Biosynthesis of antibiotic LL-C10037. alpha.: the steps beyond 3-hydroxyanthranilic acid

SJ Gould, B Shen, YG Whittle

Index: Gould, Steven J.; Shen, Ben; Whittle, Yvonne G. Journal of the American Chemical Society, 1989 , vol. 111, # 20 p. 7932 - 7938

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Citation Number: 29

Abstract

Abstract: The six step from 3-hydroxyanthranilic acid to the epoxyquinol LL-C10037a, 1, produced by Streptomyces LL-C10037 have been determined by whole-cell feedings with deuterated substrates and by cell-free studies. 3-Hydroxyanthranilic acid, 2, is decarboxylated to 2-hydroxyaniline, 11, and then oxidized to 2, 5-dihydroxyaniline, 8. Acetylation at nitrogen and oxidation afford acetamido-1, 4-benzoquinone, 4. A crude cell- ...