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  • Synthesis of the α,ω-dicarboxylic acid precursor of biotin by the canonical fatty acid biosynthetic pathway.

Synthesis of the α,ω-dicarboxylic acid precursor of biotin by the canonical fatty acid biosynthetic pathway.

Current opinion in chemical biology (2011-03-26)
John E Cronan, Steven Lin
ABSTRACT

Biotin synthesis requires the C7 α,ω-dicarboxylic acid, pimelic acid. Although pimelic acid was known to be primarily synthesized by a head to tail incorporation of acetate units, the synthetic mechanism was unknown. It has recently been demonstrated that in most bacteria the biotin pimelate moiety is synthesized by a modified fatty acid synthetic pathway in which the biotin synthetic intermediates are O-methyl esters disguised to resemble the canonical intermediates of the fatty acid synthetic pathway. Upon completion of the pimelate moiety, the methyl ester is cleaved. A very restricted set of bacteria have a different pathway in which the pimelate moiety is formed by cleavage of fatty acid synthetic intermediates by BioI, a member of the cytochrome P450 family.

MATERIALS
Product Number
Brand
Product Description

Biotin, European Pharmacopoeia (EP) Reference Standard
USP
Biotin, United States Pharmacopeia (USP) Reference Standard
Supelco
Biotin, Pharmaceutical Secondary Standard; Certified Reference Material
SAFC
BIOTIN
Sigma-Aldrich
Biotin, powder, BioReagent, suitable for cell culture, suitable for insect cell culture, suitable for plant cell culture, ≥99%
Sigma-Aldrich
Biotin, meets USP testing specifications
Sigma-Aldrich
Biotin, ≥99.0% (T)
Sigma-Aldrich
Biotin, tested according to Ph. Eur.
Supelco
Biotin, certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland