Biocatalytic and chemical preparation of all four diastereomers of methionine sulfoxide

被引：38

作者：

Holland, HL ^{[1
]}

Brown, FM ^{[1
]}

机构：

[1] Brock Univ, Dept Chem, St Catharines, ON L2S 3A1, Canada

来源：

TETRAHEDRON-ASYMMETRY | 1998年 / 9卷 / 04期

基金：

加拿大自然科学与工程研究理事会;

关键词：

D O I：

10.1016/S0957-4166(98)00042-1

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Biocatalytic or chemical oxidations can be used in a complementary manner for the preparation of all four diastereomers of methionine sulfoxide with high diastereomeric purity in overall isolated yields of 20-55% from methionine. The N-phthaloyl derivatives of L-and D-methionine were selectively oxidised to the (SSSC) and (SSRC) sulfoxides respectively by biotransformation using the fungus Beauveria bassiana ATCC 7159. Hydrogen peroxide oxidation of the same materials gave mixtures from which the. (SSSC) land (RSRC) isomers can be readily isolated by crystallisation. Chromatography of the residual material then afforded the (RSSC) and (SSRC)-isomers. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：535 / 538

页数：4