroacetate Form) (M.W. 1573.81) C70H104N22O18S [396716-14-6]TACE FRET Substrate IK.M.Mohler et al., Nature, 370, 218 (1994)A.J.H.Gearing et al., Nature, 370, 555 (1994)B.F.Becker et al., Biol. Chem., 383, 1821 (2002)
SFQ-3764-PI-20 °C
1 mg5 mg
235940
MOCAc-Lys-Pro-Leu-Gly-Leu-A2pr(Dnp)-Ala-Arg-NH2
(Trifluoroacetate Form)
A SMO-3226-v-20 °C
1 mg vial
105
(7-Methoxycoumarin-4-yl) acetyl-l-lysyl-l-prolyl-l-leucyl-glycyl-l-leucyl- [Nb-(2,4-dinitrophenyl)-l-2,3-diaminopropionyl]-l-alanyl-l-arginine amide (M.W. 1221.3) C55H80N16O16 Fluorescence-Quenching Substrate for Matrix Metalloproteinases and ADAM-17 / Tumor Necrosis Factor Converting Enzyme (TACE)U. Neumann, H. Kubota, K. Frei, V. Ganu, and D. Leppert, Anal. Biochem., 328, 166 (2004). A. Trifilieff, C. Walker, T. Keller, G. Kottirsch, and U. Neumann, Br. J. Pharmacol., 135, 1655 (2002). M.C. Riitano, H. Pfister, P. Engelhardt, U. Neumann, M. Reist, A. Zurbriggen, M. Stoffel, J. Peel, T. Jungi, P. Schawalder, and D.E. Spreng, Am. J. Vet. Res., 63, 1423 (2002).
MOCAc-Lys-Pro-Leu-Gly-Leu-Dap(Dnp)-Ala-Arg-NH2
(Trifluoroacetate Form) (M.W. 1221.35) C55H80N16O16 Fluorescence-Quenching Substrate for MMPs, Cathepsin D and E, ADAM10, and ADAM17/TACE
SMO-3670-PI-20 °C
1 mg5 mg
80320
U. Neumann , H. Kubota, K. Frei, V. Ganu, and D. Leppert, Anal. Biochem., 328, 166 (2004).
NEW!
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170 Order Hotline 1-800-777-4779 502-266-8787
PRODUCT GRADE CODE QTy PRICE
ADAMTS-13 Substrates See page 210 for other FRETS Substrates.
FRETS-VWF73(Trifluoroacetate Form)
A SFR-3224-s-20 °C
0.1 mg vial
380
Asp-Arg-Glu-A2pr(Nma)-Ala-Pro-Asn- Leu-Val-Tyr-Met-Val-Thr-Gly- A2pr(Dnp)-Pro-Ala-Ser-Asp-Glu-Ile-Lys-Arg-Leu-Pro-Gly-Asp-Ile- Gln-Val-Val-Pro-Ile-Gly-Val-Gly-Pro-Asn-Ala-Asn-Val-Gln-Glu-Leu- Glu-Arg-Ile-Gly-Trp-Pro-Asn-Ala-Pro-Ile-Leu-Ile-Gln-Asp-Phe- Glu-Thr-Leu-Pro-Arg-Glu-Ala-Pro-Asp-Leu-Val-Leu-Gln-Arg A2pr(Nma): Nb-[2-(Methylamino)benzoyl]-2,3-diaminopropionic acid A2pr(Dnp): Nb-(2,4-dinitrophenyl)-2,3-diaminopropionic acid (M.W. 8314.30 ) C370H583N103O113S Purity: higher than 95% by HPLC Fluorescence-Quenching Substrate for ADAMTS-13K. Kokame, M. Matsumoto, Y. Fujimura, and T. Miyata, Blood, 103, 607 (2004). (VWF73 Sequence) K. Kokame, Y. Nobe, Y. Kokubo, A. Okayama, and T. Miyata, Br. J. Haematol., 129, 93 (2005). (FRETS-VWF73) • This compound is produced by Peptide Institute, Inc.under license of the National Cardiovascular Center in Japan
α-Amidating Enzyme SubstratesAc-Tyr-Val-Gly
Acetyl-l-tyrosyl-l-valyl-glycine (M.W. 379.41) C18H25N3O6 Substrate for a-Amidating Enzyme
AA SyG-3146-20 °C
0.1 g1 g
90625
Aminopeptidases SubstratesAla-MCA
(Tosylate Form)l-alanine 4-methylcoumaryl-7-amide(M.W. 246.26) C13H14N2O3 [77471-41-1] Substrate for Aminopeptidase.
AA MAM-3147-v-20 °C
5 mg vial
35
H. Umetsu, et al., Biosci. Biotechnol. Biochem., 68, 945 (2004).J.R. McDermott, et al., J. Neurochem., 45, 752 (1985)
Ala-pNAl-alanine p-nitroanilide(M.W. 209.20) C9H11N3O3 [1668-13-9]Substrate for Aminopeptidase
AA SAN-3068-20 °C
0.1 g1 g5 g
2575
315G. Peleiderer, In, Proteolytic Enzymes, Methods in Enzymology, Vol. 19, (G.E. Perlmann and L. Lorand, Eds.), Academic Press, New York, 1970, pp. 514-521.
Leu-MCA(Tosylate Form) l-Leucine 4-methylcoumaryl-7-amide (M.W. 288.34) C16H20N2O3 Substrate for Aminopeptidase
AA MLM-3091-v-20 °C
5 mgvial
35
K. Saifuku, T. Sekine, T. Namihisa, T. Takahashi, and Y. Kanaoka, Clin. Chim. Acta, 84, 85 (1978).
PEPTIDES INTERNATIONAL
Order Hotline 1-800-777-4779 502-266-8787 171
ENZYME INHIBITO
RS AND SuBSTRATESPRODUCT GRADE CODE QTy PRICE Leu-NH2 • HCI
l-Leucine amide monohydrochloride (M.W. 130.19 • 36.46) C6H14N2O • HCI [10466-61-2] Substrate for Aminopeptidase
AA SLN-3027-20 °C
0.1 g1 g
2550
F.H. Carpenter and J.M.Vahl, J. Biol. Chem., 248, 294 (1973). T. Sopanen and J. Mikola, Plant Physiol., 55, 809 (1975). H.F.M. Hermes, et al., Applied and Environm. Microbiol., 59, 4330 (1993).
Leu-pNAl-leucine p-nitroanilide (M.W. 251.28) C12H17N3O3 [4178-93-2] Substrate for Aminopeptidase
AA SLN-3014-20 °C
0.1 g1 g5 g
2250
165G. Peleiderer, In, Proteolytic Enzymes, Methods in Enzymology, Vol. 19, (G.E. Perlmann and L. Lorand, Eds.), Academic Press, New York, 1970, pp. 514-521.
Lys-MCA(Hydrochloride Form) l-Lysine 4-methylcoumaryl-7-amide (M.W. 303.36) C16H21N3O3 Substrate for Aminopeptidase
A MKM-3132-v-20 °C
5 mg vial
50
H. Araki, et al, J. Biochem., 129, 279 (2001).
Met-Leu-pNA(Hydrochloride Salt) l-methionyl-l-leucine p-nitroanilide (M.W. 382.49 • 36.46) C17H26N4O4S • HClY. Wei and D. Pei, Anal. Biochem., 250, 29 (1997).
SML-3622-PI-20 °C
5 mg25 mg
70260
Met-MCA(Tosylate Form) l-Methionine 4-methylcoumaryl-7-amide (M.W. 306.38) C15H18N2O3S Substrate for Aminopeptidase
A MMM-3149-v-20 °C
5 mg vial
45
Phe-MCA(Tosylate Form) l-phenylalanine 4-methylcoumaryl-7-amide (M.W. 322.36) C19H18N2O3 [98516-72-4] Substrate for Aminopeptidase
AA MFM-3148-v-20 °C
5 mg vial
35
Y. Yanigisawa, et al., Biochem. Mol. Med.,59, 161 (1996).
Amyloid A4-Generating Enzyme SubstrateSuc-Ile-Ala-MCA
Succinyl-l-isoleucyl-l-alanine 4-methylcouma-ryl-7-amide (M.W. 459.49) C23H29N3O7 [126103-95-5] Substrate for Amyloid A4-Generating Enzyme
A MIA-3158-v-20 °C
5 mg vial
55
S. Ishiura, T. Tsukahara, T. Tabira, T. Shimizu, K. Arahata, and H. Sugita, FEBS Lett., 260, 131 (1990). S. Ishiura, T. Nishikawa, T. Tsukahara, T. Momoi, H. Ito, K. Suzuki, and H. Sugita, Neurosci. Lett., 115, 329 (1990).
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PRODUCT GRADE CODE QTy PRICE
Z-Val-Lys-Met-MCA(Hydrochloride Form)
A MVM-3156-v-20 °C
5 mg vial
70
Benzyloxycarbonyl-l-valyl-l-lysyl-l-methionine 4-methylcoumaryl-7-amide (M.W. 667.82) C34H45N5O7S [141223-71-4] Substrate for Amyloid A4-Generating Enzyme and ProteasomeS. Ishiura, T. Nishikawa, T. Tsukahara, T. Momoi, H. Ito, K. Suzuki, and H. Sugita, Neurosci. Lett., 115, 329 (1990).
Angiotensin I Converting Enzyme I SubstratesAbz-Gly-Phe(NO2)-Pro-OH
(M.W. 483.48) C23H25N5O7 [67482-93-3]Substrate for ACE (Angiotensin-I Converting Enzyme)
SFQ-3937-PI -20 °C
5 mg25 mg
45160
A. Carmel and A. Yaron, Eur. J. Biochem., 87, 265 (1978).
Bz-Gly-Ala-Pro[Hippuryl-alanyl-proline]
Benzoyl-glycyl-l-alanyl-l-proline (M.W. 347.37) C17H21N3O5 [73167-84-7]
AA SGP-3126-20 °C
0.1 g1 g
50300
Substrate for ACE (Angiotensin I Converting Enzyme)H.S Cheung, F.L. Wang, M.A. Ondetti, E.F. Sabo, and D. W. Cushman, J. Biol. Chem., 255, 401 ( 1980).
Bz-Gly-Gly-Gly[Hippuryl-glycyl-glycine]
Benzoylglycylglycylglycine (M.W. 293.28) C13H15N3O5 [31384-90-4]
AA SGG-3128-20 °C
0.1 g1 g
35160
Substrate for ACE (Angiotensin l Converting Enzyme)H.Y.T. Yang, E.G. Erdos, and Y. Levin, J. Pharmacol. Exp. Ther., 177, 291 (1971). T. Nakajima, G. Oshima, H.S.J. Yeh, R. Igic, and E.G. Erdos, Biochim. Biophys. Acta., 315, 430 (1973). G. Oshima, K. Nagasawa, and J. Kato, J. Biochem. (Tokyo), 80, 477 (1976).
Bz-Gly-His-Leu • H2O[Hippuryl-histidyl-leucine]
Benzoylglycyl-l-histidyl-l-leucine (M.W. 429.47 • 18.02) C21H27N5O5 • H2O [31373-65-6]
AA SGL-3064-20 °C
0.1 g1 g
50300
Substrate for ACE (Angiotensin I Converting Enzyme)D.W. Cushman and H.S. Cheung, Biochem. Pharmacol., 20, 1637 (1971).
Nma-Phe-His-Lys(Dnp) [2-(Methylamino)benzoyl-L-phenylalanyl]-L-histidyl- Nε-(2,4-dinitrophenyl)-L-lysine (M.W. 729.74) C35H39N9O9
SNP-3233-v-20 °C
1 mg vial
86
Fluorescence-Quenching Substrate for Angiotensin I Converting Enzyme and Carboxypeptidase Y
S. Takahashi, H. Ono, T. Gotoh, K. Yoshizawa-Kumagaye, and T. Sugiyama, Biomed. Res., 32, 407 (2011).
Angiotensin I Converting Enzyme II SubstratesAbz-Gly-Phe-Ser-Pro-Tyr(NO2)-OH
(M.W. 733.74) C35H39N7O11Fluorescence-Quenching Substrate for ACE2 (TBC5180)
SFQ-3817-PI-20 °C
1 mg5 mg
45160
Z.-H. Yan, K.-J. Ren, Y. Wang, S. Chen, T.A. Brock, and A. Rege, Anal. Biochem., 312, 141 (2003).
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RS AND SuBSTRATESPRODUCT GRADE CODE QTy PRICE Abz-Ser-Pro-Tyr(NO2)-OH
(M.W. 529.51) C24H27N5O9 Fluorescence-Quenching Substrate for ACE2 (TBC5182)
SFQ-3819-PI-20 °C
1 mg5 mg
45160
Z.-H. Yan, K.-J. Ren, Y. Wang, S. Chen, T.A. Brock, and A. Rege, Anal. Biochem., 312, 141 (2003).
ANP (Rat) Precursor Processing Enzyme SubstrateBoc-Ala-Gly-Pro-Arg-MCA
t-Butyloxycarbonyl-l-alanyl-glycyl-l-prolyl-l-arginine 4-methylcoumaryl-7-amide(M.W. 656.73) C31H44N8O8 [118850-78-5]
A MAR-3144-v-20 °C
5 mvial
70
Substrate for ANP (Rat) Precursor Processing EnzymeT. Imada, R. Takayanagi, and T. Inagami, Biochem. Biophys. Res. Commun., 143, 587 (1987). T. Imada, R. Takayanagi, and T. Inagami, Biol. Chem. Hoppe-Seyler Suppl., 369, 113 (1988).
d-Aspartyl Endopeptidase SubstrateSuc-d-Asp-MCA
Succinyl-d-Aspartic acid a-(4-methylcoumaryl-7-amide) (M.W. 390.34) C18H18N2O8 Selective Substrate for d-Aspartyl Endopeptidase
AA MCA-3222-v-20 °C
5 mvial
80
T. Kinouchi, S. Ishiura, Y. Mabuchi, Y. Urakami-Manaka, H. Nishio, Y. Nishiuchi, M. Tsunemi, K. Takada, M. Watanabe, M. Ikeda, H. Matsui, S. Tomioka, H. Kawahara, T. Hamamoto, K. Suzuki, and Y. Kagawa, Biochem. Biophys. Res. Commun., 314, 730 (2004).
dl-BAPA See Code SRN-3013 Benzoyl-dl-arginine p-Nitroanilide Hydrochloride on page 204.l-BAPA See Code SRN-3057 Benzoyl-l-arginine p-Nitroanilide Hydrochloride on page 182.Biotinyl-Asp-Glu-Val-Asp-H (aldehyde) See Code IBA-3173-v on page 158.
Boc-Glu(OBzl)-Gly-Arg-MCA(Hydrochloride Form)
A MEG-3115-v-20 °C
5 mvial
65
t-Butyloxycarbonyl-[(2S)-2-amino-4-(benzyloxycarbonyl)butanoyl] glycyl-l-arginine 4-methylcoumaryl-7-amide (M.W. 707.77) C35H45N7O9 [73554-94-6]S. Iwanaga, T. Morita, H. Kato, T. Harada, N. Adachi, T. Sugo, I. Maruyama, K. Takada, T. Kimura, and S. Sakakibara, KINlNS-II: Biochemistry, Pathophysiology, and Clinical Aspects, (S. Fujii, H. Moriya, and T. Suzuki, Eds.), Plenum Publishing Co., 1979, p. 147-163.
Bz-Ala-OMeBenzoyl-l-alanine methyl ester (M.W. 207.23) C11H13NO3 [7244-67-9]
AA SAM-3084-20 °C
0.1 g1 g
25
Bz-Gly-Arg[Hippuryl-arginine]
Benzoyl-glycyl-l-arginine (M.W. 335.36) C15H21N5O4 [744-46-7]
AA SGR-3059-20 °C
0.1 g1 g
30125
Bz-Gly-Lys[Hippuryl-lysine]
Benzoylglycyl-l-lysine (M.W. 307.34) C15H21N3O4 [740-63-6]
AA SGK-3047-20 °C
0.1 g1 g
32145
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Calpain SubstratesCalpain is a calcium-activated cysteine protease that participates in membrane remodeling, apoptosis, and signal transduction. Deregulation of calpain activity has been linked with cell death and tissue damage associated with Alzheimer’s Disease, myocardial infarction, stroke, and brain trauma.Current calpain substrates are not optimal, and it has been difficult to determine the best cleavage sequence due to the broad substrate specificity of calpains. However, Cuerrier, et al. was able to employ a unique approach in which they designed and digested a N-terminal acetylated degenerate library to determine substrate specificity at primed positions for µ-calpain.1 Based on these findings, a second partially degenerate library was made to determine specificity at unprimed positions. The resulting FRET substrate, H-Glu(Edans)-Pro-Leu-Phe-Ala-Glu-Arg-Lys(Dabcyl)-OH (SFQ-3914-PI) is more sensitive to hydrolysis in com-parison to other substrates, including the popular SLY-MCA. It should prove more sensitive in measuring µ-calpain activity.1. D. Cuerrier, T. Moldoveanu, P.L. Davies, J. Biol. Chem., 280, 40632 (2005).
Boc-Val-Leu-Lys-MCAt-Butyloxycarbonyl-l-valyl-l-leucyl-l-lysine 4-methylcoumaryl-7-amide (M.W. 615.76) C32H49N5O7 [73554-84-4] Substrate for Plasmin and Calpain
A MVL-3104-v-20 °C
5 mgvial
75
H. Kato, N. Adachi, Y. Ohno, S. Iwanaga, K. Takada, and S. Sakakibara, J. Biochem., 88, 183 (1980). T. Sasaki, T. Kikuchi, N. Yumoto, N. Yoshimura, and T. Murachi, J. Biol. Chem., 259, 12489 (1984).
H-Glu(Edans)-Pro-Leu-Phe-Ala-Glu-Arg-Lys(Dabcyl)-OH
(Acetate Form)(M.W. 1488.74) C72H97N17O16SFRET Substrate for Calpain 1
SFQ-3914-PI -20 °C
1 mg 129
Suc-Ala-Leu-Pro-Phe-pNASuccinyl-l-alanyl-l-leucyl-l-prolyl-l-phenylalanine p-nitroanilide (M.W. 666.72) C33H42N6O9
A SAF-3162-v-20 °C
10 mgvial
130
Substrate for PPlase (Peptidyl-prolyl cis-trans Isomerase)J.L. Kofron, P. Kuzmic, V. Kishore, E. Colon-Bonilla, and D.H. Rich, Biochemistry, 30, 6127 (1991).
Suc-Leu-Leu-Val-Tyr-MCASuccinyl-l-leucyl-l-leucyl-l-valyl-l-tyrosine 4-methylcoumaryl-7-amide (M.W. 763.88) C40H53N5O10 [94367-21-2]
A MLL-3120-v-20 °C
5 mgvial
80
Substrate for Chymotrypsin, Ingensin / Proteasome, and CalpainH. Sawada, H. Yokasawa, M. Hoshi, and S. Ishii, Experientia, 39, 377 (1983). T. Sasaki, T. Kikuchi, N. Yumoto, N. Yoshimura, and T. Murachi, J. Biol. Chem., 259, 12849 (1984). S. Ishiura, M. Sano, K. Kamakura, and H. Sugita, FEBS Lett., 189, 119 (1985). T. Tsukahara, S. Ishiura, and H. Sugita, Eur. J. Biochem., 177, 261, (1988).
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Carboxypeptidase A SubstratesAc-Phe-Thiaphe-OH
N-Acetyl-l-phenylalanyl-l-3-thiaphenylalanineSTP-3621-PI
-20 °C
5 mg25 mg
95395
Dipeptide Mimetic Substrate for Carboxypeptidase A (M.W. 372.45) C19H20N2O4SP. Shamamian, S. Marcus, E. Deutsch, T. Maldonado, A. Liu, J. Stewart, K. Eng, and C. Gilvarg, Presented at the Annual Meeting of the Society for Surgery of the Alimentary Tract, May 1998. K.S. Brown, W.D. Kingsbury, N.M. Hall, G.L. Dunn, and C. Gilvarg, Anal. Biochem., 161, 219 (1987). S.Y. Hwang, W.D. Kingsbury, N.M. Hall, D.R. Jakas, G.L. Dunn, and C. Gilvarg, Anal. Biochem., 154, 552 (1986).
Carnosine Synthase Substrate See Code OAH-3085 β-Ala-His on page 214. Caspase Substrates(Asp-Glu-Val-Asp)2-Rh110(DEVD)2-Rh110
(M.W. 1515.48) C72H78N10O27 Substrate for Caspase 3 and Caspase 7
SDR-3775-PI-20 °C
1 mg 5 mg
27108
P.D. Sanchez-Gonzalez, et al., Toxicol. Lett, 203, 154 (2011).V. Gurtu, et al., Anal. Biochem, 251, 98 (1997).L.M. Martins, et al., J. Biol. Chem., 272, 7421 (1997).J Biol Chem., 275, 288(2000).Biochemistry, 38, 13906(1999).
Ac-Asp-Asn-Leu-Asp-MCA[Ac-DNLD-MCA]
Acetyl-L-aspartyl-L-asparaginyl-L-leucyl-L-aspartic-acid a-(4-methylcoumaryl-7-amide) (M.W. 674.66) C30H38N6O12 Synthetic Product
A MCA-3220-v-20 °C
5 mg vial
90
Selective Substrate for Caspase-3 Designed by in silico Screening SystemA. Yoshimori, R. Takasawa, and S. Tanuma, Bio. Pharm. Bull., 27, 968 (2004). • This compound is produced by Peptide Institute, Inc. under the license of Institute for Theoretical Medicine, Inc.
Ac-Asp-Gln-Thr-Asp-MCA[Ac-DQTD-MCA]
Acetyl-l-aspartyl-l-glutaminyl-l-threonyl-l-aspartic acid a-(4-methylcoumaryl-7-amide) (M.W. 676.63) C29H36N6O13 Substrate for Caspase-7/3
A MCA-3193-v-20 °C
5 mg vial
115
(Deduced from the Cleavage Site of Focal Adhesion Kinase and Gelsolin)L.-P. Wen, et al., Science, 278, 294 (1997).
Ac-Asp-Glu-Val-Asp-MCA[Ac-DEVD-MCA]
Acetyl-l-aspartyl-l-glutamyl-l-valyl-l-aspartic acid a-(4-methylcoumaryl-7-amide) (M.W. 675.64) C30H37N5O13 [169332-61-0] Substrate for Caspase-3/7/8
A SAP-3171-v-20 °C
5 mg vial
90
D.W. Nicholson, et al., Nature, 376, 37 (1995). N.A. Thornberry, et al., J. Biol. Chem., 272, 17907 (1997).
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Ac-Ile-Glu-Thr-Asp-MCA[Ac-IETD-MCA]
A MCA-3195-v-20 °C
5 mg vial
125
Acetyl-l-isoleucyl-l-glutamyl-l-threonyl-l-aspartic acid a-(4-methylcoumaryl-7-amide) (M.W. 675.68) C31H41N5O12 Substrate for Procaspase-3 Cleaving Enzyme (Caspase-8/6 and Granzyme-B) (Deduced from the Cleavage Site of Procaspase-3)N.A. Thornberry, et al., J. Biol. Chem., 272, 17907 (1997).
Ac-Leu-Glu-His-Asp-MCA[Ac-LEHD-MCA]
A MCA-3198-v-20 °C
5 mgvial
125
Acetyl-l-leucyl-l-glutamyl-l-histidyl-l-aspartic acid a- (4-methylcoumaryl-7-amide) (M.W. 711.72) C33H41N7O11 [292633-16-0] Substrate for Caspase-9
N.A. Thornberry, et al., J. Biol. Chem., 272, 17907 (1997).
Ac-Val-Asp-Val-Ala-Asp-MCA[Ac-VDVAD-MCA]
Acetyl-l-valyl-l-aspartyl-l-valyl-l-alanyl-l-aspartic acid a-(4-methylcoumaryl-7-amide) (M.W. 716.74) C33H44N6O12 Substrate for Caspase-2
A MCA-3203-v-20 °C
5 mgvial
125
R.V. Talanian, C. Quinlan, S. Trautz, M.C. Hackett, J.A. Mankovich, D. Banach, T. Ghayur, K.D. Brady, and W.W. Wong, J. Biol. Chem. 272, 9677 (1997).
Ac-Val-Glu-Ile-Asp-MCA[Ac-VEID-MCA]
Acetyl-l-valyl-l-glutamyl-l-isoleucyl-l-aspartic acid a-(4-methylcoumaryl-7-amide) (M.W. 673.71) C32H43N5O11 [219137-97-0] Substrate for Caspase-6
A MVA-3181-v-20 °C
5 mgvial
90
A. Takahashi, P.J. Goldschmidt-Clermont, E.S. Alnemri, T. Fernandes-Alnemri, K. Yoshizawa-Kumagaye, K. Nakajima, M. Sasada, G.G. Poirier, and W.C. Earnshaw, Exp. Cell Res., 231, 123 (1997). A. Takahashi, H. Hirata, S. Yonehara, Y. Imai, K.-K. Lee, R.W. Moyer, P.C. Turner, P.W. Mesner, T. Okazaki, H. Sawai, S. Kishi, K. Yamamoto, M. Okuma, and M. Sasada, Oncogene, 14, 2741 (1997).
Ac-Trp-Glu-His-Asp-MCA[Ac-WEHD-MCA]
Acetyl-l-tryptophyl-l-glutamyl-l-histidyl-l-aspartic acid a-(4-methylcoumaryl-7-amide) (M.W. 784.77) C38H40N8O11 [189275-74-9] Substrate for Caspase-1/
A MCA-3186-v-20 °C
5 mgvial
125
T.A. Rano, T. Timkey, E.P. Peterson, J. Rotonda, D.W. Nicholson, J.W. Becker, K.T. Chapman, and N.A. Thornberry, Chem. Biol., 4, 149 (1997). N.A. Thornberry, T.A. Rano, E.P. Peterson, D.M. Rasper, T. Timkey, M. Garcia-Calvo, V.M. Houtzager, P.A. Nordstrom, S. Roy, J.P. Vaillancourt, K.T. Chapman, and D.W. Nicholson, J. Biol. Chem., 272, 17907 (1997). J. Mikolajczyk, F.L. Scott, S. Krajewski, D.P. Sutherlin, and G.S. Salvesen, Biochemistry, 43, 10560 (2004).
Ac-Tyr-Val-Ala-Asp-MCA[Ac-yVAD-MCA]
A MAy-3161-v-20 °C
5 mg 5 mg
95
Acetyl-l-tyrosyl-l-valyl-l-alanyl-l-aspartic acid a-(4-methylcoumaryl-7-amide) (M.W. 665.69) C33H39N5O10 [149231-65-2] Substrate for Caspase-1N.A. Thornberry, et al., Nature, 356, 768 (1992).
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RS AND SuBSTRATESPRODUCT GRADE CODE QTy PRICE MOCAc-Asp-Glu-Val-Asp-Ala-Pro-Lys(Dnp)-NH2 [MOCAc-DEVDAPK(Dnp)-NH2]
A MOC-3184-v-20 °C
1 mg vial
185
(7-Methoxycoumarin-4-yl) acetyl-l-aspartyl-l-glutamyl-l-valyl-l-aspartyl-l- alanyl-l-prolyl-[Ne-(2,4-dinitrophenyl)-l-lysine] amide (M.W. 1154.1) C50H63N11O21 Fluorescence-Quenching Substrate for Caspase-3 M. Enari, R.V. Talanian, W.W. Wong, and S. Nagata, Nature, 380, 723, (1996).
MOCAc-Tyr-Val-Ala-Asp-Ala-Pro-Lys(Dnp)-NH2 [MOCAc-yVADAPK(Dnp)-NH2]
A MOC-3183-v-20 °C
1 mg vial
185
(7-Methoxycoumarin-4-yl) acetyl-l-tyrosyl-l-valyl-l-alanyl-l-aspartyl-l- alanyl-l-prolyl-Ne-(2,4-dinitrophenyl)-l-lysine amide (M.W. 1144.1) C53H65N11O18 Fluorescence-Quenching Substrate for Caspase-1 M. Enari, R.V. Talanian, W.W. Wong, and S. Nagata, Nature, 380, 723, (1996).
(Z-Asp-Glu-Val-Asp)2-Rh110(Z-DEVD)2-Rh110
(M.W. 1515.48) C72H78N10O27Substrate for caspase 3 and caspase 7
SDR-3727-PI-20 °C
1 mg5 mg
27108
P.D. Sanchez-Gonzalez et al. Toxicol. Lett, 203, 154 (2011).V. Gurtu et al, anal. Biochem, 251, 98 (1997).L.M. Martins et al, J. Biol. Chem. 272, 7421 (1997).
Cathepsin and Thiol Protease SubstratesAbz-Glu-Pro-Phe-Trp-Glu-Asp-Gln-EDDnp[Abz-EPFWEDQ-EDDnp]
(Ammonium Form)
SFR-3231-v-20 °C
1 mg vial
125
2-Aminobenzoyl-l-glutamyl-l-prolyl-l-phenylalanyl-l-tryptophyl-l-glutamyl- l-aspartyl-l-glutamine 2-(2,4-dinitrophenyl)aminoethyl-amide(M.W. 1277.25) C59H68N14O19Fluorescence-Quenching Substrate for Human Neutrophil Cathepsin GS. Attucci, et al., Biochem. J., 366, 965 (2002).B. Korkmaz, et al., Nat. Protoc., 3, 991(2008).
Arg-MCA(Hydrochloride Form)l-arginine 4-methylcoumaryl-7-amide (M.W. 331.37) C16H21N5O3 [65286-27-3]Substrate for Cathepsin H
AA MAR-3113-v -20 °C
5 mg vial
50
Y. Kanaoka, T. Takahashi, H. Nakayama, K. Takada, T. Kimura, and S. Sakakibara, Chem. Pharm. Bull., 25, 3126 (1977).
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Bz-l-Arg-pNA • HCI [l-BAPA]
AA SRN-3057-20 °C
0.1 g5 g
30115
Benzoyl-l-arginine p-nitroanilide monohydrochloride (M.W. 398.42 • 36.46) C19H22N6O4 • HCI [21653-40-7] Substrate for Trypsin-like Proteases and PapainK.A. Walsh, In, Proteolytic Enzymes, Methods in Enzymology, Vol. 19, (G.E. Perlmann and L. Lorand, Eds.), Academic Press, New York, 1970, pp. 41-63. R. Arnon, In, Proteolytic Enzymes, Methods in Enzymology, Vol. 19, (G.E. Perlmann and L. Lorand, Eds.), Academic Press, New York, 1970, pp. 226-244. G.A. Grant, A.Z. Eisen, and R.A. Bradshaw, In, Proteolytic Enzymes Part C, Methods in Enzymology, Vol. 80, (L. Lorand, ed.), Academic Press, New York, 1981, pp. 722-734.
Gly-Gly-Tyr-Arg • AcOH • 2H2OGlycyl-glycyl-l-tyrosyl-l-arginine
A OGG-3119-20 °C
0.1 g1 g
70350
(M.W. 451 • 60.05 • 36.03) C19H29N7O6 • CH3COOH • 2H2O [70195-20-9] Affinity Ligand for Papain M.O. Funk, Y. Nakagawa, J. Skochdopole, and E.T. Kaiser, Int. J. Peptide Protein Res., 13, 296 (1979).
MOCAc-Gly-Lys-Pro-Ile-Leu-Phe-Phe-Arg-Leu-Lys(Dnp)-d-Arg-NH2
A SMO-3200-v-20 °C
1 mgvial
200
(7-Methoxycoumarin-4-yl) acetyl-glycyl-l-lysyl-l-Proyl-l-isoleucyl-l-Leucyl-l-phenylalanyl-l-phenylalanyl-l-arginyl-l-leucyl-[Ne-(2,4-dinitrophenyl)-l-lysyl]-d-arginine amide (M.W. 1756.0) C85H122N22O19 Fluorescence-Quenching Substrate for Cathepsin D/EY. Yasuda, T. Kageyama, A. Akamine, M. Shibata, E. Kominami, Y. Uchiyama, and K. Yamamoto, J. Biochem., 125, 1137 (1999).
MOCAc-Lys-Pro-Leu-Gly-Leu-Dap(Dnp)-Ala-Arg-NH2 See Code SMO-3670-PI on page 173.
MOCAc-Gly-Ser-Pro-Ala-Phe-Leu-Ala-Lys(Dnp)-d-Arg-NH2 [KyS-1]
(Trifluoroacetate Form)
A SMO-3225-v-20 °C
1 mgvial
135
7-Methoxycoumarin-4-yl) acetyl-glycyl-l-seryl-l-prolyl-l-alanyl-l-phenylalanyl-l- leucyl-l-alanyl-[Ne-(2,4-dinitrophenyl)-l-lysyl]-d-arginine amide (M.W. 1327.4) C61H82N16O18 Fluorescence-Quenching Substrate for Cathepsin E K. Yamamoto, Japanese Patent Publication No.2003-246798. • This compound is produced by Peptide Institute, Inc. under the license of Kyushu TLO Co., Ltd.
Pyr-Phe-Leu-pNAl-Pyroglutamyl-l-phenylalanyl-l-leucine-p-nitroanilide (M.W. 509.55) C26H31N5O6 [85901-57-1] Substrate for Thiol Protease
AA SPL-3130-20 °C
0.1 g1 g
55340
l.Y. Filippova, E.N. Lysogorskaya, E.S. Oksenoit, G.N. Rudenskaya, and V.M. Stepanov, Anal. Biochem., 143, 293 (1984).
Z-Arg-Arg-MCA(Hydrochloride Form)
A MRR-3123-v-20 °C
5 mg vial
55
Benzyloxycarbonyl-l-arginyl-l-arginine 4-methylcoumaryl-7-amide (M.W. 621.69) C30H39N9O6 [88937-61-5] Substrate for Cathepsin BA.J. Barrett and H. Kirschke, In, Proteolytic Enzymes Part C, Methods in Enzymology, Vol. 80, (L. Lorand, Ed.), Academic Press, New York, 1981, pp. 535.
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(Hydrochloride Form) AA MCA-3208-v
-20 °C
5 mgvial
65
Benzyloxycarbonylglycyl-l-prolyl-l-arginine 4-methylcoumaryl-7-amide (M.W. 619.67) C31H37N7O7 [201928-42-9] Substrate for Cathepsin K
K. Aibe, H. Yazawa, K. Abe, K. Teramura, M. Kumegawa, H. Kawashima, and K. Honda, Biol. Pharm. Bull., 19, 1026 (1996). F. Bühling, A. Gerber, C. Häckel, S. Krüger, T. Köhnlein, D. Brömme, D. Reinhold, S. Ansorge, and T. Welte, Am. J. Respir. Cell Mol. Biol., 20, 612 (1999).
Z-Glu-TyrBenzyloxycarbonyl-l-glutamyl-l-tyrosine (M.W. 444.43) C22H24N2O8 [988-75-0]
AA SEy-3018-20 °C
0.1 g1 g
2575
Z-Leu-Arg-MCA(Hydrochloride Form)
AA MCA-3210-v-20 °C
5 mgvial
65
Benzyloxycarbonyl-l-leucyl-l-arginine 4-methylcoumaryl-7-amide (M.W. 578.66) C30H38N6O6 Substrate for Cathepsin K/S/VD. Brömme, K. Okamoto, B.B. Wang, and S. Biroc, J. Biol. Chem., 271, 2126 (1996). D. Brömme, Z. Li, M. Barnes, and E. Mehler, Biochemistry, 38, 2377 (1999).
Z-Phe-Arg-MCA(Hydrochloride form)
AA MFR-3095-v-20 °C
5 mgvial
50
Benzyloxycarbonyl-l-phenylalanyl-l-arginine 4-methylcoumaryl-7-amide (M.W. 612.68) C33H36N6O6 [65147-22-0] Substrate for Plasma Kallikrein, Cathespin B/L, and Arg-Gingipain
T. Morita, H. Kato, S. Iwanaga, K. Takada, T. Kimura, and S. Sakakibara, J. Biochem., 82, 1495 (1977). A.J. Barret, J. Biochem, 187, 909 (1980).
Z-Val-Val-Arg-MCA(Hydrochloride Form)
AA MCA-3211-v-20 °C
5 mgvial
75
Benzyloxycarbonyl-l-valyl-l-valyl-l-arginine 4-methylcoumaryl-7-amide (M.W. 663.76) C34H45N7O7 Substrate for Cathepsin S/LD. Brömme, A. Steinert, S. Friebe, S. Fittkau, B. Wiederanders, and H. Kirschke, Biochem. J., 264, 475 (1989). H. Kirschke and B. Wiederanders, In, Proteolytic Enzymes: Serine and Cysteine Peptidases, Methods in Enzymology, Vol. 244, (A.J. Barret, Ed.), Academic Press, New York, 1994, pp. 500-511.
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180 Order Hotline 1-800-777-4779 502-266-8787
PRODUCT GRADE CODE QTy PRICE
Cellular Prion Protein SubstrateCellular prion protein (PrPc) in normal brains is found at the cell membrane where it is cleaved by ADAM10 and TACE between His111 and Met112 to produce a secreted N-terminal (N1) fragment. A recent study developed an original FRETS substrate, Abz-Thr-Asn-Met-Lys-His-Met-Ala-Gly-Ala-Ala-Gln-EDDnp (SFQ-3916-PI), that comprises PrPc amino acid sequence 107-116 and contains the His111-Met112 cleav-age site.1 Hydrolytic cleavage was successfully measured when this new substrate was incubated with brain homogenates and intact cells, and activity was attenuated by TACE and ADAM10 inhibitors. Substrate hydrolysis was also attenuated in cells defi-cient in ADAM10 and TACE while cells overexpressing ADAM10 and TACE exhibited enhanced substrate hydrolysis. However, TACE and ADAM10 only partially inhibited Prpc in these studies. Therefore, this novel substrate should prove helpful in identify-ing additional enzymes involved in normal PrPc metabolism.1. M.A. Cissé, C. Gandreuil, J.-F. Hernandez, J. Martinez, F. Checler, and B. Vincent, Biochem. and Biophys. Res. Commun., 347, 254 (2006).
Abz-Thr-Asn-Met-Lys-His-Met-Ala-Gly-Ala-Ala-Gln-EDDnp
(M.W. 1486.66) C61H91N21O19S2Fluorescence-Quenching Substrate for Cellular Prion Protein (PrPc)
SFQ-3916-PI -20 °C
1 mg5 mg
75285
Chymotrypsin and Chymotrypsin-like Protease SubstratesAc-Phe-OEt
Acetyl-l-phenylalanine ethyl ester (M.W. 235.28) C13H17NO3 [2361-96-8]
AA SFE-3006-20 °C
0.1 g1 g5 g
203060
Ac-Trp-OEtAcetyl-l-tryptophan ethyl ester (M.W. 274.32) C15H18N2O3 [2382-80-1]
AA SWE-30344 °C
0.1 g1 g
2255
Ac-Tyr-NH2Acetyl-l-tyrosine amide (M.W. 222.24) C11H14N2O3 [1948-71-6]
A SyA-3009-20 °C
0.1 g1 g
2540
Ac-Tyr-OEt • H2OAcetyl-l-tyrosine ethyl ester monohydrate
AA SyE-3008-20 °C
0.1 g1 g
2530
(M.W. 251.28 • 18.02) C13H17NO4 • H2O [840-97-1]] Substrate for Chymotrypsin and C1s
P.E. Wilcox, In, Proteolytic Enzymes, Methods in Enzymology, Vol. 19, (G.E. Perlmann and L. Lorand, Eds), Academic Press, New York, 1970, pp. 64-108. R.B. Sim, In, Proteolytic Enzymes Part C, Methods in Enzymology, Vol. 80, (L. Lorand, Ed.), Academic Press, New York, 1981, pp. 26-42.
Bz-Tyr-pNABenzoyl-l-tyrosine p-nitroanilide (M.W. 405.40) C22H19N3O5 [6154-45-6] Substrate for Chymotrypsin
A SyN-3015-20 °C
0.1 g1 g
32205
G.A. Grant, A.Z. Eisen, and R.A. Bradshaw, In, Proteolytic Enzymes Part C, Methods in Enzymology, Vol. 80, (L. Lorand, Ed.), Academic Press, New York, 1981, pp. 722-734.
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RS AND SuBSTRATESPRODUCT GRADE CODE QTy PRICE Bz-Tyr-OEt
Benzoyl-l-tyrosine ethyl ester (M.W. 313.35) C18H19NO4 [3483-82-7] Substrate for Chymotrypsin
AA SyE-3010-20 °C
0.1 g1 g
2030
P.E. Wilcox, In, Proteolytic Enzymes, Methods in Enzymology, Vol. 19, (G.E. Perlmann and L. Lorand, Eds.), Academic Press, New York, 1970, pp. 64-108.
Glt-Ala-Ala-Phe-MCAGlutaryl-l-alanyl-l-alanyl-l-phenylalanine 4-methylcoumaryl-7-amide (M.W. 578.61) C30H34N4O8 Substrate for Chymotrypsin
A MAF-3154-v-20 °C
5 mg vial
70
MeO-Suc-Arg-Pro-Tyr-MCA(Acetate Form) N-Methoxy-succinyl-l-arginyl-l-prolyl-l-tyrosine-4-methylcoumaryl-7-amide (M.W. 668.71) C35H43N7O9 Substrate for Chymotrypsin
SAP-3885-PI-20 °C
5 mg25 mg
95395
B.P. Berdal, O. Olsvik, S. Myhre, and T. Omland, J. Clin. Microb., 16, 452 (1982).
MeO-Suc-Arg-Pro-Tyr-pNAN-Methoxy-succinyl-l-arginyl-l-prolyl-l-tyrosine-p-nitroanilide (M.W. 705.35) C31H40N8O9 Substrate for Chymotrypsin
SAP-3882-PI-20 °C
5 mg25 mg
95395
B.P. Berdal, O. Olsvik, S. Myhre, and T. Omland, J. Clin. Microb., 16, 452 (1982).
Suc-Ala-Ala-Pro-Phe-MCASuccinyl-l-alanyl-l-alanyl-l-prolyl-l-phenylalanine 4-methylcoumaryl-7-amide (M.W. 661.70) C34H39N5O9 [88467-45-2] Substrate for Chymotrypsin
A MAA-3114-v-20 °C
5 mg vial
80
S. Sawada, H. Yokasawa, M. Hoshi and S. Ishii, Experientia, 39, 377 (1983).
Suc-Ala-Leu-Pro-Phe-pNA See Code MLL-3120-v on page 178.
Suc-Arg-Pro-Phe-His-Leu-Leu-Val-Tyr-MCA
A MRP-3110-v-20 °C
1 mg vial
70
Succinyl-l-arginyl-l-prolyl-l-phenylalanyl-l-histidyl-l-leucyl-l- leucyl-l-valyl-l-tyrosine 4-methylcoumaryl-7-amide (M.W. 1301.5) C66H88N14O14 [76524-84-0] Substrate for Renin and Proteinase AK. Murakami, T. Ohsawa, S. Hirose, K. Takada, and S. Sakakibara, Anal. Biochem., 110, 232 (1981). H. Yokosawa, H. Ito, S. Murata, and S. Ishii, Anal. Biochem., 134, 210 (1983).
Suc-lle-Ile-Trp-MCASuccinyl-l-isoleucyl-l-isoleucyl-l-tryptophan 4-methylcoumaryl-7-amide (M.W. 687.78) C37H45N5O8 [133525-12-9]
A MIW-3150-v-20 °C
5 mg vial
80
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182 Order Hotline 1-800-777-4779 502-266-8787
PRODUCT GRADE CODE QTy PRICE
Coagulation Factor SubstratesBoc-Asp(OBzl)-Pro-Arg-MCA
t-Butyloxycarbonyl-[(2S)-2-amino-3-benzyloxy-carbonyl)propionyl]-l-prolyl-l-arginine 4-methylcoumaryl-7-amide (M.W. 733.81) C37H47N7O9 [113866-00-5] Substrate for a-Thrombin
AA MDR-3139-v-20 °C
5 mgvial
65
S. Kawabata, T. Miura, T. Morita, H. Kato, K. Fujikawa, S. Iwanaga, K. Takada, T. Kimura, and S. Sakakibara, Eur. J. Biochem., 172, 17 (1988).
Boc-Gln-Gly-Arg-MCAt-Butyloxycarbonyl-l-glutaminyl-glycyl-l-arginine 4-methylcoumaryl-7-amide (M.W. 616.67) C28H40N8O8 Substrate for Factor Xlla
A MQR-3136-v-20 °C
5 mgvial
65
S. Kawabata, T. Miura, T. Morita, H. Kato, K. Fujikawa, S. Iwanaga, K. Takada, T. Kimura, and S. Sakakibara, Eur. J. Biochem., 172, 17 (1988).
Boc-Glu(OBzl)-Ala-Arg-MCA AA MER-3134-v-20 °C
5 mgvial
65t-Butyloxycarbonyl-[(2S)-2-amino-4-(benzyloxycarbonyl)butanoyl]-l-alanyl-l-arginine4-methylcoumaryl-7-amide(M.W. 721.80) C36H47N7O9 [113866-16-3] Substrate for Factor XIaS. Kawabata, T. Miura, T. Morita, H. Kato, K. Fujikawa, S. Iwanaga, K. Takada, T. Kimura, and S. Sakakibara, Eur. J. Biochem., 172, 17 (1988).
Boc-lle-Glu-Gly-Arg-MCAt-Butyloxycarbonyl-l-isoleucyl-l-glutamylglycyl-l-arginine 4-methylcoumaryl-7-amide (M.W. 730.81) C34H50N8O10 [65147-06-0] Substrate for Factor Xa
A MlE-3094-v-20 °C
5 mgvial
70
T. Morita, H. Kato, S. Iwanaga, K. Takada, T. Kimura, and S. Sakakibara, J. Biochem., 82, 1495 (1977).
Boc-Leu-Ser-Thr-Arg-MCAt-Butyloxycarbonyl-l-leucyl-l-seryl-l-threonyl-l-arginine 4-methylcoumaryl-7-amide (M.W. 732.82) C34H52N8O10 [73554-93-5] Substrate for Activated Protein C
A MLS-3112-v-20 °C
5 mgvial
75
Y. Ohno, H. Kato, T. Morita, S. Iwanaga, K. Takada, S. Sakakibara, and J. Stenflo, J. Biochem., 90, 1387 (1981).
Boc-Leu-Ser-Thr-Arg-pNA • AcOH • H2O
A SLR-3125-20 °C
25 mg100 mg
255690
t-Butyloxycarbonyl-l-leucyl-l-Seryl-l-threonyl-l-arginine p-nitroanilide (M.W. 695.76 • 60.05 • 18.02) C30H49N9O10 • CH3COOH • H2O Substrate for Activated Protein C
Boc-Leu-Thr-Arg-MCAt-Butyloxycarbonyl-l-leucyl-l-threonyl-l-arginine 4-methylcoumaryl-7-amide (M.W. 645.75) C31H47N7O8Substrate for Factor VIIa-Tf
A MLT-3106-v-20 °C
5 mgvial
65
Y. Shigematsu, T. Miyata, S. Higashi, T. Miki, J.E. Sadler, and S. Iwanaga, J. Biol. Chem., 267, 21329 (1992).
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RS AND SuBSTRATESPRODUCT GRADE CODE QTy PRICE Boc-Val-Pro-Arg-MCA
t-Butyloxycarbonyl-l-valyl-l-prolyl-l-arginine 4-methylcoumaryl-7-amide (M.W. 627.73) C31H45N7O7 [65147-04-8] Substrate for a-Thrombin
AA MVP-3093-v-20 °C
5 mgvial
65
T. Morita, H. Kato, S. Iwanaga, K. Takada, T. Kimura, and S. Sakakibara, J. Biochem., 82, 1495 (1977). S. Kawabata, T. Morita, S. Iwanaga, and H. Igarashi, J. Biochem., 97, 1073 (1985).
Z-Pyr-Gly-Arg-MCA(Hydrochloride Form)
A MPR-3138-v-20 °C
5 mgvial
70
Benzyloxycarbonyl-l-pyroglutamyl-glycyl-l-arginine 4-methylcoumaryl-7-amide (M.W. 633.65) C31H35N7O8 Substrate for Factor Xa
S. Kawabata, T. Miura, T. Morita, H. Kato, K. Fujikawa, S. Iwanaga, K. Takada, T. Kimura, and S. Sakakibara, Eur. J. Biochem., 172, 17 (1988).
Collagenase / MMP / Stromelysin SubstratesAlso see Code SDP-3818-PI Abz-Leu-Ala-Gln-Ala-Val-Arg-Ser-Ser-Ser-Arg-Dap(Dnp)-NH2 on page 173 and Code SMO-3226-v MOCAc-Lys-Pro-Leu-Gly-Leu-A2pr(Dnp)-Ala-Arg-NH2 on page 173.
Dnp-Gln-Gly-Ile-Ala-Gly-Gln-d-Arg2,4-dinitrophenyl-l-glutaminyl-glycyl-l-isoleucyl-l-alanyl-glycyl-l-glutaminyl-d-arginine (M.W. 894.89 ) C35H54N14O14
B SDQ-3088-v-20 °C
2.5 mgvial
105
Reference Substrate for Collagenase Assay with code SDP-3087-vY. Masui, T. Takemoto, S. Sakakibara, H. Hori, and Y. Nagai, Biochem. Med., 17, 215 (1977).
Dnp-Gly-Pro-Leu-Gly-Met-Arg-Gly-Leu-NH2(Trifluoroacetate Form) 2,4-dinitrophenyl-glycyl-l-prolyl-l-leucyl-glycyl-l-methionyl-l-arginyl-glycyl-leucine amide (M.W. 965.11) C40H64N14O12S Substrate for Collagenase 3 / MMP-13
SDP-3816-PI-20 °C
1 mg5 mg
45175
S.J. Deng, D.M. Bickett, J.L. Mitchell, M.H. Lambert, R.K. Blackburn, H.L. Carter, III, J. Neugebauer, G. Pahel, M.P. Weiner, M.L. Moss, J. Biol. Chem., 275, 31422-31427 (2000).
Dnp-Pro-Cha-Gly-Cys(Me)-His-Ala- Lys(NMa)-NH2
2,4-dinitrophenyl-l-prolyl-l-cyclohexylalanyl-glycyl-S-methyl-l-cysteinyl-l-histidyl-l-alanyl-Ne-methylanthranoyl-l-lysine amide (M.W. 1077.24) C49H68N14O12S Substrate for Collagenase
SDP-3815-PI-20 °C
2.5 mg5 mg
165275
J. Berman, M. Green, E. Sugg, R. Anderegg, D.S. Millington, D.L. Norwood, J. McGeehan and J. Wiseman, J. Biol. Chem., 267, 1434 (1992).
Dnp-Pro-Gln-Gly2,4-dinitrophenyl-l-prolyl-l-glutaminyl-glycine (M.W. 466.40) C18H22N6O9 [65080-33-3]
AA SDP-3089-20 °C
0.1 g1 g
85495
Reference Compound to Measure Collagenase Activity with SDP-3087-v
Dnp-Pro-Leu-Gly2,4-dinitrophenyl-l-prolyl-l-leucylglycine (M.W. 451.43) C19H25N5O8
AA SDP-3082-20 °C
0.1 g1 g
60360
Reference Compound to Measure Collagenase Activity with SDP-3073-v
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Dnp-Pro-Leu-Gly-Leu-Trp-Ala-d-Arg-NH22,4-dinitrophenyl-l-prolyl-l-leucylglycyl-l-leucyl-l-tryptophyl-l-alanyl-d-arginine amide (M.W. 977.10) C45H64N14O11 Substrate for Collagenase/Gelatinase
SDP-3820-PI-20 °C
2.5 mg5 mg
95175
M.S. Stack and R.D. Gray, J. Biol. Chem., 264, 4277 (1989). K. Darlak, R.B. Miller, M.S. Stack, A.F. Spatola, and R.D. Gray, J. Biol. Chem., 265, 5199 (1990).
Dnp-Pro-Gln-Gly-Ile-Ala-Gly-Gln-d-Arg
2,4-dinitrophenyl-l-prolyl-l-glutaminylglycyl-l-lsoleucyl-l-alanyl-glycyl-l-glutaminyl-d-arginine (M.W. 992.00) C40H61N15O15 [63014-08-4] Substrate for Animal Collagenase
B SDP-3087-v-20 °C
2.5 mg via
110
Y. Masui, T. Takemoto, S. Sakakibara, H. Hori, and Y. Nagai, Biochem. Med., 17, 215 (1977).
Dnp-Pro-Leu-Gly-Ile-Ala-Gly-Arg-NH2
2,4-dinitrophenyl-l-prolyl-l-leucylglycyl-l-isoleucyl-l-alanyl-glycyl-l-arginine amide (M.W. 847.92) C36H57N13O11 Substrate for Animal Collagenase
A SDP-3073-v-20 °C
2.5 mg vial
99
Y. Masui, T. Takemoto, S. Sakakibara, H. Hori, and Y. Nagai, Biochem. Med., 17, 215 (1977).
MOCAc-Lys-Pro-Leu-Gly-Leu-Dap(Dnp)-Ala-Arg-NH2 See Code SMO-3670-PI on page 173.MOCAc-Lys-Pro-Leu-Gly-Leu-A2pr(Dnp)-Ala-Arg-NH2 See Code SMO-3226-v on page 173.
MOCAc-Pro-Cha-Gly-Nva-His-Ala-Dap(Dnp)-NH2.
SMO-3682-PI-20 °C
1 mg 65
(7-Methoxycoumarin-4-yl)acetyl-l-prolyl-l-cyclohexylalanyl-glycyl-l-norvalyl- l-histidinyl-l-alanyl-Nb-(2,4-dinitrophenyl)-l-2,3-diaminopropionic amide (M.W. 1100.16) C51H65N13O15 Fluorescence-Quenching Substrate for MMP 13J.L. Lauer-Fields, T. Broder, T. Sritharan, L. Chung, H. Nagase, and G.B. Fields, Biochemistry, 40, 5795 (2001)
MOCAc-Pro-Leu-Gly-Leu-A2pr(Dnp)-Ala-Arg-NH2
A MOC-3163-v-20 °C
1 mgvial
75
(7-Methoxycoumarin-4-yl) acetyl-l-prolyl-l-leucyl-glycyl-l-leucyl-[Nb- (2,4-dinitrophenyl)-l-2,3-diaminopropionyl]-l-alanyl-l-arginine amide (M.W. 1093.1) C49H68N14O15 [140430-53-1] Fluorescence-Quenching Substrate for Matrix MetalloproteinasesC.G. Knight, F. Willenbrock, and G. Murphy, FEBS Lett., 296, 263 (1992).
MOCAc-Arg-Pro-Lys-Pro-Val-Glu-Nva-Trp-Arg-Lys(Dnp)-NH2 [NFF-3]
B SMO-3168-v-20 °C
1 mgvial
125
(7-Methoxycoumarin-4-yl) acetyl-l-arginyl-l-prolyl-l-lysyl-l-prolyl-l-valyl-l-glutamyl-l- norvalyl-l-tryptophyl-l-arginyl-[Ne-(2,4-dinitrophenyl)-l-lysine] amide (M.W. 1675.8) C78H110N22O20 [158584-09-9] Fluorescence-Quenching Substrate for Matrix Metalloproteinase-3 (Stromelysin 1)H. Nagase, C.G. Fields, and G.B. Fields, J. Biol. Chem., 269, 20952 (1994). • This product is sold under license with the University of Minnesota.
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RS AND SuBSTRATESPRODUCT GRADE CODE QTy PRICE MOCAc-Arg-Pro-Lys-Pro-Tyr-Ala-Nva-Trp-Met-Lys(Dnp)-NH2 [NFF-2]
B SMO-3167-v-20 °C
1 mgvial
125
(7-Methoxycoumarin-4-yl) acetyl-l-arginyl-l-prolyl-l-lysyl-l-prolyl-l-tyrosyl-l-alanyl-l-norvalyl-l- tryptophyl-l-methionyl-[Ne-(2,4-dinitrophenyl)-l-lysine] amide (M.W. 1656.9) C79H105N19O19S [158584-08-8] Fluorescence-Quenching Substrate for Matrix MetalloproteinasesH. Nagase, C.G. Fields, and G.B. Fields, J. Biol. Chem., 269, 20952 (1994). • This product is sold under license with the University of Minnesota.
Suc-Gly-Pro-Leu-Gly-Pro-MCASuccinyl-glycyl-l-prolyl-l-leucyl-glycyl-l-proline 4-methylcoumaryl-7-amide (M.W. 696.75) C34H44N6O10 [72698-36-3] Substrate for Collagenase-like Peptidase
A MGP-3108-v-20 °C
5 mgvial
75
K. Kojima, H. Kinoshita, T. Kato, T. Nagatsu, K. Takada, and S. Sakakibara, Anal. Biochem., 100, 43 (1979).
Z-Gly-Pro-Leu-Gly-Pro • H2O • AcOEtBenzyloxycarbonylglycyl-l-prolyl-l-leucyl-glycyl-l-proline • monohydrate mono (ethyl acetate)
AA SGP-3029-20 °C
0.1 g1 g
90625
(M.W. 573.64 • 18.02 • 88.11) C28H39N5O8 • H2O • CH3COOC2H5 [2646-61-9] Crystalline: Substrate for Bacterial CollagenaseY. Nagai, S. Sakakibara, H. Noda, and S. Akabori, Biochim. Biophys. Acta., 37, 567 (1960).
Z-Phe-Tyr-LeuBenzyloxycarbonyl-l-phenylalanyl-l-tyrosyl-l-leucine (M.W. 575.65) C32H37N3O7 Substrate for Metalloproteinase
AA SFL-3131-20 °C
0.1 g1 g
40160
Deformylase Substrates4-Methoxyphenylazoformyl-Phe [AAFP]
(Potassium Form) N-(4-Methoxyphenylazoformyl)-l-phenylalanine (M.W. 327.33) C17H17N3O4 [396717-86-5] Substrate for Carboxypeptidase A
B SAA-3197-v-20 °C
5 mgvial
40
W.L. Mock, Y. Liu, and D.J. Stanford, Anal. Biochem., 239, 218 (1996).
For-Met-Leu-pNAN-Formyl-l-methionyl-l-leucine p-nitroanilide (M.W. 410.50) C18H26N4O5SY. Wei and D. Pei, Anal. Biochem., 250, 29 (1997).
SFM-3624-PI-20 °C
5 mg25 mg
80295
Dengue Fever Virus Protein SubstratesAbz-Lys-Lys-Gln-Arg-Ala-Gly-Val-Leu-Tyr(NO2)-NH2
Abz-KKQRAGVLY(NO2)-NH2(M.W. 1225.43) C55H88N18O14
SFQ-3958-PI -20 °C
1 mg5 mg
45195
Substrate for for Dengue Virus Non-Structural Protein 3 (NS3) Serine ProteaseP. Niyomrattanakit, S. Yahorava, I. Mutule, F. Muturlis, R. Petrovska, P. Prusis, G. Katzenmeier, and J.E.S. Wikberg, Biochem. J., 397, 203-211 (2006).
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PRODUCT GRADE CODE QTy PRICE
Benzoyl-Nle-Lys-Arg-Arg-MCA (M.W.. 833.01) C41H60N12O7Dengue Fever Virus Protein Substrate
MCA-3923-PI -20 °C
5 mg 95
J. Li, et al., J. Biol. Chem., 280, 28766 (2005).
Dengue Virus Non-Structural Protein 3 (NS3) Serine Protease SubstrateAbz-Arg-Arg-Arg-Arg-Ser-Ala-Gly-Tyr(NO2)-NH2
(M.W. 1184.30) C48H77N23O13Substrate for NS3 Serine Protease
SFQ-3957-PI -20 °C
1 mg5 mg
45195
Dipeptidyl-Amino Peptidase SubstratesGly-Pro-MCA
(Tosylate Form)AA MGP-3090-v
-20 °C
5 mgvial
40
Glycyl-l-proline 4-methylcoumaryl-7-amide (M.W. 329.35) C17H19N3O4 [67341-42-8] Substrate for X-prolyl Dipeptidyl-Aminopeptidase
T. Kato, T. Nagatsu, T. Kimura, and S. Sakakibara, Biochem. Med., 19, 351 (1978).
Gly-Pro-pNA • Tos [GPNT]
Glycyl-l-proline p-nitroanilide monotosylate
AA SGP-3074-v-20 °C
10 mg vial
32
(M.W. 292.29 • 172.20) C13H16N4O4 • C7H8O3S [65096-46-0] Substrate for X-prolyl Dipeptidyl-Aminopeptidase
T. Nagatsu, et al., Anal. Biochem., 74, 466 (1976). K. Fujita, M. Hirano, J. Ochiai, M.M. Funabashi, I. Nagatsu, T. Nagatsu and S. Sakakibara, Clin. Chim. Acta, 88, 15 (1978).
Lys-Ala-MCA(Tartarate Form) l-Lysyl-l-alanine 4-methylcoumaryl-7-amide (M.W. 374.43) C19H26N4O4 Substrate for Dipeptidyl-Aminopeptidase II
A MKA-3124-v-20 °C
5 mgvial
50
D. Mantle, M.F. Hardy, B. Lauffart, J.R. McDermott, A.I. Smith, and R.J.T. Pennington, Biochem. J., 211, 567 (1983).
Elastase SubstratesAbz-Ala-Pro-Glu-Glu-Ile-Met-Arg-Arg-Gln-EDDnp
[Abz-APEEIMRRQ-EDDnp](Trifluoroacetate Form)
SNE-3230-v-20 °C
1 mgvial
110
2-Aminobenzoyl-l-alanyl-l-prolyl-l-glutamyl-l-glutamyl-l-isoleucyl-l-methionyl-l-arginyl-l-arginyl-l-glutamine 2-(2,4-dinitrophenyl)aminoethylamide(M.W. 1456.59) C61H93N21O19SFluorescence-Quenching Substrate for Human Neutrophil ElastaseB. Korkmaz, S. Attucci, T. Moreau, E. Godat, L. Juliano, and F. Gauthier, Am. J. Respir. Cell Mol. Biol., 30, 801 (2004).B. Korkmaz, S. Attucci, M.A. Juliano, T. Kalupov, M.-L. Jourdan, L. Juliano, and F. Gauthier, Nat. Protoc., 3, 991 (2008).
Glt-Ala-Ala-Pro-Leu-pNA • H2OGlutaryl-l-alanyl-l-alanyl-l-prolyl-l-leucine-p-nitroanilide (M.W. 604.65 • 18.02) C28H40N6O9 • H2O Substrate for Pancreatic Elastase
AA SGL-3129-20 °C
0.1 g1 g
90625
E.G. Del Mar, C. Largman, J.W. Brodrick, M. Fassett, and M.C. Geokas, Biochemistry, 19, 468 (1980).
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ENZYME INHIBITO
RS AND SuBSTRATESPRODUCT GRADE CODE QTy PRICE Pyr-Pro-Val-pNA
l-Pyroglutamyl-l-prolyl-l-valine p-nitroanilide (M.W. 445.47) C21H27N5O6 [83329-36-3]
SAP-3228-v-20 °C
5 mg vial
75
Selective Substrate for Human Granulocyte Elastase J.A. Kramps, Ch. van Twisk and A.C. van der Linden, Scand. J. Clin. Lab. Investig., 43, 427 (1983).L. Persson, J. Bergström, H. Ito, and A. Gustafsson, J. Periodontol., 72, 90 (2001).I. Groth and S. Alban, Planta Med., 74, 852 (2008).
Suc-Ala-Ala-Ala-MCASuccinyl-l-alanyl-l-alanyl-l-alanine 4-methyl-coumaryl-7-amide (M.W. 488.49) C23H28N4O8 [73617-90-0] Substrate for Elastase
AA MAA-3133-v-20 °C
5 mg vial
75
R.A. Mumford, et. al., J. Biol. Chem., 255, 2227 (1980).
Suc-Ala-Ala-Ala-pNA [STANA]
Succinyl-l-alanyl-l-alanyl-l-alanine p-nitroan-ilide (M.W. 451.43) C19H25N5O8 [52299-14-6]
AA SAA-3071-v-20 °C
5 mg vial
25
Suc-Ala-Ala-Ala-pNA (Bulk) [STANA]
Succinyl-l-alanyl-l-alanyl-l-alanine-p-Nitroanilide (M.W. 451.43) C19H25N5O8 [52299-14-6] Substrate for Elastase
AA SAA-3071-20 °C
0.1 g1 g
50300
J. Bieth, B. Spiess, and C.G. Wermuth, Biochem. Med., 11, 350 (1974).
Suc(OMe)-Ala-Ala-Pro-Val-MCAN-Methoxysuccinyl-l-alanyl-l alanyl-l-prolyl-l-valine 4-methylcoumaryl-7-amide (M.W. 627.69) C31H41N5O9 [72252-90-5]
AA MAV-3153-v-20 °C
5 mg vial
80
Substrate for Human Leukocyte / Porcine Pancreatic ElastaseM.J. Castrillo, K. Nakajima, M. Zimmerman, and J.C. Powers, Anal. Biochem., 99, 53 (1979).
Suc-Ala-Ala-Pro-Abu-pNA(M.W. 562.58) C25H34N6O9 Substrate for Pancreatic Elastase
SAP-3667-PI-20 °C
5 mg25 mg
49195
C.L. Largman, Biochemistry, 22, 3763 (1983). E.G. Del Mar, C. Largman, J.W. Brodick, M. Fassett, and M.C. Geokas, Biochemistry, 19, 468 (1980).
Suc-Ala-Ala-Pro-Gly-pNA(M.W. 534.53) C23H30N6O9 Substrate for Pancreatic Elastase
SAP-3666-PI-20 °C
5 mg25 mg
49195
C.L. Largman, Biochemistry, 22, 3763 (1983). E.G. Del Mar, C. Largman, J.W. Brodick, M. Fassett, and M.C. Geokas, Biochemistry, 19, 468 (1980).
Suc-Ala-Ala-Pro-Trp-pNA (M.W. 663.69) C32H37N7O9 Substrate for Pancreatic Elastase
SAP-3668-PI-20 °C
5 mg25 mg
49195
C.L. Largman, Biochemistry, 22, 3763 (1983). E.G. Del Mar, C. Largman, J.W. Brodick, M. Fassett, and M.C. Geokas, Biochemistry, 19, 468 (1980).
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PRODUCT GRADE CODE QTy PRICE
Suc-Ala-Pro-Ala-MCASuccinyl-l-alanyl-l-prolyl-l-alanine 4-methyl-coumaryl-7-amide (M.W. 514.53) C25H30N4O8 [88467-44-1] Substrate for Elastase
A MAP-3100-v-20 °C
5 mg vial
80
G. Oshima, K. Akashi, and M. Yamada, Arch. Biochem. Biophys, 233, 212 (1984).
Suc-Ala-Pro-Ala-pNASuccinyl-l-alanyl-l-prolyl-l-alanine p-nitroanilide (M.W. 477.47) C21H27N5O8 Substrate for Elastase
AA SAP-3118-20 °C
0.1 g1 g
55340
Furin and Carboxyl Side of Paired Basic Residue Cleaving Enzyme SubstratesBoc-Gln-Arg-Arg-MCA
t-Butyloxycarbonyl-l-glutaminyl-l-arginyl-l-arginine 4-methylcoumaryl-7-amide (M.W. 715.80) C32H49N11O8 [109376-05-8]
A MQR-3122-v-20 °C
5 mg vial
70
Substrate for Carboxyl Side of Paired Basic Residue Cleaving EnzymeK. Mizuno, T. Nakamura, K. Takada, S. Sakakibara, and H. Matsuo, Biochem. Biophys. Res. Commun., 144, 807 (1987).
Pyr-Arg-Thr-Lys-Arg-MCAl-Pyroglutamyl-l-arginyl-l-threonyl-l-lysyl- l-arginine 4-methylcoumaryl-7-amide (M.W. 827.93) C37H57N13O9 [155575-02-3] Substrate for Furin
A MPR-3159-v-20 °C
5 mg vial
85
K. Hatsuzawa, M. Nagahama, S. Takahashi, K. Takada, K. Murakami, and K. Nakayama, J. Biol. Chem., 267, 16094 (1992).
Boc-Arg-Val-Arg-Arg-MCA A MRR-3155-v-20 °C
5 mg vial
85t-Butyloxycarbonyl-l-arginyl-l-valyl-l-arginyl-l-arginine 4-methylcoumaryl-7-amide (M.W. 842.99) C38H62N14O8 Substrate for FurinK. Hatsuzawa, K. Murakami, and K. Nakayama, J. Biochem., 111, 296 (1992). K. Hatsuzawa, M. Nagahara, S. Takahashi, K. Takada, K. Murakami, and K. Nakayama, J. Biol. Chem., 267, 16094, (1992).
Boc-Gly-Arg-Arg-MCAt-Butyloxycarbonyl-glycyl-l-arginyl-l-arginine 4-methylcoumaryl-7-amide (M.W. 644.72) C29H44N10O7 [113866-14-1]
A MGR-3142-v-20 °C
5 mg vial
70
Substrate for Carboxyl Side of Paired Basic Residue Cleaving EnzymeK. Mizuno, T. Nakamura, K. Takada, S. Sakakibara, and H. Matsuo, Biochem. Biophys. Res Commun., 144, 807 (1987).
Boc-Gly-Lys-Arg-MCAt-Butyloxycarbonyl-glycyl-l-lysyl-l-arginine 4-methylcoumaryl-7-amide (M.W. 616.71) C29H44N8O7 [109358-48-7]
A MGK-3143-v-20 °C
5 mg vial
70
Substrate for Carboxyl Side of Paired Basic Residue Cleaving EnzymeK. Mizuno, T. Nakamura, K. Takada, S. Sakakibara, and H. Matsuo, Biochem. Biophys. Res. Commun., 144, 807 (1987).
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RS AND SuBSTRATESPRODUCT GRADE CODE QTy PRICE Boc-Leu-Arg-Arg-MCA
t-Butyloxycarbonyl-l-leucyl-l-arginyl-l-arginine 4-methylcoumaryl-7-amide (M.W. 700.83) C33H52N10O7
A MLR-3140-v-20 °C
5 mg vial
70
Substrate for Carboxyl Side of Paired Basic Residue Cleaving Enzyme and ProteasomeK. Mizuno, T. Nakamura, K. Takada, S. Sakakibara, and H. Matsuo, Biochem. Biophys. Res. Commun., 144, 807 (1987). M. Aki, N. Shimbara, M. Takashina, K. Akiyama, S. Kagawa, T. Tamura, N. Tanahashi, T. Yoshimura, K. Tanaka, and A. Ichihara, J. Biochem., 115, 257 (1994).
Boc-Leu-Lys-Arg-MCAt-Butyloxycarbonyl-l-leucyl-l-lysyl-l-arginine 4-methylcoumaryl-7-amide (M.W. 672.82) C33H52N8O7 [109358-47-6]
A MLK-3141-v-20 °C
5 mg vial
70
Substrate for Carboxyl Side of Paired Basic Residue Cleaving EnzymeK. Mizuno, T. Nakamura, K. Takada, S. Sakakibara, and H. Matsuo, Biochem. Biophys. Res. Commun., 144, 807 (1987).
GDP-l-Fuc Substrates See Code SGS-23004-s on page 228.
Gingipain SubstratesBoc-Phe-Ser-Arg-MCA
t-Butyloxycarbonyl-l-phenylalanyl-l-seryl-l-arginine 4-methylcoumaryl-7-amide (M.W. 665.74) C33H43N7O8 [73554-90-2]
AA MFS-3107-v-20 °C
5 mg vial
65
Substrate for Trypsin, Tryptase, 73K Protease, and Arg-GingipainS. Iwanaga, T. Morita, H. Kato, T. Harada, N. Adachi, T. Sugo, I. Maruyama, K. Takada, T. Kimura and S. Sakakibara, KININS-II: Biochemistry, Pathophysiology, and Clinical Aspects, (S. Fujii, H. Moriya and T. Suzuki, eds.), Plenum Publishing Co., 1979. pp. 147-163. M. Muramatsu, T. Itoh, M. Takei, and K. Endo, Biol. Chem. Hoppe-Seyler, 369, 617, (1988). A. Molla, T. Yamamoto, and H. Maeda, J. Biochem., 104, 616 (1988).
Z-His-Glu-Lys-MCA(Hydrochloride Form)
AA MCA-3215-v-20 °C
5 mg vial
80
Benzyloxycarbonyl-L-histidyl-L-glutamyl-L-lysine 4-methylcoumaryl-7-amide (M.W. 703.74) C35H41N7O9 Substrate for Lys-GingipainN. Abe, A. Baba, T. Kadowaki, K. Okamoto, S. Okazaki, T. Asao, and K. Yamamoto, J. Biochem., 128, 877 (2000).
Z-Phe-Arg-MCA See Code MFR-3095-v on page 183.
Glu-Glul-glutamyl-l-glutamic acid (M.W. 276.24) C10H16N2O7 [3929-61-1]
A OEE-3080-20 °C
0.1 g1 g
40200
Glu-pNA • H2Ol-Glutamic acid a-p-nitroanilide (M.W. 267.24 • 18.02) C11H13N3O5 • H2O
A SEN-3067-20 °C
0.1 g1 g
3090
Glu(Cys-Gly) [Glutathione; GSH]
g-l-glutamyl-l-cysteinylglycine (M.W. 307.32) C10H17N3O6S [70-18-8]
B OEG-3050-20 °C
1 g5 g
25 g
223570
Glutathione See Code OEG-3050 Glu(Cys-Gly) above.
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PRODUCT GRADE CODE QTy PRICE
Gly-GlyGlycylglycine (M.W. 132.12) C4H8N2O3 [556-50-3]
AA OGG-3028-20 °C
5 g25 g
100 g
253570
Gly-Gly-GlyGlycylglycylglycine (M.W. 189.17) C6H11N3O4 [556-33-2]
AA OGG-3061-20 °C
1 g5 g
25 g
3080
315
Gly-Gly-HisGlycylglycyl-l-histidine (M.W. 269.26) C10H15N5O4 [93404-95-6] Cu-Binding Peptide
A OGH-3076-20 °C
0.1 g1 g
50350
S. Lau, T.P.A. Kruch, and B. Sarkar, J. Biol. Chem., 249, 5878 (1974).
Gly-LeuGlycyl-l-leucine (M.W. 188.22) C8H16N2O3 [869-19-2]
AA OGL-3022-20 °C
0.1 g1 g5 g
2540
105
Gly-PheGlycyl-l-phenylalanine (M.W. 222.24) C11H14N2O3 [3321-03-7]
AA OGF-3053-20 °C
0.1 g1 g
2240
Gly-Phe-NH2 • AcOHGlycyl-l-phenylalanine amide (M.W. 221.26 • 60.05) C11H15N3O2 • CH3COOH [13467-26-0]
AA OGF-3023-20 °C
0.1 g1 g
3080
Gly-ProGlycyl-l-proline (M.W. 172.18) C7H12N2O3 [704-15-4]
AA OGP-3052-20 °C
0.1 g1 g
3060
GPNT See Code SGP-3074-v Glycyl-l-proline p-Nitroanilide • Tosylate on page 190.
γ-Glutamyl Trans-peptidase SubstrateGlu(pNA) • H2O
l-Glutamic acid g-p-nitroanilide (M.W. 267.24 • 18.02) C11H13N3O5 • H2O [122864-94-2] Substrate for g-Glutamyl Transpeptidase
A SEN-3066-20 °C
0.1 g1 g5 g
2555
205
Glycogen Synthase Kinase 3B Substrates[Ala353,357]-Presenilin 1 (349-361)
H-Gly-Pro-His-Arg-Ala-Thr-Pro-Glu-Ala-Arg-Ala-Ala-Val-OH (M.W. 1332.50) C56H93N21O17
SPR-3630-PI-20 °C
1 mg 59
Negative Control of Glycogen Synthase Kinase-3b SubstrateF. Kirschenbaum, S.-C. Hsu, B. Cordell, and J.V. McCarthy, J. Biol. Chem., 276, 7366-7375 (2000).
Presenilin 1 (349-361)H-Gly-Pro-His-Arg-Ser-Thr-Pro-Glu-Ser-Arg-Ala-Ala-Val-OH (M.W. 1364.49) C56H93N21O19
SPR-3629-PI-20 °C
1 mg 59
Glycogen Synthase Kinase-3b Substrate (GSK-3b Substrate)F. Kirschenbaum, S.-C. Hsu, B. Cordell, and J.V. McCarthy, J. Biol. Chem., 276, 7366-7375 (2000).
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Hepatitis C Protease SubstrateAc-Asp-Glu-Asp(Edans)-Glu-Glu-Abu-l-Lactoyl-Ser-Lys(Dabcyl)-NH2
(M.W. 1548.62) C68H89N15O25S [188530-20-3]FRET Substrate for Hepatitis C proteaseC. Lin, et al., J. Biol. Chem., 10, 1074 (2004).N. Kakiuchi, et al., J. Virol. Methods, 80, 77 (1999).Y. Liu, et al., Anal. Biochem., 267, 331 (1999).M. Taliani, et al., Anal. Biochem., 240, 60 (1996).
SFQ-3730-PI-20 °C
1 mg5 mg
4121648
Hepatocyte Growth Factor-Activator (HGF-A) SubstrateAc-Lys-Thr-Lys-Gln-Leu-Arg-MCA[Ac-KTKQLR-MCA]
Acetyl-l-lysyl-l-threonyl-l-lysyl-l-glutaminyl-l-leucyl-l-arginine 4-methylcoumaryl-7-amide (M.W. 972.14) C45H73N13O11
AA MCA-3185-v-20 °C
5 mg vial
150
Substrate for Hepatocyte Growth Factor-Activator (HGF-A)K. Mizuno, Y. Tanoue, I. Okano, T. Harano, K. Takada, and T. Nakamura, Biochem. Biophys. Res. Commun., 198, 1161 (1994).
Hippuryl-alanyl-proline See Code SGP-3126 Bz-Gly-Ala-Pro on page 176.Hippuryl-arginine See Code SGR-3059 Benzoyl-glycyl-l-arginine on page 177.Hippuryl-glycyl-glycine See Code SGG-3128 Bz-Gly-Gly-Gly on page 176.Hippuryl-histidyl-leucine See Code SGL-3064 Benzoyl-glycyl-l-histidyl-l-leucine on page 176.Hippuryl-lysine See Code SGK-3047 Benzoyl-glycyl-l-lysine on page 177.
His-Leul-histidyl-l-leucine (M.W. 268.31) C12H20N4O3 [7763-65-7]
AA OHL-3065-20 °C
0.1 g1 g
30105
Histone Deacetylase SubstratesAc-Arg-Gly-Lys(Ac)-MCAAc-RGK(Ac)-MCA
(Trifluoroacetate Form) (M.W. 600.68) C28H40N8O7 [660846-97-9] Substrate for Histone Deacetylase D. Wegener, et al., Chem. Biol., 10, 61 (2003).
SRK-3728-PI -20 °C
1 mg5 mg
100400
Ac-Arg-Gly-Lys-MCAAc-RGK-MCA
(Trifluoroacetate Form) (M.W. 558.64) C26H38N8O6 [660846-99-1] Substrate for Histone Deacetylase D. Wegener, et al., Chem. Biol., 10, 61 (2003).
SHD-3748-PI -20 °C
1 mg5 mg
30120
Boc-Lys(TFA)-MCA(M.W. 499.49) C23H28F3N3O6 [97885-44-4] Substrate for Histone Deacetylase D. Riester, et al., Biochem. Biophys. Res. Commun., 324, 1116 (2004).A . Lahm, et al., Proc. Natl. Acad. Sci. U.S.A., 104, 17335 (2004).
SKT-3750-PI -20 °C
25 mg50 mg
100 mg
78120200
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HIV-1 Protease SubstratesDabcyl-γ-Abu-Ser-Gln-Asn-Tyr-Pro-Ile-Val-Gln-Edans
(Trifluoroacetate Form)
SFQ-3763-PI-20 °C
1 mg5 mg
240960
(M.W. 1532.75) C73H97N17O18S [127134-13-8]FRET Substrate for HIV ProteaseE.D.Matayoshi, et al., Science, 247, 954 (1990)M.W. Pennington, et al., Peptides 1992, Proceedings of the 22nd European Peptide Symposium, Interlaken, Switzerland, p. 936, (C.H.Schneider and A.N.Eberle, eds.) Escom, Leiden, (1993)U. Nillroth, et al., Antimicrob. Agents Chemother., 41, 2383 (1997)L.Bannwarth, et al., J. Med. Chem., 49, 4657 (2006)
Ser-Gln-Asn-Tyr-Pro-Ile-Val(M.W. 819.90) C37H57N9O12 Substrate for HIV-1 Protease
AA SSV-4236-v
-20 °C
5 mg vial
175
S. Billich, M.-T. Knoop, J. Hansen, P. Strop, J. Sedlacek, R. Mertz, and K. Moeliling, J. Biol. Chem., 263, 17905 (1988). P.L. Darke, R.F. Nutt, S.F. Brady, V.M. Garsky, T.M. Ciccarone, C.-T. Leu, P.K. Lumma, R.M. Freidinger, D.F. Veber, and I.S. Sigal, Biochem. Biophys. Res. Commun., 156, 297 (1988). P.L. Darke, et al., J. Biol. Chem., 264, 2307 (1989).
Horseshoe Crab Clotting Enzyme SubstrateBoc-Leu-Gly-Arg-MCA
(Hydrochloride Form) t-Butyloxycarbonyl-l-leucyl-glycyl-l-arginine 4-methylcoumaryl-7-amide (M.W. 601.69) C29H43N7O7 [65147-09-3] Substrate for Horseshoe Crab Clotting Enzyme
AA MLG-3102-v-20 °C
5 mg vial
65
S. Iwanaga, T. Morita, T.Harada, S. Nakamura, M. Niwa, K. Takada, T. Kimura and S. Sakakibara, Haemostasis, 7, 183 (1978).
Human Rhino-virus-14 (HRV)3C Protease SubstrateSuc-Glu-Ala-Leu-Phe-Gln-pNA
Succinyl-l-glutamyl-l-alanyl-l-leucyl-l- phenylalanyl-l-Glutamine p-Nitroanilide (M.W. 826.87) C38H50N8O13 Substrate for 3C Human Rhinovirus-14 (HRV14)
SAP-3693-PI-20 °C
5 mg25 mg
49195
Q. M. Wang, R.B. Johnson, G.A. Cox, E.C. Villarreal, and R.J. Loncharich, Anal. Biochem., 252, 238 (1997). Q.M. Wang, R.B. Johnson, L.N. Jungheim, J.D. Cohen, and E.C. Villarreal, Antimicrobial Agents and Chemot., 42, 916 (1998).
Kallikrein SubstratesH-D-Val-Leu-Arg-AFC
(M.W. 597.64) C27H38F3N7O5 Fluorogenic Substrate for Kallikrein
SFC-3774-PI-20 °C
1 mg5 mg
40160
DK Shori, et al., Biochem. Pharmacol., 43, 1209 (1992). Z Lojda, et al., Acta Histochem., 98, 215 (1996). H.T. Johansen, et al., Anal. Biochem., 273, 278 (1999).
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RS AND SuBSTRATESPRODUCT GRADE CODE QTy PRICE Pro-Phe-Arg-MCA
(Hydrochloride Form)A MPF-3096-v
-20 °C
5 mgvial
70
l-prolyl-l-phenylalanyl-l-arginine 4-methylcoumaryl-7-amide (M.W. 575.66) C30H37N7O5 [115918-56-4]Substrate for Pancreatic / Urinary Kallikrein and ProteasomeT. Morita, H. Kato, S. Iwanaga, K. Takada, T. Kimura, and S. Sakakibara, J. Biochem., 82, 1495 (1977). V. Ustrell, G. Pratt, and M. Rechesteiner, Proc. Natl. Acad. Sci. USA, 92, 584 (1995).
Z-Phe-Arg-MCA See Code MFR-3095-v on page 183.
Human Kallikrein 6 SubstrateHuman kallikrein 6 (hK6) is greatly expressed in the central nervous system. It was shown to degrade myelin-associated proteins and is expressed in cells localized at sites of demyelination, suggesting hK6 plays a role in demyelinating diseases such as multiple sclerosis (MS).1,2 In addition, hK6 is attenuated in brain extracts of Alzheimer patients.3,4 Discovery of specific hK6 substrates would help to determine the functional role of this enzyme. Angelo et al. recently screened a number of potential FRETS-based hK6 substrates that were constructed based on a known hK1 substrate and found Abz-Ala-Phe-Arg-Phe-Ser-Gln-EEDnp (SFQ-3915-PI) to be the most potent (kcat = 11.6 s-1, Km = 0.3 µM).5 This substrate may help in studies focused on the biological role of hK6.1. Scarisbrick, et al., Brain, 125, 1283 (2002). 2. Blaber, et al., FASEB J., 18, 920 (2004). 3. Diamandis, et al., Clin. Biochem., 33, 579 (2000).
4. Ni, et al., Br. J. Cancer, 91, 725 (2004). 5. Angelo, et al., J. Biol. Chem., 281, 3116 (2006)
Abz-Ala-Phe-Arg-Phe-Ser-Gln-EDDnp (M.W. 1082.15) C50H63N15O13Substrate for Human Kallikrein 6 (hK6)
SFQ-3915-PI -20 °C
1 mg5 mg
50195
Isopeptidase T Substrate See Code MLG-3176-v on page 206.
KyS-1 See Code SMO-3225-v on page 182.
Legumain SubstrateZ-Ala-Ala-Asn-MCA
Benzyloxycarbonyl-l-alanyl-l-alanyl-l-asparagine-4-methylcoumaryl-7-amide (M.W. 565.57) C28H31N5O8 [149697-16-5] Substrate for Legumain
A MCA-3209-v-20 °C
5 mg vial
65
A.A. Kembhavi, D.J. Buttle, C.G. Knight, and A.J. Barret, Arch. Biochem. Biophys., 303, 208 (1993). J.-M. Chen, et al., J. Biol. Chem., 272, 8090 (1997). B. Manoury, E.W. Hewitt, N. Morrice, P.M. Dando, A.J. Barret, and C. Watts, Nature, 396, 695 (1998). S.J. Choi, et al., J. Biol. Chem., 274, 27747 (1999). P.M. Dando, M. Fortunato, L. Smith, C.G. Knight, J.E. McKendrick, and A.J. Barret, Biochem. J., 339, 743 (1999).
Leu-Gly • ½ H2Ol-Leucylglycine (M.W. 188.22 • 9.01) C8H16N2O3 • ½ H2O [686-50-0]
AA OLG-3024-20 °C
0.1 g1 g
2555
Leu-Gly-Glyl-Leucylglycylglycine (M.W. 245.28) C10H19N3O4 [1187-50-4]
AA OLG-3025-20 °C
0.1 g1 g
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Lysine Hydroxylase SubstrateAla-Arg-Gly-Ile-Lys-Gly-Ile-Arg-Gly-Phe-Ser-Gly • 3AcOH • 5H2O[lysine Hydroxylase Substrate L-1]
AA SAG-4166-20 °C
25 mg 525
(M.W. 1218.4 • 180.16 • 90.08) C53H91N19O14 • 3CH3COOH • 5H2O Substrate for lysine Hydroxylase
K.I. Kivirikko, K. Shudo, S. Sakakibara, and D.J. Prockop, Biochemistry, 11, 122 (1972). (Original)
Met-Metl-methionyl-l-methionine (M.W. 280.41) C10H20N2O3S2 [7349-78-2]
A OMM-3152-20 °C
0.1 g1 g
40170
MALTI SubstrateAc-Leu-Arg-Ser-Arg-MCA
Ac-LRSR-MCA(M.W. 729.84) C33H51N11O8Substrate for MALTI
MCA-3952-PI -20 °C
5 mg 95
P. Niyomrattanakit, S. Yahorava, I. Mutule, F. Muturlis, R. Petrovska, P. Prusis, G. Katzenmeier, and J.E.S. Wikberg, Biochem. J., 397, 203-211 (2006).
Reference Compound for MOCAc-type Fluorescence-Quenching SubstrateMOCAc-Pro-Leu-Gly AA MOC-3164-s
-20 °C
0.1 mgvial
30(7-Methoxycoumarin-4-yl) acetyl-l-prolyl-l-leucyl-glycine (M.W. 501.53) C25H31N3O8 [140430-56-4]Reference Compound for MOCAc-type Fluorescence-Quenching SubstrateC.G. Knight, F. Willenbrock, and G. Murphy, FEBS Lett., 296, 263 (1992).
Neprilysin SubstrateZ-Ala-Ala-Leu-pNA
Benzyloxycarbonyl-l-alanyl-l-alanyl-l-leucine p-nitroanilide (M.W. 527.57) C26H33N5O7 [61043-33-2]
AA SAP-3127-20 °C
0.1 g1 g
50305
Substrate for Subtilisin A and Serine Protease of Bacillus subtilis IFO3027 / NeprilysinV.M. Stepanov, et al., Biochem. Biophys. Res. Commun., 77, 298 (1977). Y. Shimizu, T. Nishino, and S. Murao, Agric. Biol. Chem., 47, 1775 (1983). Y. Takaki, et al., J. Biochem., 128, 897 (2000). N. Iwata, Y. Takaki, S. Fukami, S. Tsubuki, and T.C. Saido, J. Neurosci. Res., 70, 493 (2002).
Neutral Endopeptidase SubstratesZ-Gly-Gly-Leu-pNA
Benzyloxycarbonyl-glycylglycyl-l-leucine-p-nitroanilide(M.W. 499.52) C24H29N5O7 [53046-98-3] Substrate for Neutral Endopeptidase
AA SGL-3111 -20 °C
25 mg100 mg
1 g
60160910
M. Orlowski and S. Wilk, In, Peptides, Structure and Biological Functions, (E. Gross and J. Meienhofer, Eds.), Pierce Chemical Co., 1980, p. 925.
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RS AND SuBSTRATESPRODUCT GRADE CODE QTy PRICE Abz-Ala-Gly-Leu-Ala-p-Nitro-Benzyl-Amide
(Trifluoroacetate Form) SAG-3905-PI
-20 °C
5 mg 25 mg
45175
2-Aminobenzoyl-l-Alanyl-Glycyl-l-Leucyl-l-Alanyl-para-Nitro-Benzyl-Amide (M.W. 583.65) C28H37N7O7 Substrate for Thermolysin and Neutral Endopeptidase 24.11 (NEP)N. Nishino and J.C. Powers, J. Biol. Chem., 255, 3482 (1980). R.S. Rush, et al., Arch. Biochem. Biophys., 231, 390 (1984).D.I. Mundy and W.J. Strittmatter, Cell, 40, 645 (1985).
Pepsin SubstrateMOCAc-Ala-Pro-Ala-Lys-Phe-Phe-Arg-Leu-Lys(Dnp)-NH2
(Trifluoroacetate Form)
A SMO-3216-v-20 °C
1 mg vial
140
(7-Methoxycoumarin-4-yl)Acetyl-l-alanyl-l-prolyl-l-alanyl-l-lysyl-l-phenylalanyl-l- phenylalanyl-l-arginyl-l-leucyl-[Ne-(2,4-dinitrophenyl)-l-lysine] amide (M.W. 1458.6) C71H95N17O17 Fluorescence-Quenching Substrate for Proteinase A / PepsinH. Kondo, Y. Shibano, T. Amachi, N. Cronin, K. Oda, and B.M. Dunn, J. Biochem., 124, 141 (1998). • This compound is distributed under the license of Suntory Limited.
Peptidoglutaminase SubstrateBoc-Gln-Pro
t-Butyloxycarbonyl-l-glutaminyl-l-proline (M.W. 343.38) C15H25N3O6 [2419-99-0] Substrate for Peptidoglutaminase
AA SQP-3151-20 °C
0.1 g1 g
40170
J.S. Hamada and W.E. Marshall, J. Food Sci., 53, 1132 (1988).
Reference Compound for Peptidyl-MCA SubstrateAMC
7-Amino-4-methyl-coumarin(M.W. 175.18) C10H9NO2 [26093-31-2]
AA MCA-3099-v-20 °C
5 mgvial
50
Reference Compound for Analysis with Peptidyl-MCA Substrates
Peptidyl Prolyl cis-trans Isomerase (PPlase) SubstrateSuc-Ala-Glu-Pro-Phe-pNASuc-AEPF-pNA
(Acetate Form) (M.W. 682.69) C32H38N6O11
SAP-3947-PI -20 °C
1 mg5 mg
2565
Substrate for Peptidyl-prolyl Isomerase (PPIase) Pin1Z.J. Shen, S. Esnault, and J.S. Malter, Nat. Immunol., 6, 1280 (2005). S. Esnault, Z.J. Shen, E.Whitesel and J.S. Malter, J. Immunol., 177, 6999 (2006).
Suc-Ala-Leu-Pro-Phe-pNA See Code SAF-3162-v on page 178.
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PRODUCT GRADE CODE QTy PRICE
Plasmin SubstrateBoc-Glu-Lys-Lys-MCA A MEK-3105-v
-20 °C
5 mg vial
80t-Butyloxycarbonyl-l-glutamyl-l-lysyl-l-lysine 4-methylcouma-ryl-7-amide (M.W. 660.76) C32H48N6O9 [73554-85-5] Substrate for PlasminH. Kato, N. Adachi, Y. Ohno, S. Iwanaga, K. Takada, and S. Sakakibara, J. Biochem., 88, 183 (1980).
Boc-Val-Leu-Lys-MCA See Code MVL-3104-v on page 178.
Prion Proteins See Cellular Prion Protein on page 184.
Prolyl Endopeptidase SubstrateSuc-Gly-Pro-MCA AA MGP-3109-v
-20 °C
5 mg vial
55Succinyl-glycyl-l-proline 4-methylcoumaryl-7-amide (M.W. 429.42) C21H23N3O7 [80049-85-0]Substrate for Propyl Endopeptidase (Post-proline Cleaving Enzyme)T. Kato, T. Nakano, K. Kojima, T. Nagatsu, and S. Sakakibara, J. Neurochem., 35, 527 (1980).
Proteinase 3 SubstrateAbz-Val-Ala-Asp-Nva-Arg-Asp-Arg-Gln-EDDnp [Abz-VADnVRDRQ-EDDnp], nV = Nva
(Trifluoroacetate Form)
SNP-3232-v-20 °C
1 mg vial
110
2-Aminobenzoyl-l-valyl-l-alanyl-l-aspartyl-l-norvalyl-l-arginyl-l-aspartyl-l-arginyl-l-glutamine 2-(2,4-dinitrophenyl)aminoethyl-amide(M.W. 1285.3) C53H80N20O18Fluorescence-Quenching Substrate for Human Neutrophil Proteinase 3
B. Korkmaz, et al., J. Biol. Chem., 282, 1989 (2007).B. Korkmaz, et al., Nat. Protoc., 3, 991 (2008).
Proteinase A SubstratesMOCAc-Ala-Pro-Ala-Lys-Phe-Phe-Arg-Leu-Lys(Dnp)-NH2 See Code SMO-3216-v on page 199.Suc-Arg-Pro-Phe-His-Leu-Leu-Val-Tyr-MCA See Code MRP-3110-v on page 185.
Protein Kinase SubstratePyr-Lys-Arg-Pro-Ser-Gln-Arg-Ser-Lys-Tyr-Leu
(M.W. 1373.6) C60H100N20O17 [136132-68-8] Substrate for Protein Kinase C
A SKL-4237-v-20 °C
5 mg vial
290
I. Yasuda, A. Kishimoto, S. Tanaka, M. Tominaga, A. Sakurai, and Y. Nishizuka, Biochem. Biophys. Res. Commun., 166, 1220 (1990).
Arg-Arg-Leu-lle-Glu-Asp-Ala-Glu-Tyr-Ala-Ala-Arg-Gly [RR-SRC]
(M.W. 1519.7) C64H106N22O21 [81156-93-6]Substrate for Tyrosine Protein-Kinase
AA
SRG-4184-v-20 °C
0.5 mg vial
85
J.E. Casnellie, M.L. Harrison, L.J. Pike, K.E. Hellström, and E.G. Krebs, Proc. Natl. Acad. Sci. USA, 79, 282 (1982).
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RS AND SuBSTRATESPRODUCT GRADE CODE QTy PRICE H-Arg-Arg-Leu-Ile-Glu-Asp-Ala-Glu-Tyr-Ala-Ala-Arg-Gly-NH2
(Acetate Form) RRLIEDAEYAARG(M.W. 1518.71) C64H107N23O20 [81156-93-6]Substrate for Protein Tyrosine Kinase (PTK)
PTK-3956-PI -20 °C
1 mg5 mg
45155
J.E. Casnellie, M.L. Harrison, L.J. Pike, K.E. Hellstrom, and E.G. Krebs, Proc. Natl. Acad. Sci. USA, 79, 282 (1982).S.E. Ramer, D.G. Winker, A. Carrera, T.M. Robets, and C.T. Walsh, Proc. Natl. Acad. Sci. USA, 88, 6254, (1991).H.S. Earp, K.S. Austin, G.Y. Gillespie, S.C. Buessow, A.A. Davies, and P.J. Parker, J. Biol. Chem., 260, 4351 (1985).
Protein Phosphatase SubstrateH-Arg-Arg-Leu-Ile-Glu-Asp-Ala-Glu-Tyr(H2PO3)-Ala-Ala-Arg-Gly-NH2RRLIEDAE-py-AARG
(Acetate Form) (M.W. 1598.69) C64H108N23O23P
PTP-3955-PI -20 °C
1 mg5 mg
85345
Substrate for Protein Tyrosine Phosphatase (PTP)K.L. Lim, D.S.Y. Lai, M.B. Kalousek, Y. Wang, and C.J. Pallen, Eur. J. Biochem, 245, 693 (1997).V. Bhandari, K. Leong Lim, and C.J. Pallen, J. Biol. Chem., 273, 8691 (1998).J.J. Perez-Villar, et al., Molec. Cell. Biol., 19, 2903 (1999).
Pyro-glutamyl Peptidase SubstratesPyr-Ala
l-Pyroglutamyl-l-alanine (M.W. 200.19) C8H12N2O4 [21282-08-6] Substrate for Pyroglutamyl Peptidase
AA OVA-3079-20 °C
0.1 g1 g
32130
R.F. Doolittle, In, Proteolytic Enzymes, Methods in Enzymology, Vol. 19, (G.E. Perlmann and L. Lorand, Eds.), Academic Press, New York, 1970, pp. 555-569.
Pyr-MCAl-Pyroglutamic acid 4-methylcoumaryl-7-amide (M.W. 286.28) C15H14N2O4 [66642-36-2] Substrate for Pyroglutamyl PeptidaseK. Fujiwara and D. Tsuru, J. Biochem., 83, 1145 (1978).
AA MPX-3101-v-20 °C
5 mg vial
50
Renin SubstratesAsp-Arg-Val-Tyr-lle-His-Pro-Phe-His-Leu-Val-Ile-His
(M.W. 1645.9) C79H116N22O17 [82048-97-3]Substrate for Renin
A SDH-4133-v-20 °C
0.5 mg vial
55
D.A. Tewksbury, R.A. Dart, and J. Travis, Biochem. Biophys. Res. Commun., 99, 1311 (1981).
Dabcyl-γ-Abu-Ile-His-Pro-Phe-His-Leu-Val-Ile-His-Thr-Edans
(Trifluoroacetate Form)(M.W. 1798.16) C90H120N22O16S [142988-22-5]FRET Substrate for Renin
SFQ-3731-PI-20 °C
1 mg5 mg
3401360
G.T. Wang, et al., Anal Biochem, 210, 351-9 (1993). N. Nakamura, et al., J Biochem (Tokyo), 109, 741-5 (1991). K. Murakami, et al., Anal Biochem, 110, 232-9 (1981).
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PRODUCT GRADE CODE QTy PRICE
Nma-Ile-His-Pro-Phe-His-Leu-Val-Ile-His-Thr-Lys(Dnp)-D-Arg-D-Arg-NH2
(Trifluoroacetate Form)
SFQ-3229-v-20 °C
1 mg vial
175
[2-(Methylamino)benzoyl]-l-isoleucyl-l-histidyl-l-prolyl-l-phenylalanyl-l-histidyl-l-leucyl-l-valyl-l- isoleucyl-l-histidyl-l-threonyl-[Nε-(2,4-dinitrophenyl)-l-lysyl]-d-arginyl-d-arginine amide (M.W. 1952.20) C91H134N30O19 Synthetic Product Fluorescence-Quenching Substrate for Human Renin S. Takahashi, K. Hori, M. Shinbo, K. Hiwatashi, T. Gotoh, and S. Yamada, Biosci. Biotechnol. Biochem.,72, 3232 (2008).
Suc-Arg-Pro-Phe-His-Leu-Leu-Val-Tyr-MCA See Code MRP-3110-v on page 185.
β-Secretase SubstratesMOCAc-Ser-Glu-Val-Asn-Leu-Asp-Ala-Glu-Phe-Arg-Lys(Dnp)-Arg-Arg-NH2 [MOCAc-SEVNLDAEFRK(Dnp)RR-NH2]
(Trifluoroacetate Form)
B SMO-3212-v-20 °C
1 mg vial
185
(7-Methoxycoumarin-4-yl) acetyl-l-seryl-l-glutamyl-l-valyl-l-Asparaginyl-l-leucyl-l-aspartyl-l-alanyl-l-glutamyl-l-phenylalanyl-l-arginyl-[Ne-(2,4-dinitrophenyl)-l-lysyl]-l-arginyl-l-arginine amide (M.W. 2001.1) C86H125N27O29 Fluorescence-Quenching Substrate for b-SecretaseH. Koike, H. Seki, Z. Kouchi, M. Ito, T. Kinouchi, S. Tomioka, H. Sorimachi, T.C. Saido, K. Maruyama, K. Suzuki, and S. Ishiura, J. Biochem., 126, 235 (1999).
H-Arg-Glu(Edans)-Glu-Val-Asn-Leu-Asp-Ala-Glu-Phe-Lys(Dabcyl)-Arg-OH
(Trifluoroacetate Form) H-RE(Edans)-EVNLDAEFK(Dabcyl)R-OH(M.W. 2005.26) C91H129N25O25S
SFQ-3690-PI-20 °C
1 mg
129
Fluorescence-Quenching Substrate for Memapsin 2 (b-Secretase)J. Ermolieff, J.A. Loy, G. Koelsch, and J. Tang, Biochemistry, 39, 12450 (2000). (substrate termed FS-1 this paper)
γ-Secretase SubstrateNma-Gly-Gly-Val-Val-Ile-Ala-Thr-Val-Lys(Dnp)-d-Arg-d-Arg-d-Arg-NH2
(Trifluoroacetate Form)
B SFQ-3217-v-20 °C
1 mg vial
185
[2-Methylamino)benzoylglycylglycyl-l-valyl-l-valyl-l-isoleucyl-l-alanyl-l-threonyl-l- valyl-[Ne-(2,4-dinitrophenyl)-l-lysyl]-d-arginyl-d-arginyl-d-arginine amide (M.W. 1609.8) C70H116N26O18 Fluorescence-Quenching Substrate for g-SecretaseM.R. Farmery, L.O. Tjernberg, S.E. Pursglove, A. Bergman, B. Winblad, and J. Näslund, J. Biol. Chem., 278, 24277 (2003). (Original)
Serum Peptidase SubstrateDnp-Leu-Gly-Ile-Ala-Gly-Arg-NH2
2,4-dinitrophenyl-l-leucyl-glycyl-l-isoleucyl-l-alanyl-glycyl-l-arginine amide (M.W. 750.80) C31H50N12O10 Substrate for Serum Peptidase
A SDL-3083-v-20 °C
2.5 mg vial
95
Y. Masui, T. Takemoto, S. Sakakibara, H. Hori, and Y. Nagai, Biochem. Med., 17, 215 (1977).
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Site-1 Protease (S1P) SubstrateAc-Val-Phe-Arg-Ser-Leu-Lys-MCA
(Trifluoroacetate Form) Acetyl-l-valyl-l-phenyl-l-arginyl-l-seryl-l-leucyl-l-lysine 4-methylcoumaryl-7-amide(M.W. 948.14) C47H69N11O10Substrate for Site-1 Protease (S1P)
MCA-3679-PI-20 °C
1 mg5 mg
85345
D. Cheng, P.J. Espenshade, C.A. Slaughter, J.C. Jaen, M.S. Brown, and J.L. Goldstein, J. Biol. Chem., 274, 22805 (1999).
Subtilisin A SubstrateZ-Ala-Ala-Leu-pNA See Code SAP-3127 on page 198.
Suc-Ala-Ala-pNASuccinyl-l-alanyl-l-alanine p-nitroanilide (M.W. 380.35) C16H20N4O7
AA SAA-3117-20 °C
0.1 g1 g
40180
Suc-Ala-pNASuccinyl-l-alanine p-nitroanilide (M.W. 309.27) C13H15N3O6
AA SAN-3116-20 °C
0.1 g1 g
30105
Trans-glutaminase SubstrateZ-Gln-Gly
Benzyloxycarbonyl-l-glutaminylglycine (M.W. 337.33) C15H19N3O6 [6610-42-0] Substrate for Transglutaminase
AA SZQ-3190-20 °C
1 g5 g
170515
J.E. Folk and P.W. Cole, J. Biol. Chem., 241, 5518 (1966). H. Ando, M. Adachi, K. Umeda, A. Matsuura, M. Nonaka, R. Uchio, H. Tanaka, and M. Motoki, Agric. Biol. Chem., 53, 2613 (1989).
Tripeptidyl Peptidase II SubstrateAla-Ala-Phe-MCA
(Hydrochloride Form)AA MCA-3201-v
-20 °C
5 mg vial
55
l-alanyl-l-alanyl-l-phenylalanine 4-methylcoumaryl-7-amide (M.W. 464.51) C25H28N4O5 [62037-41-6] Substrate for Tripeptidyl Peptidase II (Component of Giant Protease with Some Proteasome Function)R. Glas, M. Bogyo, J.S. McMaster, M. Gaczynska, and H. L. Ploegh, Nature, 392, 618 (1998). E. Geier, G. Pfeifer, M. Wilm, M. Lucchiari-Hartz, W. Baurmeister, K. Eichmann, and G. Niedermann, Science, 283, 978 (1999).
Trypsin and Trypsin-like Protease SubstratesAc-Arg-OMe • HCl
Acetyl-l-arginine methyl ester • monohydrochloride
B SRM-3078-20 °C
1 g5 g
40105
(M.W. 230.26 • 36.46) C9H18N4O3 • HCI [1784-05-0] Substrate for C1rR.B. Sim, In, Proteolytic Enzymes Part C, Methods in Enzymology, Vol. 80, (L. Lorand, ed.), Academic Press, New York, 1981, pp. 26-42.
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Ac-Gly-Lys-OMe • AcOH [AGLME]
Acetyl-glycyl-l-lysine methyl ester
A SGK-3058-20 °C
0.1 g1 g
3099
(M.W. 259.30 • 60.05) C11H21N3O4 • CH3COOH [14752-92-2] Substrate for u-PA (Urokinase) and C1s
P.L. Walton, Biochim. Biophys. Acta., 132, 104 (1967). N. Miwa, Y. Obata, and A. Suzuki, Biochem. Biophys. Res. Commun., 112, 754 (1983). R.B. Sim, In, Proteolytic Enzymes Part C, Methods in Enzymology, Vol. 80, (L. Lorand, Ed.), Academic Press, New York, 1981, pp. 26-42.
Boc-Gln-Ala-Arg-MCAt-Butyloxycarbonyl-l-glutaminyl-l-alanyl-l-arginine4-methylcoumaryl-7-amide (M.W. 630.69) C29H42N8O8 [113866-20-9] Substrate for Trypsin
A MQR-3135-v-20 °C
5 mg vial
65
S. Kawabata, T. Miura, T. Morita, H. Kato, K. Fujikawa, S. Iwanaga, K. Takada, T. Kimura, and S. Sakakibara, Eur. J. Biochem., 172, 17 (1988).
Boc-Leu-Gly-Arg-MCA See Code MLG-3102-v on page 196.Boc-Phe-Ser-Arg-MCA See Code MFS-3107-v on page 193.
Bz-Arg-MCA(Hydrochloride form) Benzoyl-l-arginine 4-methylcoumaryl-7-amide (M.W. 435.48) C23H25N5O4 [83701-04-6] Substrate for Trypsin
A MBR-3092-v-20 °C
5 mg vial
45
Y. Kanaoka, T. Takahashi, H. Nakayama, K. Takada, T. Kimura, and S. Sakakibara, Chem. Pharm. Bull., 25, 3126 (1977).
Bz-Arg-NH2 • HCl • H2OBenzoyl-l-arginine amide monohydrochloride monohydrate
AA SRA-3002-20 °C
1 g5 g
3280
(M.W. 277.32 • 36.46 • 18.02) C13H19N5O2 • HCI • H2O [4299-03-0] Substrate for TrypsinK.A. Walsh, In, Proteolytic Enzymes, Methods in Enzymology, Vol. 19, (G.E. Perlmann and L. Lorand, Eds.), Academic Press, New York, 1970, pp. 41-63.
Bz-Arg-OEt • HCl [BAEE]
Benzoyl-l-arginine ethyl ester monohydro-chloride
A SRE-3001-20 °C
1 g25 g
3055
(M.W. 306.36 • 36.46) C15H22N4O3 • HCI [2645-08-1] Substrate for Trypsin K.A. Walsh, In, Proteolytic Enzymes, Methods in Enzymology, Vol. 19, (G.E. Perlmann and L. Lorand, Eds.), Academic Press, New York, 1970, pp. 41-63.
Bz-dl-Arg-pNA • HCl [dl-BAPA]
A SRN-3013-20 °C
0.1 g5 g
2545
Benzoyl-dl-arginine p-nitroanilide monohydrochloride (M.W. 398.42 • 36.46) C19H22N6O4 • HCl [911-77-3]Substrate for Trypsin-like ProteaseK.A. Thomas and R.A. Bradshaw, In, Proteolytic Enzymes Part C, Methods in Enzymology, Vol. 80, (L. Lorand, Ed.), Academic Press, New York, 1981, pp. 609-620. G.A. Grant, A.Z. Eisen, and R.A. Bradshaw, In, Proteolytic Enzymes Part C, Methods in Enzymology, Vol. 80, (L. Lorand, Ed.), Academic Press, New York, 1981, pp. 722-734.
Bz-L-Arg-pNA See Code SRN-3057 on page 182.
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RS AND SuBSTRATESPRODUCT GRADE CODE QTy PRICE Tos-Arg-OMe • HCI
[TAME] Tosyl-l-arginine methyl ester monohydrochlo-ride
A STR-3003-20 °C
5 g25 g
100 g
3599
272(M.W. 342.41 • 36.46) C14H22N4O4S • HCI [1784-03-8] Substrate for TrypsinK.A. Walsh, In, Proteolytic Enzymes, Methods in Enzymology, Vol. 19, (G.E. Perlmann and L. Lorand, Eds.), Academic Press, New York, 1970, pp. 41-63.
Tos-Lys-OMe • HCITosyl-l-lysine methyl ester monohydrochloride (M.W. 314.40 • 36.46) C14H22N2O4S • HCI [5266-48-8] Substrate for Trypsin
A STK-3054-20 °C
0.1 g1 g
2545
F. Widmer and J.T. Johansen, Carlsberg Res. Commun., 44, 37 (1979). F. Widmer, K. Breddam, and J.T. Johansen, Proc. 16th European Peptide Symposium (K. Brunfeldt, Ed.), Scriptor, Copenhagen 1981, pp. 46-55.
Ubiquitin Proteasome System Substrates Ac-Arg-Leu-Arg-MCAAc-RLR-MCA
(Trifluoroacetate Form) (M.W. 642.76) C30H46N10O6 [929903-87-7]Fluorogenic Substrate; Substrate for 20S ProteasomeA.F. Kisselev, et al., J. Biol. Chem., 281 (2006).A.F. Kisselev and A.L.Goldberg, Meth. Enzy., 398 (2005).K.J. Rogders and R.T. Dean, Intl. J. Biochem.Cell.Biol., 35 (2003)
MCA-3729-PI -20 °C
1 mg5 mg
100400
Ac-Gly-Pro-Leu-Asp-MCA[Ac-GPLD-MCA]
(Acetate Form)Substrate for Caspase-Like Site of Proteasomes(M.W. 599.65) C29H37N5O9
MCA-3649-PI-20 °C
5 mg 95
A. Kisselev, M. Garcia-Calvo, H.S. Overkleeft, E. Peterson, M.W. Pennington, H.L. Ploegh, N.A. Thornberry, and A.L.Goldberg, J. Biol. Chem., 278, 35869 (2003).
Ac-Nle-Pro-Nle-Asp-MCA(M.W. 655.75) C33H45N5O9
MCA-3650-PI-20 °C
5 mg 95
Substrate for Caspase-Like Site of ProteasomesA. Kisselev, M. Garcia-Calvo, H.S. Overkleeft, E. Peterson, M.W. Pennington, H.L. Ploegh, N.A. Thornberry, and A.L.Goldberg, J. Biol. Chem., 278, 35869 (2003).
Suc-Ala-Glu-MCASuccinyl-l-alanyl-l-glutamic acid a-4-methyl-coumaryl-7-amide (M.W. 475.45) C22H25N3O9 Substrate for Ingensin / Proteasome.
A MAE-3160-v-20 °C
5 mg vial
55
S. Ishiura, T. Tsukahara, T. Tabira, and H. Sugita, FEBS Lett., 257, 388 (1980)
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PRODUCT GRADE CODE QTy PRICE
Z-Leu-Arg-Gly-Gly-MCABenzyloxycarbonyl-l-leucyl-l-arginyl-glycylglycine 4-methylcoumaryl-7-amide (M.W. 692.76) C34H44N8O8 [167688-68-2] Substrate for Isopeptidase T
A MLG-3176-v-20 °C
5 mg vial
95
R.L Stein, Z. Chen, and F. Melandri, Biochemistry, 34, 12616 (1995).
Z-Leu-Leu-Glu-MCABenzyloxycarbonyl-l-leucyl-l-leucyl-l-glutamic acid a-(4-methylcoumaryl-7-amide) (M.W. 664.75) C35H44N4O9 [348086-66-8] Substrate for Proteasome
A MLG-3179-v-20 °C
5 mg vial
75
Z-Leu-Leu-Leu-MCABenzyloxycarbonyl-l-leucyl-l-leucyl-l-leucine 4-methylcoumaryl-7-amide (M.W. 648.79) C36H48N4O7 Substrate for Proteasome
A MLL-3177-v-20 °C
5 mg vial
65
S. Tsubuki, H. Kawasaki, Y. Saito, N. Miyashita, M. Inomata, and S. Kawashima, Biochem. Biophys. Res. Commun., 196, 1195 (1993).
Boc-Leu-Arg-Arg-MCA See Code MLR-3140-v on page 193.Pro-Phe-Arg-MCA See Code MPF-3096-v on page 197.Suc-Leu-Leu-Val-Tyr-MCA See Code MLL-3120-v on page 178.
u-PA (Urokinase) Substrates Also see SGK-3058 Ac-Gly-Lys-OMe • AcOH n page 204.
Glt-Gly-Arg-MCAGlutarylglycyl-l-arginine 4-methylcoumaryl-7-amide (M.W. 502.52) C23H30N6O7 [65147-16-2] Substrate for u-PA (Urokinase)
A MGG-3097-v-20 °C
5 mg vial
55
T. Morita, H. Kato, S. Iwanaga, K. Takada, T. Kimura, and S. Sakakibara, J. Biochem., 82, 1495 (1977). S. Iwanaga, T. Morita, H. Kato, T. Harada, N. Adachi, T. Sugo, I. Maruyama, K. Takada, T. Kimura, and S. Sakakibara, In, KININS-II: Biochemistry, Pathophysiology, and Clinical Aspects, (S. Fujii, H. Moriya, and T. Suzuki, eds.), Plenum Publishing Co., 1979, pp. 147-163.
Pyr-Gly-Arg-MCAl-Pyroglutamyl-glycyl-l-arginine 4-methylcou-maryl-7-amide (M.W. 499.52) C23H29N7O6 Substrate for t-PA and u-PA (Urokinase)
A MPR-3145-v-20 °C
5 mg vial
55
Vascular Processing Enzyme SubstratesAc-Glu-Ser-Glu-Asn-MCA[Ac-ESEN-MCA]
MCA-3227-v -20 °C
5 mg 120
Acetyl-l-glutamyl-l-seryl-l-glutamyl-l-asparagine α-(4-methylcoumaryl-7-amide)(M.W. 676.63) C29H36N6O13 Substrate for Vacuolar Processing Enzyme (VPE)M. Kuroyanagi, M. Nishimura, and I. Hara-Nishimura, Plant Cell Physiol., 43, 143 (2002).N. Hatsugai, M. Kuroyanagi, K. Yamada, T. Meshi, S. Tsuda, M. Kondo, M. Nishimura, and I. Hara-Nishimura, Science, 305, 855 (2004).M. Kuroyanagi, K. Yamada, N. Hatsugai, M. Kondo, M. Nishimura, and I. Hara-Nishimura, J. Biol. Chem., 280, 32914 (2005).
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RS AND SuBSTRATESPRODUCT GRADE CODE QTy PRICE Z-Arg-OBzl(p-NO2) • HBr
Benzyloxycarbonyl-l-arginine p-nitrobenzyl ester • Monohydrobromide (M.W. 443.45 • 80.91) C21H25N5O6 • HBr [96723-72-7]
A SRB-3157-20 °C
0.1 g1 g
35120
Z-Asp-CH2-DCB See Code ICE-3174-v on page 158.Z-Glu-Lys(bio)-Asp-aomk See Code ICA-3189-v on page 158. Z-Glu-Lys(Biotinyl)-Asp-CH2-DCB See Code ICA-3189-v on page 158.
Z-Gly-LeuBenzyloxycarbonylglycyl-l-leucine (M.W. 322.36) C16H22N2O5 [1421-69-8]
AA SGL-3019-20 °C
0.1 g1 g
25160
Z-Gly-Leu-NH2Benzyloxycarbonylglycyl-l-leucine amide (M.W. 321.37) C16H23N3O4 [7535-72-0]
AA SGL-3037-20 °C
0.1 g1 g
3080
Z-Gly-PheBenzyloxycarbonylglycyl-l-phenylalanine (M.W. 356.37) C19H20N2O5 [1170-76-9]
AA SGF-3020-20 °C
0.1 g1 g
2255
Z-Gly-Phe-NH2Benzyloxycarbonylglycyl-l-phenylalanine amide (M.W. 355.39) C19H21N3O4 [5513-69-9]
AA SGF-3021-20 °C
0.1 g1 g
3080
Z-Gly-ProBenzyloxycarbonylglycyl-l-proline (M.W. 306.31) C15H18N2O5 [1160-54-9]
AA SGP-3055-20 °C
0.1 g1 g
2255
Z-Gly-Pro-LeuBenzyloxycarbonylglycyl-l-prolyl-l-leucine (M.W. 419.47) C21H29N3O6 [2646-63-1]
AA SGL-3039-20 °C
0.1 g1 g
40180
Z-Gly-Pro-Leu-GlyBenzyloxycarbonylglycyl-l-prolyl-l-leucyl-glycine (M.W. 476.52) C23H32N4O7
AA SGG-3040-20 °C
0.1 g1 g
55340
Z-Ile-Glu(OtBu)-Ala-Leu-H (aldehyde) See Code IAT-3169-v on page 171.Z-Leu-Leu-H (aldehyde) See Code IZL-3178-v on page 155.Z-Leu-Leu-Leu-H (aldehyde) See Code IZL-3175-v on page 162.Z-Leu-Leu-Nva-H (aldehyde) See Code IAT-3170-v on page 171.
Z-Phe-TyrBenzyloxycarbonyl-l-phenylalanyl-l-tyrosine (M.W. 462.49) C26H26N2O6
AA SFy-3044-20 °C
0.1 g1 g
3080
Z-Tyr-GluBenzyloxycarbonyl-l-tyrosyl-l-glutamic acid (M.W. 444.43) C22H24N2O8 [988-70-5]
AA SyE-3069-20 °C
0.1 g1 g
30115
Z-Tyr-ONpBenzyloxycarbonyl-l-tyrosine p-nitrophenyl ester (M.W. 436.41) C23H20N2O7 [3556-56-7]
A-B SyN-3016-20 °C
0.1 g1 g
2560
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Design of FRETS-25XaaEach substrate (SFA-3701-v - SFV-3719-v) in the FRETS-25Xaa series contains a highly fluorescent 2-(N-methylamino)benzoyl (Nma) group linked to the side chain of the amino-terminal d-2,3-diamino proprionic acid (D-A2pr) residue, which is efficiently quenched by a 2,4-dinitrophenyl (Dnp) group linked to the e-amino function of Lys. Xaa represents a fixed position of each of the 19 natural amino acids excluding Cys (noted in product name, code SFA-3701-v - SFV-3719-v). A mixture of 5 amino acid residues (P, Y, K, I, and D) is at the Yaa position along with a mixture of 5 amino acid residues (F, A, V, E, and R) at the Zaa position for each fixed Xaa. This provides a peptide mixture of 25 combinations of each Xaa series resulting in a combinatorial library totaling 475 peptide substrates. Both Nma and Dnp groups are linked to the side chain of the individual residues, allowing for the determination of the cleavage site by a specific enzyme, through mass spectrometric analysis and Edman degradation as well.
PrincipleWhen an enzyme of interest cleaves any peptide bond between d-A2pr(Nma) and Lys(Dnp) in the substrate, the fluorescence at λex = 340 nm and λem = 440 nm increases in proportion to the release of the Nma fluorophore from the internal Dnp quencher.
Reagents1) Each substrate stock solutions: each FRETS-25Xaa (Code SFA-3701-v - Code SFV-3719-v) in 1.0 ml of
DMSO (1 mM, total of peptides)2) Reference compounds stock solution: a 1:1 mixture of two solutions of Code STD-3720-v and Code STD-
3721-v, each of which is reconstituted by dissolving peptides in 0.5 ml of DMSO at the concentration of 2 mM (1 mM, each reference compound)
3) Enzyme solution: an enzyme of interest in an appropriate buffer4) Buffer
Procedure for the deduction of the substrate specificity of an enzyme with unidentified cleavage specificityChoose the proper conditions for the measurement, such as substrate concentration and sensitivity setting, depending on the purpose of the experiment and the instrument available. Described here is one of the recommended procedures for determining the enzymatic cleavage site by the combination of the fluorometric analysis and liquid chromatography-mass spectrometry (LC-MS) analysis.
FRETS* - 25Xaa Series* FRETS: Fluorescence Resonance Energy Transfer Substrates
O
NH
NO2
NO2PheAlaValGluArg
ProTyrLysIleAsp
Xaa -Ala-Phe-Pro-Lys-D-Arg-D-ArgD-A2pr-Gly- - -
Zaa Yaa
Nma Dnp
FRETS 25
Fluorescence-Quenching Substrate Library All library products have the general structure:d-A2pr(Nma)-Gly-[Phe/Ala/Val/Glu/Arg]-[Pro/Tyr/Lys/Ile/Asp]-Gly-Ala-Phe-Pro-Lys(Dnp)-d-Arg-d-Arg where A2pr(Nma) = Nb-[2-(N-Methylamino)benzoyl]-2,3-diaminopropionic acid (Lys(Dnp): Ne-(2,4-dinitrophenyl)lysine)All substrates are sold as trifluoroacetate form and contain 1 µmol of stated library.
Please refer to our complete product brochure for additional experimental details and protocol recommendations. Please contact our technical specialists or refer to our web site for additional information.
Frets (Peptide) Library
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i) Primary screening: selection of the favored Xaa• Substrate solution for primary screening (PS solution): Dilute 20 µl of each of the above substrate stock
solution with 1980 µl of an appropriate buffer (10 µM) • Reference compounds solution for primary screening (PR solution): Dilute 20 µl of the above reference compounds stock solution with 1980 µl of an appropriate buffer (10 µM)
1) Set a fluorescence spectrophotometer at λex = 340 nm and λem = 440 nm2) Mix one of the PS solution and the PR solution in ratios of 10/0, 9/1, 8/2, 5/5 and 0/103) Measure the fluorescence of the prepared solutions to obtain the calibration curve for the cleaved products4) Pipette 200 µl each of all PS solutions into the cells and incubate them in the fluorescence
spectrophotometer for 3 min (temperature equilibration)5) Measure the fluorescence of each solution (initial fluorescence blank)6) Add an appropriate volume of enzyme solution7) Record the increase of the fluorescence intensity8) Terminate the enzymatic reaction by using a proper inhibitor (leupeptin, E-64, pepstatin, EDTA and so on)
or changing the pH of the reaction medium (using TCA, AcOH, NaOH and so on)9) Choose the best Xaa-containing substrate for secondary screening
ii) Secondary screening: identification of the specificity of the enzyme (I)• Substrate solution for secondary screening (SS solution): Dilute 200 µl of the stock solution of the best Xaa-containing substrate chosen by the above primary screening with 1800 µl of an appropriate buffer (100 µM) • Reference compounds solution for secondary screening (SR solution): Dilute 200 µl of the above reference compounds stock solution with 1800 µl of an appropriate buffer (100 µM)
1) Set a fluorescence spectrophotometer at λex = 340 nm and λem = 440 nm2) Mix the SS solution and the SR solution in ratios of 100/0, 95/5, 90/10, 80/20, 50/50 and 0/1003) Measure the fluorescence of the prepared solutions to obtain the calibration curve for the cleaved products4) Pipette 200 µl of the SS solution into the cells and incubate them in the fluorescence spectrophotometer for
3 min (temperature equilibration)5) Measure the fluorescence of each solution (initial fluorescence blank)6) Add an appropriate volume of enzyme solution7) Record the increase of the fluorescence intensity8) Terminate the enzymatic reaction by using a proper inhibitor or changing the pH of the reaction medium upon
completion of the reaction at the points of 0%, 5%, 10% and 20% of the total9) Subject 100 µl aliquots to LC-MS
iii) LC-MS: identification of the specificity of the enzyme (2) • Analytical conditions column: ODS eluant: A) H2O containing 0.05% TFA, B) CH3CN containing 0.05% TFA gradient: 10% to 40% B) in A) over 50 min detection: UV at 220 nm and 400 nm or fluorescence
1) Inject 100 µl aliquots of each terminated solution at different stages of the reaction2) Measure the MW of the cleaved product(s) in the peak(s) with the absorbance at 220 nm but not with 400 nm
[identification of the N-terminal segment(s)]3) Deduce their structure from the attached list of the theoretical MW for the cleaved products *Comment 1: If the N-terminal segment has the identical retention time to the C-terminal segment or one of the starting uncleaved substrates, detection of the products by fluorescence is recommended. *Comment 2: In the accidental case where the two products with the same MW (ex. Zaa-Yaa=Phe-Asp and Val-Tyr, Glu-Asp and Phe-Pro) are generated from one of the substrates, their analyses should be carried out by MS-MS sequencing and/or by Edman degradation.
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TES Usefulness and limitation of FRETS-25Xaa series for screening of substrate
specificities of proteases We have confirmed that FRETS-25Xaa series are effectively used for the assay of numerous proteases such as trypsin, chymotyrpsin, elastase, thrombin, papain, calpain, pepsin and thermolysin. However, they did not work well for the assay of caspase-3 and furin, probably because they have only three changeable sites (Zaa-Yaa-Xaa) in each substrate (deficiency of P4 site). This fact implies that FRETS-25Xaa might not be applicable to the assay of an enzyme with wide range interacting sites with substrate.
1. K. Takada, M. Tsunemi, Y. Nishiuchi, and T. Kimura, A Fluorescence Resonance Energy Transfer Substrate (FRETS) Library for Determining Protease Specificity. [Peptide Revolution: Genomic, Proteomics & Therapeutics] (Proceedings of the 18th American Peptide Symposium) 327 (2003).2. S. Tanskul, K. Oda, H. Oyama, N. Noparatnaraporn, M. Tsunemi, and K. Takada, Substrate specificity of alkaline serine proteinase isolated from photosynthetic bacterium, Rubrivivax gelatinosus KDDS1. Biochem. Biophys. Res. Commun., 309, 547 (2003).
PRODUCT CODE QTy PRICEFRETS (Peptide) Library
Please refer to instructions on page 208-209.
FRETS-25Ala(Trifluoroacetate Form) d-A2pr(Nma)-Gly-[Phe/Ala/Val/Glu/Arg]-[Pro/Tyr/Lys/Ile/Asp]-Ala-Ala-Phe-Pro-Lys(Dnp)-d-Arg-d-Arg
SFA-3701-v-20 °C
1 mmolvial
120
A2pr(Nma) : Nb-[2-(Methylamino)benzoyl]-2,3-diaminopropionic acid (Lys(Dnp): Nε-(2,4-dinitrophenyl)lysine) Fluorescence-Quenching Substrate Library
FRETS-25Arg(Trifluoroacetate Form) d-A2pr(Nma)-Gly-[Phe/Ala/Val/Glu/Arg]-[Pro/Tyr/Lys/Ile/Asp]-Arg-Ala-Phe-Pro-Lys(Dnp)-d-Arg-d-Arg
SFR-3702-v-20 °C
1 mmolvial
120
A2pr(Nma) : Nβ-[2-(Methylamino)benzoyl]-2,3-diaminopropionic acid (Lys(Dnp): Nε-(2,4-dinitrophenyl)lysine) Fluorescence-Quenching Substrate Library
FRETS-25Asn(Trifluoroacetate Form) d-A2pr(Nma)-Gly-[Phe/Ala/Val/Glu/Arg]-[Pro/Tyr/Lys/Ile/Asp]-Asn-Ala-Phe-Pro-Lys(Dnp)-d-Arg-d-Arg
SFN-3703-v-20 °C
1 mmolvial
120
A2pr(Nma) : Nβ-[2-(Methylamino)benzoyl]-2,3-diaminopropionic acid (Lys(Dnp): Nε-(2,4-dinitrophenyl)lysine) Fluorescence-Quenching Substrate Library
FRETS-25Asp(Trifluoroacetate Form) d-A2pr(Nma)-Gly-[Phe/Ala/Val/Glu/Arg]-[Pro/Tyr/Lys/Ile/Asp]-Asp-Ala-Phe-Pro-Lys(Dnp)-d-Arg-d-Arg
SFD-3704-v-20 °C
1 mmolvial
120
A2pr(Nma) : Nb-[2-(Methylamino)benzoyl]-2,3-diaminopropionic acid (Lys(Dnp): Ne-(2,4-dinitrophenyl)lysine) Fluorescence-Quenching Substrate Library
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RS AND SuBSTRATESPRODUCT GRADE CODE QTy PRICE FRETS-25Gln
(Trifluoroacetate Form) d-A2pr(Nma)-Gly-[Phe/Ala/Val/Glu/Arg]-[Pro/Tyr/Lys/Ile/Asp]-Gln-Ala-Phe-Pro-Lys(Dnp)-d-Arg-d-Arg
SFQ-3705-v-20 °C
1 mmolvial
120
A2pr(Nma) : Nb-[2-(Methylamino)benzoyl]-2,3-diaminopropionic acid (Lys(Dnp): Ne-(2,4-dinitrophenyl)lysine) Fluorescence-Quenching Substrate Library
FRETS-25Glu (Trifluoroacetate Form) d-A2pr(Nma)-Gly-[Phe/Ala/Val/Glu/Arg]-[Pro/Tyr/Lys/Ile/Asp]- Glu-Ala-Phe-Pro-Lys(Dnp)-d-Arg-d-Arg
SFE-3706-v-20 °C
1 mmolvial
120
A2pr(Nma) : Nb-[2-(Methylamino)benzoyl]-2,3-diaminopropionic acid (Lys(Dnp): Ne-(2,4-dinitrophenyl)lysine) Fluorescence-Quenching Substrate Library
FRETS-25Gly (Trifluoroacetate Form) d-A2pr(Nma)-Gly-[Phe/Ala/Val/Glu/Arg]-[Pro/Tyr/Lys/Ile/Asp]- Gly-Ala-Phe-Pro-Lys(Dnp)-d-Arg-d-Arg
SFG-3707-v-20 °C
1 mmolvial
120
A2pr(Nma) : Nb-[2-(Methylamino)benzoyl]-2,3-diaminopropionic acid (Lys(Dnp): Ne-(2,4-dinitrophenyl)lysine) Fluorescence-Quenching Substrate Library
FRETS-25His (Trifluoroacetate Form) d-A2pr(Nma)-Gly-[Phe/Ala/Val/Glu/Arg]-[Pro/Tyr/Lys/Ile/Asp]- His-Ala-Phe-Pro-Lys(Dnp)-d-Arg-d-Arg
SFH-3708-v-20 °C
1 mmolvial
120
A2pr(Nma) : Nβ-[2-(Methylamino)benzoyl]-2,3-diaminopropionic acid (Lys(Dnp): Nε-(2,4-dinitrophenyl)lysine) Fluorescence-Quenching Substrate Library
FRETS-25Ile (Trifluoroacetate Form) d-A2pr(Nma)-Gly-[Phe/Ala/Val/Glu/Arg]-[Pro/Tyr/Lys/Ile/Asp]- Ile-Ala-Phe-Pro-Lys(Dnp)-d-Arg-d-Arg
SFI-3709-v-20 °C
1 mmolvial
120
A2pr(Nma) : Nβ-[2-(Methylamino)benzoyl]-2,3-diaminopropionic acid (Lys(Dnp): Nε-(2,4-dinitrophenyl)lysine) Fluorescence-Quenching Substrate Library
FRETS-25Leu (Trifluoroacetate Form) d-A2pr(Nma)-Gly-[Phe/Ala/Val/Glu/Arg]-[Pro/Tyr/Lys/Ile/Asp]- Leu-Ala-Phe-Pro-Lys(Dnp)-d-Arg-d-Arg
SFL-3710-v-20 °C
1 mmolvial
120
A2pr(Nma) : Nβ-[2-(Methylamino)benzoyl]-2,3-diaminopropionic acid (Lys(Dnp): Nε-(2,4-dinitrophenyl)lysine) Fluorescence-Quenching Substrate Library
FRETS-25Lys(Trifluoroacetate Form)d-A2pr(Nma)-Gly-[Phe/Ala/Val/Glu/Arg]-[Pro/Tyr/Lys/Ile/Asp]- Lys-Ala-Phe-Pro-Lys(Dnp)-d-Arg-d-Arg
SFK-3711-v-20 °C
1 mmolvial
120
A2pr(Nma) : Nβ-[2-(Methylamino)benzoyl]-2,3-diaminopropionic acid (Lys(Dnp): Nε-(2,4-dinitrophenyl)lysine) Fluorescence-Quenching Substrate Library
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PRODUCT GRADE CODE QTy PRICE
FRETS-25Met (Trifluoroacetate Form) d-A2pr(Nma)-Gly-[Phe/Ala/Val/Glu/Arg]-[Pro/Tyr/Lys/Ile/Asp]- Met-Ala-Phe-Pro-Lys(Dnp)-d-Arg-d-Arg
SFM-3712-v-20 °C
1 mmolvial
120
A2pr(Nma) : Nβ-[2-(Methylamino)benzoyl]-2,3-diaminopropionic acid (Lys(Dnp): Nε-(2,4-dinitrophenyl)lysine) Fluorescence-Quenching Substrate Library
FRETS-25Phe (Trifluoroacetate Form) d-A2pr(Nma)-Gly-[Phe/Ala/Val/Glu/Arg]-[Pro/Tyr/Lys/Ile/Asp]- Phe-Ala-Phe-Pro-Lys(Dnp)-d-Arg-d-Arg
SFF-3713-v-20 °C
1 mmolvial
120
A2pr(Nma) : Nβ-[2-(Methylamino)benzoyl]-2,3-diaminopropionic acid (Lys(Dnp): Nε-(2,4-dinitrophenyl)lysine) Fluorescence-Quenching Substrate Library
FRETS-25Pro (Trifluoroacetate Form) d-A2pr(Nma)-Gly-[Phe/Ala/Val/Glu/Arg]-[Pro/Tyr/Lys/Ile/Asp]- Pro-Ala-Phe-Pro-Lys(Dnp)-d-Arg-d-Arg
SFP-3714-v-20 °C
1 mmolvial
120
A2pr(Nma) : Nβ-[2-(Methylamino)benzoyl]-2,3-diaminopropionic acid (Lys(Dnp): Nε-(2,4-dinitrophenyl)lysine) Fluorescence-Quenching Substrate Library
FRETS-25Ser(Trifluoroacetate Form) d-A2pr(Nma)-Gly-[Phe/Ala/Val/Glu/Arg]-[Pro/Tyr/Lys/Ile/Asp]- Ser-Ala-Phe-Pro-Lys(Dnp)-d-Arg-d-Arg
SFS-3715-v-20 °C
1 mmolvial
120
A2pr(Nma) : Nβ-[2-(Methylamino)benzoyl]-2,3-diaminopropionic acid (Lys(Dnp): Nε-(2,4-dinitrophenyl)lysine) Fluorescence-Quenching Substrate Library
FRETS-25Thr(Trifluoroacetate Form) d-A2pr(Nma)-Gly-[Phe/Ala/Val/Glu/Arg]-[Pro/Tyr/Lys/Ile/Asp]- Thr-Ala-Phe-Pro-Lys(Dnp)-d-Arg-d-Arg
SFT-3716-v-20 °C
1 mmolvial
120
A2pr(Nma) : Nβ-[2-(Methylamino)benzoyl]-2,3-diaminopropionic acid (Lys(Dnp): Nε-(2,4-dinitrophenyl)lysine) Fluorescence-Quenching Substrate Library
FRETS-25Trp(Trifluoroacetate Form) d-A2pr(Nma)-Gly-[Phe/Ala/Val/Glu/Arg]-[Pro/Tyr/Lys/Ile/Asp]- Trp-Ala-Phe-Pro-Lys(Dnp)-d-Arg-d-Arg
SFW-3717-v-20 °C
1 mmolvial
120
A2pr(Nma) : Nβ-[2-(Methylamino)benzoyl]-2,3-diaminopropionic acid (Lys(Dnp): Nε-(2,4-dinitrophenyl)lysine) Fluorescence-Quenching Substrate Library
FRETS-25Tyr(Trifluoroacetate Form) d-A2pr(Nma)-Gly-[Phe/Ala/Val/Glu/Arg]-[Pro/Tyr/Lys/Ile/Asp]- Tyr-Ala-Phe-Pro-Lys(Dnp)-d-Arg-d-Arg
SFy-3718-v-20 °C
1 mmolvial
120
A2pr(Nma) : Nb-[2-(Methylamino)benzoyl]-2,3-diaminopropionic acid (Lys(Dnp): Ne-(2,4-dinitrophenyl)lysine) Fluorescence-Quenching Substrate Library
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ENZYME INHIBITO
RS AND SuBSTRATESPRODUCT GRADE CODE QTy PRICE FRETS-25Val
(Trifluoroacetate Form) d-A2pr(Nma)-Gly-[Phe/Ala/Val/Glu/Arg]-[Pro/Tyr/Lys/Ile/Asp]- Val-Ala-Phe-Pro-Lys(Dnp)-d-Arg-d-Arg
SFV-3719-v-20 °C
1 mmolvial
120
A2pr(Nma) : Nb-[2-(Methylamino)benzoyl]-2,3-diaminopropionic acid (Lys(Dnp): Ne-(2,4-dinitrophenyl)lysine) Fluorescence-Quenching Substrate Library
FRETS-25-STD1d-A2pr(Nma)-Gly
STD-3720-v-20 °C
1 mmolvial
30
A2pr(Nma) : Ne-[2-(Methylamino)benzoyl]-2,3-diaminopropionic acid (M.W. 294.31) C13H18N4O4 Standard Compound 1 for Fluorescence-Quenching Substrate Library FRETS-25 Xaa Series
FRETS-25-STD2 (Trifluoroacetate Form) Ala-Phe-Pro-Lys(Dnp)-d-Arg-d-Arg- (Lys(Dnp): Ne-(2,4-dinitrophenyl)lysine) (M.W. 940.02) C41H61N15O11
STD-3721-v-20 °C
1 mmolvial
30
Standard Compound 2 for Fluorescence-Quenching Substrate Library FRETS-25 Xaa Series
PEPT
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210 Order Hotline 1-800-777-4779 502-266-8787
PRODUCT GRADE CODE QTy PRICE
Polypeptides(Pro-Pro-Gly)5 • H2O
(M.W. 1274.4) C60H87N15O16 Purity: higher than 97% by HPLC
OPG-4005-20 °C
25 mg100 mg
60170
K. Kivirrikko, K. Suga, Y. Kishida, S. Sakakibara, and D.J. Prockop, Biochem. Biophys. Res. Commun., 45, 1591 (1971). (Chem. Synthesis and Biochem.)
(Pro-Pro-Gly)10 • H2O(M.W. 2530.8) C120H172N30O31 Purity: higher than 95% by HPLC
OPG-4006-20 °C
25 mg100 mg
85250
S. Sakakibara, Y. Kishida, Y. Kikuchi, R. Sakai, and K. Kakiuchi, Bull. Chem. Soc. Japan, 41, 1273 (1968). (Chem. Synthesis)
(Pro-Hyp-Gly)5 • H2O(M.W. 1354.4) C60H87N15O21 Purity: higher than 96% by HPLC
OPG-4032-20 °C
25 mg 400
S. Sakakibara, K. Inouye, K. Shudo, Y. Kishida, Y. Kobayashi, and D.J. Prockop, Biochim. Biophys. Acta., 303, 198 (1973). (Chem. Synthesis)
(Pro-Hyp-Gly)10 • H2O(M.W. 2690.8) C120H172N30O41 Purity: higher than 90% by HPLC
OPG-4033-20 °C
25 mg 595
S. Sakakibara, K. Inouye, K. Shudo, Y. Kishida, Y. Kobayashi, and D.J. Prockop, Biochim. Biophys. Acta., 303, 198 (1973). (Chem. Synthesis)
Poly-l-Glutamic Acid Sodium SaltM.W. > 8000 cut off by dialysis, NCA polymer-ized product
OEE-3063-20 °C
0.1 g1 g
47233
Poly-l-lysine HydrobromideM.W. > 8000 cut off by dialysis, NCA polymer-ized product
OKK-3056-20 °C
0.1 g1 g
47233
Poly-l-lysine HydrochlorideM.W. > 8000 cut off by dialysis, NCA polymer-ized product [26124-78-7]
OKK-3075-20 °C
0.1 g1 g
47233
OligopeptidesDipeptidesb-Ala-His [Carnosine]
b-alanyl-l-Histidine (M.W. 226.23) C9H14N4O3 [305-84-0]
AA OAH-3085-20 °C
1 g5 g
3580
Glu-Glul-glutamyl-l-Glutamic Acid (M.W. 276.24) C10H16N2O7 [3929-61-1]
A OEE-3080-20 °C
0.1 g1 g
40200
Gly-GlyGlycyl-glycine (M.W. 132.12) C4H8N2O3 [556-50-3]
AA OGG-3028-20 °C
5 g25 g
100 g
253570
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ENZYME INHIBITO
RS AND SuBSTRATESPRODUCT GRADE CODE QTy PRICE Gly-Leu
Glycyl-l-leucine (M.W. 188.23) C8H16N2O3 [869-19-2]
AA OGL-3022-20 °C
0.1 g1 g5 g
2540
105
Gly-PheGlycyl-l-phenylalanine (M.W. 222.24) C11H14N2O3 [3321-03-7]
AA OGF-3053-20 °C
0.1 g1 g
2240
Gly-Phe-NH2 • AcOHGlycyl-l-phenylalanine amide (M.W. 221.26 • 60.05) C11H15N3O2 • CH3COOH [13467-26-0]
AA OGF-3023-20 °C
0.1 g1 g
3080
Gly-ProGlycyl-l-proline (M.W. 172.18) C7H12N2O3 [704-15-4]
AA OGP-3052-20 °C
0.1 g1 g
3060
His-Leul-histidyl-l-leucine (M.W. 268.31) C12H20N4O3 [7763-65-7]
AA OHL-3065-20 °C
0.1 g1 g
30105
Leu-Gly • ½ H2Ol-leucyl-glycine (M.W. 188.22 • 9.01] C8H16N2O3 • ½ H2O [686-50-0]
AA OLG-3024-20 °C
0.1 g1 g
2555
cyclo (Leu-Gly) [Morphine Tolerance Peptide]
Cyclo (l-leucyl-l-glycine)
PMI-4070-20 °C
25 mg100 mg
50130
R. Walter, R.F. Ritzmann, H.N. Bhargava, and L.B. Flexner, Proc. Natl. Acad. Sci. USA, 76, 518 (1979). (Original)I
Met-Metl-methionyl-l-Methionine (M.W. 280.41) C10H20N2O3S2 [7349-78-2]
A OMM-3152-20 °C
0.1 g1 g
40170
Pyr-Alal-Pyroglutamyl-l-alanine (M.W. 200.19) C8H12N2O4 [21282-08-6] Substrate for Pyroglutamyl Peptidase
AA OVA-3079-20 °C
0.1 g1 g
32130
R.F. Doolittle, In, Proteolytic Enzymes, Methods in Enzymology, Vol. 19, (G.E. Perlmann and L. Lorand, Eds.), Academic Press, New York, 1970, pp. 555-569.
TripeptidesGlu(Cys-Gly) [Glutathione,GSH]
g-l-glutamyl-l-Cysteinyl-glycine (M.W. 307.32) C10H17N3O6S [70-18-8]
B OEG-3050-20 °C
1 g5 g
25 g
223570
Gly-Gly-GlyGlycyl-glycyl-glycine (M.W. 189.17) C6H11N3O4 [556-33-2]
AA OGG-3061-20 °C
1 g5 g
25 g
3080
315
PEPT
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212 Order Hotline 1-800-777-4779 502-266-8787
PRODUCT GRADE CODE QTy PRICE
Gly-Gly-HisGlycyl-glycyl-l-Histidine (M.W. 269.26) C10H15N5O4 [93404-95-06] Cu-Binding Peptide
A OGH-3076-20 °C
0.1 g1 g
50350
S. Lau, T.P.A Kruch, and B. Sarkar, J. Biol. Chem., 249, 5878 (1974).
Gly-His-Lys • AcOH • H2O [Liver-Cell Growth Factor]
l-glycyl-l-histidyl-l-lysine • AcOH • H2O
PLC-4022-20 °C
25 mg100 mg
90190
L. Pickart, L. Thayer, and M.M. Thaler, Biochem. Biophys. Res. Commun., 54, 562 (1973). (Original)
Ile-Pro-Ile • H2O [Diprotin A]
l-isoleucyl-l-Propyl-l-Isoleucine • H2O
IDP-4132-20 °C
25 mg100 mg
75170
(M.W. 341.45 . 18.02 ) C17H31N3O4 • H2O [90614-48-5] Inhibitor for Dipeptidyl Aminopeptidase IVH. Umezawa, T. Aoyagi, K. Ogawa, H. Naganawa, M. Hamada, and T. Takeuchi, J. Antibiotics, 37, 422 (1984). (Original; IC50 & Chem. Structure) • This compound is distributed through the Peptide Institute, Inc. under the license of Microbial Chemistry Research Foundation.
Leu-Gly-Glyl-leucyl-glycyl-glycine (M.W. 245.28) C10H19N3O4
AA OLG-3025-20 °C
0.1 g1 g
30110
Pro-Leu-Gly-NH2 • ½H2O [MSH-Release Inhibiting Factor; MIF]
l-prolyl-l-leucyl-glycine amide • ½H2O
PMI-4024-20 °C
25 mg100 mg
3060
(M.W. 284.35 . 9.01) C13H24N4O3 . ½H2O [2002-44-0]
A. Vivas and M.E. Celis, J. Endocrinol., 78, 1 (1978). (Pharmacol.)
Pyr-His-Pro-NH2 • H2O TRH (Thyrotropin Releasing Hormone)
l-Pyroglutamyl-l-histidyl-l-proline amide (M.W. 362.39 • 18.02) C16H22N6O4 • 4H2O
AA PTR-4011-20 °C
25 g100 g
55150
R. Burgus, T.F. Dunn, D. Desiderio, and R. Guillemin, C.R. Acad. Sci. Paris, 269, 1870 (1969) (Original; Ovine) J. Bøler, F. Enzman, K. Folkers, C.Y. Bowers, and A.V. Schally, Biochem. Biophys. Res. Commun., 37, 705 (1969). (Original; Porcine)
Thr-Val-Leu [Schizophrenia Related Peptide]
l-threonyl-l-valyl-l-Leuine (M.W. 331.41) C15H29N3O5
C.E. Frohman, Chem. Eng. News, 55, 35 (1977). (Original)
PSC-4061-20 °C
25 mg100 mg
99205
TetrapeptidesArg-Gly-Asp-Ser • ½AcOH • 2H2O [Fibronectin Active Fragment (RGDS)]
l-arginyl-l-glycyl-l-aspartyl-l-Serine
PFA-4171-20 °C
25 mg100 mg
285910
(M.W. 433.42 • 30.03 • 36.03 ) C15H27N7O8 • ½CH3COOH • 2H2OM.D. Piershbacher and E. Ruoslahti, Nature, 309, 30 (1984). (Original) D.M. Haverstick, J.F. Cowan, K.M. Yamada, and S.A. Santoro, Blood, 66, 946 (1985). (Pharmacol.)
PEPTIDES INTERNATIONAL
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ENZYME INHIBITO
RS AND SuBSTRATESPRODUCT GRADE CODE QTy PRICE Gly-Gly-Tyr-Arg • AcOH • 2H2O
Glycyl-glycyl-l-tyrosyl-l-arginineOGG-3119
-20 °C
0.1 g1 g
70350
(M.W. 451.48 • 60.05 • 36.03) C19H29N7O6 • CH3COOH • 2H2O Affinity Ligand for PapainM.O. Funk, Y. Nakagawa, J. Skochdopole, and E.T. Kaiser, Int. J. Peptide Protein Res., 13, 296, (1979).
Phe-Met-Arg-Phe-NH2 • 1½ AcOH • 2H2O [FMRF-amide]
l-Phenyl-l-methionyl-l-arginyl-l-phenylalanine amide 1½AcOH • 2H2O
PFM-4142 -20 °C
25 mg100 mg
275790
(M.W. 598.76 • 90.08 • 36.03 ) C29H42N8O4S • 1½CH3COOH • 2H2O D.A. Price and M.J. Greenberg, Science, 197, 670 (1977). (Original)
Thr-Lys-Pro-Arg • 2AcOH • 4H2O [Tuftsin]
l-threonyl-l-lysyl-l-prolyl-l-arginine
PTF-4020-20 °C
25 mg100 mg
145340
(M.W. 500.59 • 120.10 • 72.06 ) C21H40N8O6 • 2CH3COOH • 4H2O [72103-53-8] Phagocytosis-Stimulating PeptideK. Nishioka, A. Constantpoulos , P.S. Satoh, and V.A. Najjar, Biochem. Biophys. Res. Commun., 47, 172 (1972). (Original) K. Nishioka, P.S. Satoh, A. Constantpoulos, and V.A. Najjar, Biochim. Biophys. Acta, 310, 230 (1973). (Chem. Synthesis & Pharmacol.)
Trp-Met-Asp-Phe-NH2 • HCl • H2O [CCK-Tetrapeptide (30-33)]
PCK-4083-20 °C
25 mg100 mg
120360
l-Trptophyl-l-methionyl-l-aspartyl-l-phenylalanine amide (M.W. 596.70 • 3646 • 18.02 ) C29H36N6O6S • HCI • H2O [5609-49-4]J.F. Rehfeld, L.I. Larsson, N.R. Goltermann, T.W. Schwarz, J.J. Holst, S.L. Jensen, and J.S. Morley, Nature, 284, 33 (1980). (Neural Pharmacol.)