STRUCTURAL AND STEREOCHEMICAL STUDIES OF ESTERIFICATION OF AROMATIC-AMINO-ACIDS BY ALPHA-CHYMOTRYPSIN IN ALCOHOL SOLVENTS

被引:17
作者
PHILLIPS, RS
MATTHEWS, MS
OLSON, E
VONTERSCH, RL
机构
关键词
N-acetyl-l-tryptophan esters; N-trifluoroacetyl-l-phenylalanine; stereoselectivity; stereospecificity; α-Chymotrypsin;
D O I
10.1016/0141-0229(90)90143-E
中图分类号
Q81 [生物工程学(生物技术)]; Q93 [微生物学];
学科分类号
071005 ; 0836 ; 090102 ; 100705 ;
摘要
α-Chymotrypsin catalyses the esterification of N-acetyl-l-tryptophan in ethanol, 1-propanol, 2-propanol, 1-butanol, 3-methyl-1-butanol, cyclopentanol, and cyclohexanol. No esterification was observed in methanol or 2-methyl-2-propanol; however, esterification proceeds in ethanol/2-methyl-2-propanol mixtures but not in ethanol/methanol mixtures. Esterification of N-acetyl-dl-tryptophan in ethanol is enantiospecific and enantioselective, with only the L-ester produced. However, esterification of N-trifluoroacetyl-l-phenylalanine in 2-butanol is nondiastereoselective, since a mixture of 2-butyl esters is obtained. © 1990.
引用
收藏
页码:731 / 735
页数:5
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