Anaerobic 5-Hydroxybenzimidazole Formation from Aminoimidazole Ribotide: An Unanticipated Intersection of Thiamin and Vitamin B Biosynthesis. Academic Article

abstract

• Comparative genomics of the bacterial thiamin pyrimidine synthase (thiC) revealed a paralogue of thiC (bzaF) clustered with anaerobic vitamin B12 biosynthetic genes. Here we demonstrate that BzaF is a radical S-adenosylmethionine enzyme that catalyzes the remarkable conversion of aminoimidazole ribotide (AIR) to 5-hydroxybenzimidazole (5-HBI). We identify the origin of key product atoms and propose a reaction mechanism. These studies represent the first step in solving a long-standing problem in anaerobic vitamin B12 assembly and reveal an unanticipated intersection of thiamin and vitamin B12 biosynthesis.

authors

• Begley, Tadhg

published proceedings

• J Am Chem Soc

altmetric score

• 3.5

author list (cited authors)

• Mehta, A. P., Abdelwahed, S. H., Fenwick, M. K., Hazra, A. B., Taga, M. E., Zhang, Y., Ealick, S. E., & Begley, T. P.

citation count

• 22

complete list of authors

• Mehta, Angad P||Abdelwahed, Sameh H||Fenwick, Michael K||Hazra, Amrita B||Taga, Michiko E||Zhang, Yang||Ealick, Steven E||Begley, Tadhg P

publication date

• August 2015

publisher

• American Chemical Society (ACS)  Publisher

published in

• Journal of the American Chemical Society  Journal

keywords

• Anaerobiosis
• Bacterial Proteins
• Benzimidazoles
• Biocatalysis
• Models, Molecular
• Protein Conformation
• Ribonucleotides
• Thiamine
• Vitamin B 12

PubMed Central ID

• 26237670

Digital Object Identifier (DOI)

• 10.1021/jacs.5b03576

start page

• 10444

end page

• 10447

volume

• 137

issue

• 33

URL

• http%3A%2F%2Fdx.doi.org%2F10.1021%2Fjacs.5b03576