Issue 13, 1992

Biosynthetic studies on the chitinase inhibitor, allosamidin. Origin of the carbon and nitrogen atoms

Abstract

Allosamidin 1 is a potent insect chitinase inhibitor produced by Streptomyces sp. The biosynthesis of compound 1 was studied by feeding experiments with labelled precursors. Incorporation experiments using [1-13C]- and D-[6-13C]glucose as well as doubly labelled D-[1-13C,2-15N]-glucosamine revealed that each skeleton of N-acetyl-D-allosamine and allosamizoline 2 was derived from D-glucosamine. Further experiments with L-[guanidino-13C,15N2]arginine and [methyl-l3C]-methionine clarified the origin of the dimethylaminooxazoline moiety of compound 2.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1992, 1649-1652

Biosynthetic studies on the chitinase inhibitor, allosamidin. Origin of the carbon and nitrogen atoms

Z. Zhou, S. Sakuda and Y. Yamada, J. Chem. Soc., Perkin Trans. 1, 1992, 1649 DOI: 10.1039/P19920001649

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