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Accessing d ‐Valine Synthesis by Improved Variants of Bacterial Cyclohexylamine Oxidase
Author(s) -
Gong Rui,
Yao Peiyuan,
Chen Xi,
Feng Jinhui,
Wu Qiaqing,
Lau Peter C. K.,
Zhu Dunming
Publication year - 2018
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201701229
Subject(s) - valine , cyclohexylamine , chemistry , phenylalanine , yield (engineering) , stereochemistry , biochemistry , organic chemistry , amino acid , materials science , metallurgy
Chemoenzymatic deracemization was applied to prepare d ‐valine from racemic valine ethyl ester or l ‐valine ethyl ester in high yield (up to 95 %) with excellent optical purity (>99 % ee ) by employing a newly evolved cyclohexylamine oxidase (CHAO) variant Y321I/M226T exhibiting catalytic efficiency that was 30 times higher than that of the wildtype CHAO. Interestingly, CHAO and its variants showed opposite enantioselectivity for valine ethyl ester and phenylalanine ethyl ester.