Requirements for Stereospecificity in Hydrolysis by α-Chymotrypsin. IV. The Hydroxyl Substituent. Absolute Configurations1

SG Cohen, E Khedouri

Index: Cohen,S.C.; Khedouri,E. Journal of the American Chemical Society, 1961 , vol. 83, p. 4228 - 4233

Full Text: HTML

Citation Number: 48

Abstract

&Ethyl lactate (I), diethyl a-hydroxymalonate (11), dl-ethyl B-hydroxybutyrate (111), ðyl p- phenyl-@-hydroxypropionate (IV), dimethyl p-hydroxyglutarate (V) and diethyl P- hydroxyglutarate (VI) have been hydrolyzed by a-chymotrypsin. Compounds I, I1 and I11 were hydrolyzed with no stereospecificity, compound I11 hydrolyzing very slowly. Com- pounds IV, V and VI were hydrolyzed stereospecifically, leading to optically pure (-).@. ...