Summary
The α-chymotrypsin-catalyzed transesterification between a racemic JV-trifluoroacetyl-phenylalanine 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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Kawashiro, K., Sugahara, H., Tsukioka, T. et al. Effect of ester moiety of substrates on enantioselectivity of protease catalysis in organic media. Biotechnol Lett 18, 1381–1386 (1996). https://doi.org/10.1007/BF00129339
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DOI: https://doi.org/10.1007/BF00129339