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Issue 28, 2013
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Optimising the synthesis, polymer membrane encapsulation and photoreduction performance of Ru(ii)- and Ir(iii)-bis(terpyridine) cytochrome c bioconjugates

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Abstract

Ruthenium(II) and iridium(III) bis(terpyridine) complexes were prepared with maleimide functionalities in order to site-specifically modify yeast iso-1 cytochrome c possessing a single cysteine residue available for modification (CYS102). Single X-ray crystal structures were solved for aniline and maleimide Ru(II) 3 and Ru(II) 4, respectively, providing detailed structural detail of the complexes. Light-activated bioconjugates prepared from Ru(II) 4 in the presence of tris(2-carboxyethyl)-phosphine (TCEP) significantly improved yields from 6% to 27%. Photoinduced electron transfer studies of Ru(II)–cyt c in bulk solution and polymer membrane encapsulated specimens were performed using EDTA as a sacrificial electron donor. It was found that membrane encapsulation of Ru(II)–cyt c in PS140-b-PAA48 resulted in a quantum efficiency of 1.1 ± 0.3 × 10−3, which was a two-fold increase relative to the bulk. Moreover, Ir(III)–cyt c bioconjugates showed a quantum efficiency of 3.8 ± 1.9 × 10−1, equivalent to a ∼640-fold increase relative to bulk Ru(II)–cyt c.

Graphical abstract: Optimising the synthesis, polymer membrane encapsulation and photoreduction performance of Ru(ii)- and Ir(iii)-bis(terpyridine) cytochrome c bioconjugates

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Supplementary files

Article information


Submitted
28 Mar 2013
Accepted
17 May 2013
First published
20 May 2013

Org. Biomol. Chem., 2013,11, 4602-4612
Article type
Paper

Optimising the synthesis, polymer membrane encapsulation and photoreduction performance of Ru(II)- and Ir(III)-bis(terpyridine) cytochrome c bioconjugates

D. Hvasanov, A. F. Mason, D. C. Goldstein, M. Bhadbhade and P. Thordarson, Org. Biomol. Chem., 2013, 11, 4602
DOI: 10.1039/C3OB40620B

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