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As shown in Table 1, addition of the inhibitor caused marked decrease in the production of BA with a slight increase of sugar metabolisln rate. Analysis of these fbrmentation broths by 31P NMR revealed the presence of an unknown signal at co.24 ppm suggesting the accumulation of a new metabolite which was isolated as follows. Fermentation broth prepared as reported previously8)with the exception of the addition of O.1%MFA, was adjusted to pH 2 and centrifuged to remove mycelia, The supernatant was passed through a Dowex-50(H+form)and then adsorbed on a Dowex-1(Clform)column。 After washing with water, the column was eluted with 2%NaCl. Fractions containing PMM were combined and concentrated to a small volume. After removal of precipitated NaCl by filtration, the filtrate was subjected to Dowex50(H+fbrln)column chromatography developed with water. The combined fraction containing PMM was concentrated and then applied to a cellulose column equilibrated with BuOHAcOH-H20,2:1=1. Development with the same solvent mixture gave a fraction rich in PMM, which was then passed through a Dowex一 Table 1. Inhibition of the production of bialaphos by monofluoroacetic acid.

journal of antibiotics

Studies on the biosynthesis of bialaphos (SF-1293) 5. Production of 2-phosphinomethylmalic acid, an analogue of citric acid by Streptomyces hygroscopicus SF-1293 and its involvement in the biosynthesis of bialaphos.