Feb 1, 1976

Biosynthesis of chloramphenicol in Streptomyces sp. 3022a. Identification of p-amino-L-phenylalanine as a product from the action of arylamine synthetase on chorismic acid

Canadian Journal of Microbiology
A Jones, L C Vining

Abstract

Products obtained from the action of arylamine synthetase on [G-14C]chorismic acid were fractionated by gel filtration and ion exchange column chromatography to yield a partially purified radioactive component with an arylamine function. From its ultraviolet absorption spectrum and thin-layer chromatographic behaviour the product was considered to be p-aminophenylalanine and the identification was confirmed by co-crystallization with an authentic specimen. Specific deamination of the product with L-amino-acid oxidase indicated that it was the L-epimer. These results strengthen previous evidence that arylamine synthetase is at a branch point in the shikimic acid pathway, specifically diverting intermediates to the synthesis of chloramphenicol.

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Mentioned in this Paper

Molecular Stereochemistry
Biochemical Pathway
Chorismic Acid
D-Amino Acid Dehydrogenase
Shikimic Acid
Syntomycin
Gel Chromatography
Aromatic Amines
Cyclohexanecarboxylic Acids
L-amino acid oxidase

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