Site-selective oxidation of vitamin B12 using 2-iodoxybenzoic acid

Susan Clardy-James, Jaime L. Bernstein, Deborah J. Kerwood, Robert P. Doyle

Research output: Contribution to journalArticlepeer-review

11 Scopus citations


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.

Original languageEnglish (US)
Article numberST-2012-R0524-L
Pages (from-to)2363-2366
Number of pages4
Issue number16
StatePublished - 2012


  • 2-iodoxybenzoic acid
  • Carboxylic acids
  • Cobalamin
  • Oxidation
  • Vitamins

ASJC Scopus subject areas

  • Organic Chemistry


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