Synthesis of tripeptide inhibitors of peptidylglycine alpha-amidating monooxygenase (PAM) containing D- and L-styrylglycine

被引:16
作者
Andrews, MD [1 ]
OCallaghan, KA [1 ]
Vederas, JC [1 ]
机构
[1] UNIV ALBERTA,DEPT CHEM,EDMONTON,AB T6G 2G2,CANADA
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/S0040-4020(97)00520-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Both enantiomers of (E)- and (Z)-2-amino-4-phenyl-3-butenoic acids (styrylglycines) 11a,b and 12a,b, were synthesised in non-racemic form, in 7 steps starting from either- or L-aspartic acid. (E)-Styrylglycine 11a was converted to the tripeptide D-Phe-L-Phr-D-styrylglycine 15, and also to three diastereomeric tripeptides 16-18. All four tripeptides, and both enantiomers of N-acetylstyryl-glycine 13a and 13b, were tested as inhibitors of peptidylglycine alpha-amidating monooxygenase (PAM). (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:8295 / 8306
页数:12
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