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Merck

Oxytetracycline biosynthesis.

The Journal of biological chemistry (2010-06-05)
Lauren B Pickens, Yi Tang
ABSTRACT

Oxytetracycline (OTC) is a broad-spectrum antibiotic that acts by inhibiting protein synthesis in bacteria. It is an important member of the bacterial aromatic polyketide family, which is a structurally diverse class of natural products. OTC is synthesized by a type II polyketide synthase that generates the poly-beta-ketone backbone through successive decarboxylative condensation of malonyl-CoA extender units, followed by modifications by cyclases, oxygenases, transferases, and additional tailoring enzymes. Genetic and biochemical studies have illuminated most of the steps involved in the biosynthesis of OTC, which is detailed here as a representative case study in type II polyketide biosynthesis.

MATERIALS
Product Number
Brand
Product Description

Supelco
Anhydrotetracycline hydrochloride, VETRANAL®, analytical standard
Supelco
Anhydrotetracycline hydrochloride, certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland
Sigma-Aldrich
Oxytetracycline dihydrate, Assay (anhydrous basis) 95.0%-102.0%
Supelco
4-Epianhydrotetracycline hydrochloride, VETRANAL®, analytical standard
USP
Oxytetracycline, United States Pharmacopeia (USP) Reference Standard