文献类型：期刊文献

英文题名：One Pot Asymmetric Synthesis of (R)-Phenylglycinol from Racemic Styrene Oxide via Cascade Biocatalysis

作者：Sun, Zai-Bao[1];Zhang, Zhi-Jun[1];Li, Fu-Long[1];Nie, Yao[2];Yu, Hui-Lei[1];Xu, Jian-He[1]

机构：[1]East China Univ Sci & Technol, State Key Lab Bioreactor Engn, Shanghai Collaborat Innovat Ctr Biomfg, 130 Meilong Rd, Shanghai 200237, Peoples R China;[2]Jiangnan Univ, Sch Biotechnol, Key Lab Ind Biotechnol, Minist Educ, Wuxi 214122, Jiangsu, Peoples R China

年份：2019

卷号：11

期号：16

起止页码：3802

外文期刊名：CHEMCATCHEM

收录：;EI(收录号：20192907194383);WOS:【SCI-EXPANDED(收录号:WOS:000475110600001)】；

基金：The work was financially supported by the National Natural Science Foundation of China (Nos. 21672063 and 21536004), the Natural Science Foundation of Shanghai (No. 18ZR1408400), and the Fundamental Research Funds for the Central Universities (No. 22221818014).

语种：英文

外文关键词：biocatalysis; asymmetric synthesis; cascade reaction; in situ product removal; (R)-phenylglycinol

摘要：(R)-Phenylglycinol is an important chiral building block for pharmaceutical and fine chemical industry, and its efficient synthesis from cheap and commercially available starting materials is challenging and highly desirable. Herein, a new three-step one-pot cascade system employing epoxide hydrolase, glycerol dehydrogenase, and omega-transaminase was designed for the asymmetric synthesis of (R)-phenylglycinol from racemic styrene oxide. A cofactor self-sufficient system employing AlaDH/L-Ala was utilized for the regeneration of expensive cofactor NAD(+) and removal of by-product pyruvate. Furthermore, in situ product removal by cation resin adsorption was used to drive the thermodynamic equilibrium of the cascade reaction to the direction of product generation. Finally, optically pure (R)-phenylglycinol was successfully produced from racemic styrene oxide with high yield (81.9 %) and excellent enantioselectivity (99 % ee).