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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

Supelco
Biotin, Pharmaceutical Secondary Standard; Certified Reference Material
USP
Biotin, United States Pharmacopeia (USP) Reference Standard
Biotin, European Pharmacopoeia (EP) Reference Standard
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