EFFECT OF ESTER MOIETY OF SUBSTRATES ON ENANTIOSELECTIVITY OF PROTEASE CATALYSIS IN ORGANIC MEDIA

Authors
KAWASHIRO K SUGAHARA H TSUKIOKA T SUGIYAMA S HAYASHI H
Citation
K. Kawashiro et al., EFFECT OF ESTER MOIETY OF SUBSTRATES ON ENANTIOSELECTIVITY OF PROTEASE CATALYSIS IN ORGANIC MEDIA, Biotechnology letters, 18(12), 1996, pp. 1381-1386
Citations number
16
Categorie Soggetti
Biothechnology & Applied Migrobiology
Journal title
Biotechnology letters → ACNP
ISSN journal
01415492
Volume
18
Issue
12
Year of publication
1996
Pages
1381 - 1386
Database
ISI
SICI code
0141-5492(1996)18:12<1381:EOEMOS>2.0.ZU;2-Y
Abstract
The alpha-chymotrypsin-catalyzed transesterification between a racemic N-trifluoroacetyl-phenylalanine ester and l-propanol, was carried out in organic media. Although activation of the substrate by introducing electron-withdrawing group to the ester moiety enhanced the rate of r eaction, it decreased enantioselectivity at the same time. In the inst ance of subtilisin Carlsberg, inversion of the L-specificity was obser ved.