STUDIES ON THE BIOSYNTHESIS OF ALIPHATIC LACTONES IN SPOROBOLOMYCES-ODORUS - CONVERSION OF (S)-13-HYDROXY-(Z,E)-9,11-OCTADECADIENOIC ACID AND (R,S)-13-HYDROXY-(Z,E)-9,11-OCTADECADIENOIC ACID INTO OPTICALLY PURE (R)-DELTA-DECALACTONE

被引：29

作者：

ALBRECHT, W ^{[1
]}

SCHWARZ, M ^{[1
]}

HEIDLAS, J ^{[1
]}

TRESSL, R ^{[1
]}

机构：

[1] TECH UNIV BERLIN,INST BIOTECHNOL,FACHGEBIET CHEM TECH ANAL,W-1000 BERLIN 65,GERMANY

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 07期

关键词：

D O I：

10.1021/jo00033a007

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The mechanism of the biotransformations of (S)- and (R,S)-13-hydroxy-(Z,E)-9,11-octadecadienoic acid, 1, into optically pure (R)-delta-decalactone, 12, catalyzed by the yeast Sporobolomyces odorus, was studied, and an oxidation of the secondary hydroxy group followed by an enantioselective reduction of the keto acid intermediate was found to be responsible for the stereochemical outcome.

引用

页码：1954 / 1956

页数：3

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