Synthesis, Spectral Characterization and Crystal Structure of Chlororhodibalamin:A Synthesis Platform for Rhodium Analogues of Vitamin B 12and for Rh-Based Antivitamins B 12

Widner, Florian J., Kieninger, Christoph, Wurst, Klaus, Deery, Evelyne, Lawrence, Andrew D., Warren, Martin J. ORCID: https://orcid.org/0000-0002-6028-6456 and Kräutler, Bernhard (2021) Synthesis, Spectral Characterization and Crystal Structure of Chlororhodibalamin:A Synthesis Platform for Rhodium Analogues of Vitamin B 12and for Rh-Based Antivitamins B 12. Synthesis (Germany), 53 (2). pp. 332-337. ISSN 0039-7881

Full text not available from this repository. (Request a copy)

Abstract

Chlororhodibalamin (ClRhbl), a rhodium analogue of vitamin B 12(cyanocobalamin), was prepared in 84% yield by metalation of the metal-free B 12ligand hydrogenobalamin using the Rh I-complex [Rh(CO) 2Cl] 2. ClRhbl was identified and characterized by UV/Vis, circular dichroism, high-resolution mass and heteronuclear NMR spectra. The Rh III-corrin ClRhbl features the 'base-on' architecture of vitamin B 12. X-ray analysis of single crystals of ClRhbl have revealed its detailed 3D-geometry and close structural similarity to the Co III-analogue chlorocobalamin (ClCbl). ClRhbl is a versatile starting material for the preparation of other rhodibalamins, among them the organometallic derivatives adenosylrhodibalamin and methylrhodibalamin, the Rh analogues of the important coenzyme and cofactor forms of B 12, adenosylcobalamin and methylcobalamin.

Item Type: Article
Additional Information: Funding Information: Funding by the Austrian Science Fund (FWF, projects No. P-28892 and P-30359 to BK), as well as by the Biotechnology and Biological Sciences Research Council (BBSRC, grant number BB/S002197/1 to MJW) and Royal Society (INF\R2\180062 to MJW) is gratefully acknowledged.Biotechnologyand Biological SciencesResearch Council(BB/S002197/1)AutianScienceFundP28892AusrianScienceFundP30359)Royal SocieyofBiologyINFR2\180062) Publisher Copyright: © 2021 Georg Thieme Verlag. All rights reserved.
Uncontrolled Keywords: antivitamin,inhibitors,metalation,natural products,porphyrins,rhodium,transition metals,vitamins,catalysis,organic chemistry ,/dk/atira/pure/subjectarea/asjc/1500/1503
Faculty \ School: Faculty of Science
Related URLs:
Depositing User: LivePure Connector
Date Deposited: 21 Sep 2022 08:30
Last Modified: 04 Oct 2022 00:30
URI: https://ueaeprints.uea.ac.uk/id/eprint/88541
DOI: 10.1055/s-0040-1707288

Actions (login required)

View Item View Item