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Issue 2, 2012
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17 erhenium dicarbonyl CO-releasing molecules on a cobalamin scaffold for biological application

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Abstract

Cyanocobalamin (B12) offers a biocompatible scaffold for CO-releasing 17-electron dicarbonyl complexes based on the cis-trans-[ReII(CO)2Br2]0 core. A Co–C[triple bond, length as m-dash]N–Re conjugate is produced in a short time and high yield from the reaction of [Et4N]2[ReIIBr4(CO)2] (ReCORM-1) with B12. The B12-ReII(CO)2 derivatives show a number of features which make them pharmaceutically acceptable CO-releasing molecules (CORMs). These cobalamin conjugates are characterized by an improved stability in aqueous aerobic media over the metal complex alone, and afford effective therapeutic protection against ischemia-reperfusion injury in cultured cardiomyocytes. The non-toxicity (at μM concentrations) of the resulting metal fragment after CO release is attributed to the oxidation of the metal and formation in solution of the ReO4 anion, which is among the least toxic of all of the rare inorganic compounds. Theoretical and experimental studies aimed at elucidating the aqueous chemistry of ReCORM-1 are also described.

Graphical abstract: 17 e−rhenium dicarbonyl CO-releasing molecules on a cobalamin scaffold for biological application

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Supplementary files

Article information


Submitted
13 Apr 2011
Accepted
22 Jul 2011
First published
01 Sep 2011

Dalton Trans., 2012,41, 370-378
Article type
Paper

17 erhenium dicarbonyl CO-releasing molecules on a cobalamin scaffold for biological application

F. Zobi, O. Blacque, R. A. Jacobs, M. C. Schaub and A. Yu. Bogdanova, Dalton Trans., 2012, 41, 370
DOI: 10.1039/C1DT10649J

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