139879-22-4Relevant academic research and scientific papers
Biosynthesis of the Antibiotic Obafluorin from D-Glucose and p-Aminophenylalanine in Pseudomonas fluorescens
Herbert, Richard B.,Knaggs, Andrew R.
, p. 103 - 108 (2007/10/02)
The separate units which are used to construct the antibiotic obafluorin 1 in Pseudomonas fluorescens are defined by the results of D-glucose incorporation.A key intermediate in the biosynthesis of 1 is established to be L-p-aminophenylalanine 8; L-phenylanaline and L-p-nitrophenylalanine are very poor precursors.Results similar to those for obafluorin are obtained for p-nitrophenylacetic acid 20 which along with derivative 4 and 2-(4-nitrophenyl)ethanol 21 are identified as new metabolites of P. fluorescens.Deuteriated samples of 20, 22 and 23 are notprecursors for obafluorin 1. -p-aminophenylalanine 18 is incorporated into 1 with complete loss of deuterium from C-2 but retention of the deuterium present in both diastereotopic positions on C-3.
