Complexes in Context: Attempting to Control the Cellular Uptake … · 2011. 8. 25. · Fig. 9...
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Complexes in Context: Attempting to Control the Cellular Uptake and Localisation of Rhenium fac-Tricarbonyl Polypyridyl Complexes. Rebeca G. Balasingham, Michael P. Coogan and Flora L. Thorp-Greenwood* Electronic Supplementary Information + 2 1 Ir N N N F F N N = N N N N N N N N N N N a b c d e + Ir N N N N N = N N N 2 2 Structures of complexes 1a-e and 2. 1a b c d e 2 Confocal luminescence and bright-field images of HeLa cells: (a) cells without staining with 1a-e and 2; (b) cells incubated solely with 20 μM 1a (or 1b-e and 2) in DMSO/PBS (pH 7, 1:49, v/v) for 10 min at 25 °C; (c) DIC images of cells shown in (b); (d) overlay image of (b) and (c). The excitation wavelengths are 405 and 488 nm for complexes 1a-e and complex 2, respectively. Images and caption reproduced with permission from ref. 10. Electronic Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2011
Transcript of Complexes in Context: Attempting to Control the Cellular Uptake … · 2011. 8. 25. · Fig. 9...
Complexes in Context: Attempting to Control the Cellular Uptake and Localisation of Rhenium fac-Tricarbonyl Polypyridyl
Complexes.
Rebeca G. Balasingham, Michael P. Coogan and Flora L. Thorp-Greenwood*
Electronic Supplementary Information
+
2
1
IrN
NN
F
F
N
N
=
N
N
N
N
N
N
N
N
N
N
N
a b c
d e+
IrN
NN N
N
=
N
N
N
2
2
Structures of complexes 1a-e and 2.
1a b c d e 2
Confocal luminescence and bright-field images of HeLa cells: (a) cells without staining with 1a-e and 2; (b) cells incubated solely with 20 μM 1a (or 1b-e and 2) in DMSO/PBS (pH 7, 1:49, v/v) for 10 min
at 25 °C; (c) DIC images of cells shown in (b); (d) overlay image of (b) and (c). The excitation wavelengths are 405 and 488 nm for complexes 1a-e and complex 2, respectively. Images and caption
reproduced with permission from ref. 10.
Electronic Supplementary Material (ESI) for Dalton TransactionsThis journal is © The Royal Society of Chemistry 2011
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R1=R2= C6-Biotin R3=R4= H 5
R1=R2= H R3=R4= C2-Biotin 6
R1=R2= H R3=R4= C2-CONH-C6-Biotin 7
R1=R2=R3= C6-Biotin R4= Me 8
R1-R2= H R3=R4= C4 9
R1=R2= C6-Biotin R3=R4= H 5
R1=R2= H R3=R4= C2-Biotin 6
R1=R2= H R3=R4= C2-CONH-C6-Biotin 7
R1=R2=R3= C6-Biotin R4= Me 8
R1-R2= H R3=R4= C4 Structure of complexes 5-9.
2 818
2 818
Structure of complex 18
Ru
N
N
N
N
NN N
N
N
OOH
O 8
HNNH2
HN
A
2+
Structure of complexes 19 (A), 20 (B) and 21 (C).
Electronic Supplementary Material (ESI) for Dalton TransactionsThis journal is © The Royal Society of Chemistry 2011
A B
Crystal structure of complex 58, A looking down the ‘cup’ B from outside.
1
2
3
4
R1=R2= H
R1=R2= CH3
R1= H R2= C6H5
a
b
c62
NRe
N
O
O
O
N
NH
NH
N
N
N
OH
S
R
R
R
R +1
2
3
4
R1=R2= H
R1=R2= CH3
R1= H R2= C6H5
a
b
c62
NRe
N
O
O
O
N
NH
NH
N
N
N
OH
S
R
R
R
R +
Structure of complex 62.
Electronic Supplementary Material (ESI) for Dalton TransactionsThis journal is © The Royal Society of Chemistry 2011
Fig. 9 Images of cells co-stained with complex 31-33 (red) FM 4-64 (purple) and
“SytoRNA select” (green), with intensity profiles (same colour scheme). Reproduced with permission from ref. 36.
N
N N
N
NH2
O
OHOH
CoNN N O
NH2
NO
NH2
ONH2
ONH2
O
NH2
NH
OP O
O
OH N
N
OH
O–OOO
NH2
Structure of complex 64 reproduced with permission from ref. 68, with B12 in cartoon
form. Full molecular structure of cobalamine B12 alongside.
Electronic Supplementary Material (ESI) for Dalton TransactionsThis journal is © The Royal Society of Chemistry 2011
