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Effect of ester moiety of substrates on enantioselectivity of protease catalysis in organic media

✍ Scribed by Katsuhiro Kawashiro; Hideki Sugahara; Tomoya Tsukioka; Shigeru Sugiyama; Hiromu Hayashi


Publisher
Springer Netherlands
Year
1996
Tongue
English
Weight
417 KB
Volume
18
Category
Article
ISSN
0141-5492

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✦ Synopsis


The a-chymotrypsin-catalyzed transesterification between a racemic N-trifluoroacetylphenylalanine ester and 1-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 reaction, it decreased enantioselectivity at the same time. In the instance of subtilisin Carlsberg, inversion of the L-specificity was observed.


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