Chloroperoxidase-catalyzed oxidation of methionine derivatives

被引:16
|
作者
Holland, HL [1 ]
Brown, FM [1 ]
Lozada, D [1 ]
Mayne, B [1 ]
Szerminski, WR [1 ]
van Vliet, AJ [1 ]
机构
[1] Brock Univ, Dept Chem, St Catharines, ON L2S 3A1, Canada
关键词
amino acid oxidation; biocatalysis; biotransformation; chloroperoxidase; enzyme catalysis; lipase; sulfoxidation;
D O I
10.1139/V02-025
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Treatment of N-methoxycarbonyl C-carboxylate ester derivatives of L- and D-methionine and L-ethionine by chloroperoxidase-hydrogen peroxide resulted in oxidation at sulfur to produce the (R-S) sulfoxide in moderate to high diastereomeric excess. The (R-S) sulfoxide of methionine was also obtained in moderate to high diastereomeric excess from (+/-)(SO)-N-methoxycarbonyl-L-methionine methyl ester sulfoxide by ester hydrolysis using alpha-chymotrypsin, Aspergillus sp. protease or subtilisin Carlsberg.
引用
收藏
页码:633 / 639
页数:7
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