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Synlett 2012; 23(16): 2363-2366
DOI: 10.1055/s-0032-1317160
DOI: 10.1055/s-0032-1317160
letter
Site-Selective Oxidation of Vitamin B12 Using 2-Iodoxybenzoic Acid
Further Information
Publication History
Received: 18 June 2012
Accepted after revision: 31 July 2012
Publication Date:
11 September 2012 (online)
Abstract
Reaction of vitamin B12 (B12) with excess 2-iodoxybenzoic acid and 2-hydroxypyridine leads to selective oxidation of the 5′-hydroxyl group of the ribose tail of B12 in a 30% isolated yield. The acid derivative was purified in one step by HPLC chromatography and characterized by MALDI-TOF mass spectrometry, 1H NMR and 2D (HSQC and HMBC) NMR. The new carboxylic acid derivative is perfectly suited to make stable amide-based B12 bioconjugates.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synlett.
- Supporting Information
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