Enhancement of Enantioselectivity in the Bacillus subtilis Protease-catalyzed Hydrolysis of N-free Amino Acid Esters using the Ester Grouping-modification Approach |
| |
Authors: | Toshifumi Miyazawa Hiroe Minowa Takashi Yamada |
| |
Institution: | (1) Department of Chemistry, Faculty of Science and Engineering, Konan University, Higashinada-ku, Kobe 658-8501, Japan |
| |
Abstract: | The generality of enantioselectivity enhancement through the modification of the alcohol moiety of a substrate ester was ascertained,
for in the Bacillus subtilis protease-catalyzed hydrolysis of N-unprotected amino acid esters the enantioselectivity was enhanced largely by switching the conventional methyl ester to esters
with a longer alkyl chain such as the isobutyl ester (from E = 3 to E = 130–170 in the case of 4-fluorophenylalanine esters) as in the enzymatic hydrolysis mediated by Aspergillus oryzae protease. There was indeed a profound dependence of E on the nature of the ester grouping. |
| |
Keywords: | Bacillus subtilis protease enantioselective hydrolysis enantioselectivity enhancement ester grouping-modification isobutyl ester |
本文献已被 PubMed SpringerLink 等数据库收录! |