MESO-2,5-DIMERCAPTO-N,N,N',N'-TETRAMETHYLADIPAMIDE - A READILY AVAILABLE, KINETICALLY RAPID REAGENT FOR THE REDUCTION OF DISULFIDES IN AQUEOUS-SOLUTION

被引:30
作者
LEES, WJ [1 ]
SINGH, R [1 ]
WHITESIDES, GM [1 ]
机构
[1] HARVARD UNIV, DEPT CHEM, CAMBRIDGE, MA 02138 USA
关键词
D O I
10.1021/jo00026a026
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
meso-2,5-Dimercapto-N,N,N',N'-tetramethyladipamide (meso-DTA) reduces disulfide bonds up to 8 times faster (kinetic) than does dithiothreitol (DTT) in aqueous solution at pH 7.0. meso-DTA is easily synthesized in five steps (39% overall yield) from adipic acid. meso-DTA, which forms a cyclic disulfide, is less reducing than DTT by approximately 56 mV, but is much more reducing than mercaptoethanol.
引用
收藏
页码:7328 / 7331
页数:4
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