SULFUR-TRIOXIDE THIOL - A NOVEL SYSTEM FOR THE REDUCTION OF METHIONINE SULFOXIDE

被引：9

作者：

FUTAKI, S ^{[1
]}

YAGAMI, T ^{[1
]}

TAIKE, T ^{[1
]}

AKITA, T ^{[1
]}

KITAGAWA, K ^{[1
]}

机构：

[1] UNIV TOKUSHIMA,FAC PHARMACEUT SCI,SHOMACHI,TOKUSHIMA 770,JAPAN

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1990年 / 03期

关键词：

D O I：

10.1039/p19900000653

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new method for the effective reduction of methionine sulphoxide in protected peptides with sulphur trioxide and thiol has been developed. In practice, a combination of dimethylformamidesulphur trioxide complex and ethane-1,2-dithiol was found effective, the presence of pyridine in the reaction medium being found necessary for the reduction to proceed. Methionine sulphoxide in two types of protected methionine-enkephalins was efficiently reduced to methionine by this reduction system at 20 °C in an hour. The (p-methylsulphinyl)benzyl protecting group was also reduced to (p-methylthio)benzyl simultaneously with the reduction of methionine sulphoxide. Subsequent deprotection afforded methionine-enkephalin of high purity in each case.

引用

页码：653 / 658

页数：6

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