Cobalamin‐Catalysed Chemical Reactions: Probing the Role of the Nucleotide Loop. Issue 2 (10th October 2018)

• Record Type: Journal Article
• Authors: Karczewski, Maksymilian; Ociepa, Michał; Gryko, Dorota
• Other Names: Schreiner Peter R. guestEditor.
• Is Part Of: European journal of organic chemistry. Issue 2/3(2019)
• Page Start: 469
• Page End: 477
• Publication Date: 2018-10-10
• Subjects: Cobalamin -- Vitamin B12 -- Catalysis -- Base‐off -- Cobinamide; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201800877
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : The nucleotide loop in the vitamin B12 structure affects its biological and physicochemical properties, but its role in cobalamin‐catalysed reactions still remains disputable. Herein, we show the synthesis of a series of model compounds including N ‐methylcobalamin (NMICbl) in a base‐off form with the nucleotide attached. The structure‐activity relationship studies reveal that in the studied cobalamin‐catalysed reaction, the reduction step is not rate‐determining. Abstract : A series of vitamin B12 cobalamin derivative complexes with a nucleotide attached were synthesized, in order to determine the role of the nucleotide loop within catalysis. Structure‐activity relationship studies reveal that the reduction step is not rate‐determining.