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![Page 1: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/1.jpg)
Potential Improvement inPhotodynamic Therapy for Cancer
Charles Abrams
January 25, 2002
Senior Seminar - Journal ClubBeloit College
![Page 2: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/2.jpg)
Cyclodextrin Dimers as Cleavable Carriers of Photodynamic Sensitizers
Baugh, S.D.P., Breslow, R.*, et.al.
J. Am. Chem. Soc. 2001, 123, 12488.
![Page 3: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/3.jpg)
What is Photodynamic Therapy ?
![Page 4: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/4.jpg)
What is Photodynamic Therapy ?
Human figure from A.D.A.M. Inside Story, A.D.A.M. Software, Atlanta, 1994.
![Page 5: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/5.jpg)
What is Photodynamic Therapy ?
National Cancer Institute website, cis.nci.nih.gov/fact/7_7.htm accessed 1/17/02
![Page 6: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/6.jpg)
What is Photodynamic Therapy ?
visible laser
National Cancer Institute website, cis.nci.nih.gov/fact/7_7.htm accessed 1/17/02
![Page 7: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/7.jpg)
What is Photodynamic Therapy ?
visible laser
National Cancer Institute website, cis.nci.nih.gov/fact/7_7.htm accessed 1/17/02
![Page 8: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/8.jpg)
What is Photodynamic Therapy ?
National Cancer Institute website, cis.nci.nih.gov/fact/7_7.htm accessed 1/17/02
![Page 9: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/9.jpg)
What is Photodynamic Therapy ?
This sucks!
National Cancer Institute website, cis.nci.nih.gov/fact/7_7.htm accessed 1/17/02
Patient mustavoid sunlight!
![Page 10: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/10.jpg)
New Idea: Encapsulate Photosensitizers
Möser, J.G.; Ruebner, A.; et.al. in Proc. 8th Internat. Symp. on Cyclodextrins; Szetli, J.Ed. Kluwer: Boston 1996; pp71-76
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New Idea: Encapsulate Photosensitizers
Möser, J.G.; Ruebner, A.; et.al. in Proc. 8th Internat. Symp. on Cyclodextrins; Szetli, J.Ed. Kluwer: Boston 1996; pp71-76
![Page 12: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/12.jpg)
New Idea: Encapsulate Photosensitizers
visible laser
Möser, J.G.; Ruebner, A.; et.al. in Proc. 8th Internat. Symp. on Cyclodextrins; Szetli, J.Ed. Kluwer: Boston 1996; pp71-76
![Page 13: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/13.jpg)
New Idea: Encapsulate Photosensitizers
visible laser
Möser, J.G.; Ruebner, A.; et.al. in Proc. 8th Internat. Symp. on Cyclodextrins; Szetli, J.Ed. Kluwer: Boston 1996; pp71-76
![Page 14: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/14.jpg)
New Idea: Encapsulate Photosensitizers
visible laser
Möser, J.G.; Ruebner, A.; et.al. in Proc. 8th Internat. Symp. on Cyclodextrins; Szetli, J.Ed. Kluwer: Boston 1996; pp71-76
![Page 15: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/15.jpg)
New Idea: Encapsulate Photosensitizers
visible laser
Möser, J.G.; Ruebner, A.; et.al. in Proc. 8th Internat. Symp. on Cyclodextrins; Szetli, J.Ed. Kluwer: Boston 1996; pp71-76
![Page 16: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/16.jpg)
New Idea: Encapsulate Photosensitizers
visible laser
Möser, J.G.; Ruebner, A.; et.al. in Proc. 8th Internat. Symp. on Cyclodextrins; Szetli, J.Ed. Kluwer: Boston 1996; pp71-76
![Page 17: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/17.jpg)
New Idea: Encapsulate Photosensitizers
visible laser
Möser, J.G.; Ruebner, A.; et.al. in Proc. 8th Internat. Symp. on Cyclodextrins; Szetli, J.Ed. Kluwer: Boston 1996; pp71-76
![Page 18: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/18.jpg)
New Idea: Encapsulate Photosensitizers
Möser, J.G.; Ruebner, A.; et.al. in Proc. 8th Internat. Symp. on Cyclodextrins; Szetli, J.Ed. Kluwer: Boston 1996; pp71-76
![Page 19: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/19.jpg)
New Idea: Encapsulate Photosensitizers
Möser, J.G.; Ruebner, A.; et.al. in Proc. 8th Internat. Symp. on Cyclodextrins; Szetli, J.Ed. Kluwer: Boston 1996; pp71-76
![Page 20: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/20.jpg)
Encapsulate withcyclodextrin dimers
which havephotocleavable linkers
Möser, J.G.; Ruebner, A.; et.al. in Proc. 8th Internat. Symp. on Cyclodextrins; Szetli, J.Ed. Kluwer: Boston 1996; pp71-76
![Page 21: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/21.jpg)
What Is Cyclodextrin?
OHO
HO OH
OH
OH
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What Is Cyclodextrin?
OHO
HO OH
O
OH
O
HO OH
OH
OH
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What Is Cyclodextrin?
O
HO OH
OH
OH
OHO
HO OH
O
OH
O
HO OH
O
OH
![Page 24: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/24.jpg)
What Is Cyclodextrin?
O
HO OH
OH
OH
OHO
HO OH
O
OH
O
HO OH
O
OH
5
![Page 25: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/25.jpg)
What Is Cyclodextrin?
O
HO OH
O
OH
OO
HO OH
O
OH
O
HO OH
O
OH
5
![Page 26: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/26.jpg)
What Is Cyclodextrin?
Cyclodextrin 3D structure from Chem3D
![Page 27: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/27.jpg)
What Is Cyclodextrin?
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Why a Cyclodextrin Dimer?
Möser, J.G.; Ruebner, A.; et.al. in Proc. 8th Internat. Symp. on Cyclodextrins; Szetli, J.Ed. Kluwer: Boston 1996; pp71-76
![Page 29: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/29.jpg)
Why a Cyclodextrin Dimer?
Möser, J.G.; Ruebner, A.; et.al. in Proc. 8th Internat. Symp. on Cyclodextrins; Szetli, J.Ed. Kluwer: Boston 1996; pp71-76
![Page 30: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/30.jpg)
Why a Cyclodextrin Dimer?
Möser, J.G.; Ruebner, A.; et.al. in Proc. 8th Internat. Symp. on Cyclodextrins; Szetli, J.Ed. Kluwer: Boston 1996; pp71-76
![Page 31: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/31.jpg)
Why a Cyclodextrin Dimer?
Möser, J.G.; Ruebner, A.; et.al. in Proc. 8th Internat. Symp. on Cyclodextrins; Szetli, J.Ed. Kluwer: Boston 1996; pp71-76
![Page 32: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/32.jpg)
What Is The Linker?
Ruebner, A., Breslow, R., et. al. PNAS 1999, 14692.
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What Is The Linker?
Ruebner, A., Breslow, R., et. al. PNAS 1999, 14692.
S
HN
S
O
S
HN
S
O
S
HN
S
O
S
HN
S
O
S
HN
S
O
S
HN
S
O
OO
O O
O2, light, sensitizer
Spontaneous
![Page 34: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/34.jpg)
What Is The Linker?
Ruebner, A., Breslow, R., et. al. PNAS 1999, 14692.
S
HN
S
O
S
HN
S
O
S
HN
S
O
S
HN
S
O
S
HN
S
O
S
HN
S
O
OO
O O
O2, light, sensitizer
Spontaneous
![Page 35: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/35.jpg)
What Is The Linker?
Ruebner, A., Breslow, R., et. al. PNAS 1999, 14692.
S
HN
S
O
S
HN
S
O
S
HN
S
O
S
HN
S
O
S
HN
S
O
S
HN
S
O
OO
O O
O2, light, sensitizer
Spontaneous
![Page 36: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/36.jpg)
Dimer Structures
![Page 37: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/37.jpg)
Linker Design
Baugh, S.D.P, Breslow, R., et. al. JACS 2001, 123, 12488.
SS S
S
S SNH
NH
S
HN
S
O
S
HN
S
O
OO
S SNH
NH
OO
22 Å
20 Å
18 Å
16 Å
![Page 38: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/38.jpg)
Photosensitizers
N
N
N
NN
N
NN
Zn
phthalocyanines
Baugh, S.D.P, Breslow, R., et. al. JACS 2001, 123, 12488.
![Page 39: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/39.jpg)
Photosensitizersphthalocyanines
C
C
N
N
N
N
N
NN
N
NN
4
1) Li, pentanol 140 °C, 2 hr2) Zn(OAc)2, K2CO3 DMF, 20 h
60% yield!
Zn
Baugh, S.D.P, Breslow, R., et. al. JACS 2001, 123, 12488. Supplementary material, p. S14
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Photosensitizers
Baugh, S.D.P, Breslow, R., et. al. JACS 2001, 123, 12488.
N
NO N
N
O
N
NON
N
O
HO2C
Zn
![Page 41: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/41.jpg)
Photosensitizers
Baugh, S.D.P, Breslow, R., et. al. JACS 2001, 123, 12488.
N
NO N
N
O
N
NON
N
O
HO2C
Zn
Bindinggroups
O
O
O
O
O
O
O
![Page 42: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/42.jpg)
Photosensitizers
Baugh, S.D.P, Breslow, R., et. al. JACS 2001, 123, 12488.
N
NO N
N
O
N
NON
N
O
HO2C
Zn
25 Å
23 Å
17 Å
23 Å
Bindinggroups
O
O
O
O
O
O
O
![Page 43: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/43.jpg)
Photosensitizers
Baugh, S.D.P, Breslow, R., et. al. JACS 2001, 123, 12488.
N
NO N
N
O
N
NON
N
O
HO2C
Zn
Solubilizinggroups
CO2H
SO3H
Bindinggroups
O
O
O
O
O
O
O
![Page 44: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/44.jpg)
Binding Study
![Page 45: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/45.jpg)
S
HN
S
OS
HN
S
O
SO3H O 20.0
S SNH
NH
OO
O
O 6.05
S SNH
NH
OO
O
O
19.4
O
O 17.6
SS S
S
O
O13.0
7
6
5.3
12
17
15
18
14
15
2113
SO3H
SO3H
SO3H
SO3H
18
Binding Constant
(x 105 M-1)Time for 50%cleavage (min)
Baugh, S.D.P, Breslow, R., et. al. JACS 2001, 123, 12488.
![Page 46: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/46.jpg)
S
HN
S
OS
HN
S
O
SO3H O 20.0
S SNH
NH
OO
O
O 6.05
S SNH
NH
OO
O
O
19.4
O
O 17.6
SS S
S
O
O13.0
7
6
5.3
12
17
15
18
14
15
2113
SO3H
SO3H
SO3H
SO3H
18
Binding Constant
(x 105 M-1)Time for 50%cleavage (min)
Baugh, S.D.P, Breslow, R., et. al. JACS 2001, 123, 12488.
![Page 47: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/47.jpg)
S
HN
S
OS
HN
S
O
SO3H O 20.0
S SNH
NH
OO
O
O 6.05
S SNH
NH
OO
O
O
19.4
O
O 17.6
SS S
S
O
O13.0
7
6
5.3
12
17
15
18
14
15
2113
SO3H
SO3H
SO3H
SO3H
18
Binding Constant
(x 105 M-1)Time for 50%cleavage (min)
Baugh, S.D.P, Breslow, R., et. al. JACS 2001, 123, 12488.
![Page 48: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/48.jpg)
S
HN
S
OS
HN
S
O
SO3H O 20.0
S SNH
NH
OO
O
O 6.05
S SNH
NH
OO
O
O
19.4
O
O 17.6
SS S
S
O
O13.0
7
6
5.3
12
17
15
18
14
15
2113
SO3H
SO3H
SO3H
SO3H
18
Binding Constant
(x 105 M-1)Time for 50%cleavage (min)
Baugh, S.D.P, Breslow, R., et. al. JACS 2001, 123, 12488.
![Page 49: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/49.jpg)
S
HN
S
OS
HN
S
O
SO3H O 20.0
S SNH
NH
OO
O
O 6.05
S SNH
NH
OO
O
O
19.4
O
O 17.6
SS S
S
O
O13.0
7
6
5.3
12
17
15
18
14
15
2113
SO3H
SO3H
SO3H
SO3H
18
Binding Constant
(x 105 M-1)Time for 50%cleavage (min)
Baugh, S.D.P, Breslow, R., et. al. JACS 2001, 123, 12488.
![Page 50: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/50.jpg)
S
HN
S
OS
HN
S
O
SO3H O 20.0
S SNH
NH
OO
O
O 6.05
S SNH
NH
OO
O
O
19.4
O
O 17.6
SS S
S
O
O13.0
7
6
5.3
12
17
15
18
14
15
2113
SO3H
SO3H
SO3H
SO3H
18
Binding Constant
(x 105 M-1)Time for 50%cleavage (min)
Baugh, S.D.P, Breslow, R., et. al. JACS 2001, 123, 12488.
![Page 51: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/51.jpg)
S
HN
S
OS
HN
S
O
SO3H O 20.0
S SNH
NH
OO
O
O 6.05
S SNH
NH
OO
O
O
19.4
O
O 17.6
SS S
S
O
O13.0
7
6
5.3
12
17
15
18
14
15
2113
SO3H
SO3H
SO3H
SO3H
18
Binding Constant
(x 105 M-1)Time for 50%cleavage (min)
Baugh, S.D.P, Breslow, R., et. al. JACS 2001, 123, 12488.
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S
HN
S
OS
HN
S
O
SO3H O 20.0
S SNH
NH
OO
O
O 6.05
S SNH
NH
OO
O
O
19.4
O
O 17.6
SS S
S
O
O13.0
7
6
5.3
12
17
15
18
14
15
2113
SO3H
SO3H
SO3H
SO3H
18
Binding Constant
(x 105 M-1)Time for 50%cleavage (min)
Baugh, S.D.P, Breslow, R., et. al. JACS 2001, 123, 12488.
![Page 53: Potential Improvement in Photodynamic Therapy for Cancer Charles Abrams January 25, 2002 Senior Seminar - Journal Club Beloit College.](https://reader036.fdocuments.us/reader036/viewer/2022070407/56649e2a5503460f94b1846a/html5/thumbnails/53.jpg)
Conclusions
Baugh, S.D.P, Breslow, R., et. al. JACS 2001, 123, 12488.
• Reduced 50% cleavage time to 5.3 minutes
• Proved cleavage is catalyzed by photosensitizer
• Determined need for solubilizing group
• Demonstrated effectiveness of CD dimer as an in-vitro encapsulating agent
• In-vivo studies “projected”