文献类型：期刊文献

英文题名：Hydroxynitrile Lyase Isozymes from Prunus communis: Identification, Characterization and Synthetic Applications

作者：Zheng, Yu-Cong[1];Xu, Jian-He[1];Wang, Hui[1];Lin, Guo-Qiang[2];Hong, Ran[2];Yu, Hui-Lei[1]

机构：[1]East China Univ Sci & Technol, State Key Lab Bioreactor Engn, Shanghai Collaborat Innovat Ctr Biomfg, Shanghai 200237, Peoples R China;[2]Chinese Acad Sci, Shanghai Inst Organ Chem, CAS Key Lab Synthet Chem Nat Subst, Shanghai 200032, Peoples R China

年份：2017

卷号：359

期号：7

起止页码：1185

外文期刊名：ADVANCED SYNTHESIS & CATALYSIS

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000398534000011)，CCR-EXPANDED(收录号:WOS:000398534000011)】；

基金：This work was financially supported by the National Natural Science Foundation of China (No. 21536004, 21672063 and 21472223), the Shanghai Science and Technology Program (No. 15JC1400403), SKLBE (No. 2060204) and the Fundamental Research Funds for the Central Universities (No. 222201514039). We also thanks to Professor Li-Ming Liu (State Key Laboratory of Food Science and Technology, Jiangnan University) for kindly providing the strain of P. pastoris X33, Dr. Wen-Ya Lu (SIOC) for his helpful discussions, and Mr. Zuming Lin (SIOC) for experimental assistance.

语种：英文

外文关键词：biocatalysis; characterization; chiral cyanohydrins; hydrocyanation; hydroxynitrile lyase isozymes

摘要：Biocatalysts originating from Badamu (Prunus communis) have been applied to catalyze the asymmetric synthesis of (R)-4-methylsulfanylmandelonitrile, a key building block of thiamphenicol and florfenicol. Here, four hydroxynitrile lyase (HNL) isozymes from Badamu were cloned and heterologously expressed in Pichia pastoris. The biochemical properties and catalytic performances of these isozymes were comprehensively explored to evaluate their efficiency and selectivity in asymmetric synthesis. Among then, PcHNL5 was identified with outstanding activity and enantioselectivity in asymmetric hydrocyanation. Under the optimized mild biphasic reaction conditions, seventeen prochi-ral aromatic aldehydes were converted to valuable chiral cyanohydrins with good yields (up to 94%) and excellent optical purities (up to > 99.9% ee), which provide a facile access to numerous chiral amino alcohols, hypoglycemic agents, angiotension converting enzyme (ACE) inhibitors and beta- blockers. This work therefore underlines the importance of discovering the most potent biocatalyst among a group of isozymes for converting unnatural substrates into value-added products.