Formation of the dimethylbenzimidazole ligand of coenzyme B(12) under physiological conditions by a facile oxidative cascade. Academic Article

abstract

• Dimethylbezimidazole, the axial ligand of vitamin B(12), is synthesized from riboflavin by a two-electron oxidation, a retro-aldol condensation, and a second two-electron oxidation. This oxidative cascade readily takes place nonenzymatically under physiological conditions. [reaction: see text]

authors

• Begley, Tadhg

published proceedings

• Org Lett

author list (cited authors)

• Maggio-Hall, L. A., Dorrestein, P. C., Escalante-Semerena, J. C., & Begley, T. P.

citation count

• 27

complete list of authors

• Maggio-Hall, Lori A||Dorrestein, Pieter C||Escalante-Semerena, Jorge C||Begley, Tadhg P

publication date

• June 2003

publisher

• American Chemical Society (ACS)  Publisher

published in

• Organic Letters  Journal

keywords

• Benzimidazoles
• Chromatography, High Pressure Liquid
• Cobamides
• Ligands
• Oxidation-Reduction
• Riboflavin

PubMed Central ID

• 12816411

Digital Object Identifier (DOI)

• 10.1021/ol034530m

start page

• 2211

end page

• 2213

volume

• 5

issue

• 13

URL

• http%3A%2F%2Fdx.doi.org%2F10.1021%2Fol034530m