AN UNEXPECTED REVERSAL OF FLUORINE SUBSTITUENT EFFECTS IN THE BIOMETHYLENATION OF 2 POSITIONAL ISOMERS - A SERENDIPITOUS DISCOVERY

被引：17

作者：

BUIST, PH

PON, RA

机构：

[1] The Ottawa-Carleton Chemistry Institute, Department of Chemistry, Carleton University, Ottawa

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 26期

关键词：

D O I：

10.1021/jo00313a004

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The mechanism of biological cyclopropyl fatty acid biosynthesis as it occurs in Lactobacillus plantarum has been probed using fluorine substituent effects. It has been shown that the pattern of rate retardations induced by homoallylic fluorine substitution is numerically the same but opposite in sense for two series of olefinic fatty acid substrates bearing the double bond at either the 9- or the 11-position.

引用

页码：6240 / 6241

页数：2

共 7 条

[1]

ARIGONI D, 1987, CHIMIA, V41, P9

[2] THE BIOSYNTHESIS OF CYCLOPROPANE FATTY-ACIDS .2. MECHANISTIC STUDIES USING METHIONINE LABELED WITH ONE, 2, AND 3 DEUTERIUM ATOMS IN THE METHYL-GROUP [J].