Biosynthetic studies on the chitinase inhibitor, allosamidin. Origin of the carbon and nitrogen atoms
- 1 January 1992
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 13,p. 1649-1652
- https://doi.org/10.1039/p19920001649
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.Keywords
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