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研究报告

化学-酶法不对称氢化柠檬醛合成(R)-香茅醛

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应向贤(1975—),男,浙江永康人,副教授,研究方向为生物催化,E-mail:yingxx@zjut.edu.cn.

基金资助

浙江省自然科学基金资助项目(LY17B020012)

Chemo-enzymatic synthesis of(R)- citronellal through   asymmetric hydrogenation of(E/Z)- citral

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  • College of Biotechnology and Bioengineering,Zhejiang University of Technology,Hangzhou 310014,China

摘要

烯醇还原酶OYE2催化(E)-或(Z)-柠檬醛不对称氢化时,其氢化产物的手性是互补的.因
而,以(E/Z)-柠檬醛为底物时产物e.e.值往往很低.拟将酶法不对称氢化反应与氨基酸催化的底
物异构化反应相偶联,从而提高产物(R)-香茅醛的e.e.值.对氨基酸催化的异构化反应进行了条
件优化,最优氨基酸为甘氨酸,最优添加浓度为1.0mol/L,最优pH 为7.0.在优化条件下反应
11h,偶联底物异构化反应时的(R)-香茅醛e.e.值和得率分别为75.06%和91.84%,比对照分别
提高了27.62%和23.90%.

本文引用格式

应向贤,孟淑敏,程 峰,余世华,张 洁,汪 钊 . 化学-酶法不对称氢化柠檬醛合成(R)-香茅醛[J]. 发酵科技通讯, 2017 , 46(2) : 65 -69 . DOI: 10.16774/j.cnki.issn.1674-2214.2017.02.001

Abstract

The enoate reductase OYE2catalyzes the asymmetric hydrogenation of(E)-o(Z)-citral,with chiral product complementary,resulting in lowe.e.value of(R)-
citronellal.The
study aims to improve the e.e.value of(R)-
citronellal through coupling of enzymatic asymmetric
hydrogenation and amino acid-catalyzed substrate isomerization.Glycine was selected with a
concentration of 1mol/L for the substrate isomerization and the pH was adjusted at 7.0.The
asymmetric hydrogenation of (E/Z)-
citral under optimized substrate isomerization condition
resulted in 75.06%e.e.and 91.84%yield of(R)-citronellal,which were 27.62%and 23.90%
higher than the control.
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