Issue 1, 1992

Biosynthesis of the antibiotic obafluorin from p-aminophenylalanine and glycine (glyoxylate)

Abstract

Results of experiments using ‘resting’ cells of Pseudomonas fluorescens with [2-13C]-, [1-13C]- and [2-2H2]-glycine as precursors show that glyoxylic acid is specifically the source of C-1 and C-2 of the antibiotic obafluorin 1. The 13C labelling patterns are consistent with the passage of the precursors through the tartronic semialdehyde and glyoxylate pathways. The glycine derivative 6 is not a precursor for 1. The analogues 24 and 25 of p-aminophenylalanine 3 are synthesised and tested as substrates for biosynthesis in P. fluorescens. With 24, the metabolite 26 is detected; no metabolites of 25 are detected.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1992, 109-113

Biosynthesis of the antibiotic obafluorin from p-aminophenylalanine and glycine (glyoxylate)

R. B. Herbert and A. R. Knaggs, J. Chem. Soc., Perkin Trans. 1, 1992, 109 DOI: 10.1039/P19920000109

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