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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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Publication details

The article was received on 13 Apr 2011, accepted on 22 Jul 2011 and first published on 01 Sep 2011


Article type: Paper
DOI: 10.1039/C1DT10649J
Dalton Trans., 2012,41, 370-378

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    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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