BIOSYNTHESIS OF VIRGINIAE BUTANOLIDE-A, A BUTYROLACTONE AUTOREGULATOR FROM STREPTOMYCES

被引：40

作者：

SAKUDA, S ^{[1
]}

HIGASHI, A ^{[1
]}

TANAKA, S ^{[1
]}

NIHIRA, T ^{[1
]}

YAMADA, Y ^{[1
]}

机构：

[1] OSAKA UNIV,FAC ENGN,DEPT BIOTECHNOL,YAMADA OKA 2-1,SUITA,OSAKA 565,JAPAN

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1992年 / 114卷 / 02期

关键词：

D O I：

10.1021/ja00028a037

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Virginiae butanolide A (VB A) (3) is one of the virginiamycin-inducing factors from Streptomyces virginiae and has a unique 2,3-disubstituted butanolide skeleton which is common to other signal molecules in Streptomyces. The biosynthesis of 3 in Streptomyces antibioticus, a high producer of 3, was studied by experiments with labeled precursors. C-13 and H-2 NMR results as well as CI-MS analyses of dibenzoate samples indicated that the probable biosynthetic pathway to 3 involved coupling between a beta-keto acid derivative and a C3 unit from glycerol, such as dihydroxyacetone or a derivative.

引用

页码：663 / 668

页数：6

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