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使用 -环氧琥珀酸水解酶生产手性酒石酸:历史和展望。

Enantiomeric Tartaric Acid Production Using -Epoxysuccinate Hydrolase: History and Perspectives.

机构信息

Department of Biological Science and Engineering, School of Chemical and Biological Engineering, University of Science and Technology Beijing, 30 Xueyuan Road, Beijing 100083, China.

Shandong Provincial Key Laboratory of Synthetic Biology and CAS Key Laboratory of Biofuels, Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Songling Road 189, Qingdao, Shandong 266101, China.

出版信息

Molecules. 2019 Mar 5;24(5):903. doi: 10.3390/molecules24050903.

DOI:10.3390/molecules24050903
PMID:30841503
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6429283/
Abstract

Tartaric acid is an important chiral chemical building block with broad industrial and scientific applications. The enantioselective synthesis of l(+)- and d(-)-tartaric acids has been successfully achieved using bacteria presenting -epoxysuccinate hydrolase (CESH) activity, while the catalytic mechanisms of CESHs were not elucidated clearly until very recently. As biocatalysts, CESHs are unique epoxide hydrolases because their substrate is a small, mirror-symmetric, highly hydrophilic molecule, and their products show very high enantiomeric purity with nearly 100% enantiomeric excess. In this paper, we review over forty years of the history, process and mechanism studies of CESHs as well as our perspective on the future research and applications of CESH in enantiomeric tartaric acid production.

摘要

酒石酸是一种重要的手性化学砌块,具有广泛的工业和科学应用。利用具有 -环氧琥珀酸水解酶(CESH)活性的细菌,已成功实现 l(+)-和 d(-)-酒石酸的对映选择性合成,而直到最近,CESHs 的催化机制才被阐明。作为生物催化剂,CESHs 是独特的环氧化物水解酶,因为它们的底物是一个小的、镜像对称的、高度亲水的分子,并且它们的产物具有非常高的对映体纯度,几乎达到 100%的对映体过量。在本文中,我们回顾了四十多年来 CESHs 的历史、过程和机制研究,以及我们对 CESH 在对映体酒石酸生产中的未来研究和应用的展望。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4352/6429283/6369fb2339bc/molecules-24-00903-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4352/6429283/6369fb2339bc/molecules-24-00903-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4352/6429283/6369fb2339bc/molecules-24-00903-g001.jpg

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Structural insight into the catalytic mechanism of a cis-epoxysuccinate hydrolase producing enantiomerically pure d(-)-tartaric acid.顺式-环氧琥珀酸水解酶产生手性纯 d(-)-酒石酸的催化机制的结构见解。
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Ultrasound-assisted d-tartaric acid whole-cell bioconversion by recombinant Escherichia coli.
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Epoxide Hydrolases: Multipotential Biocatalysts.环氧化物水解酶:多功能生物催化剂。
Int J Mol Sci. 2023 Apr 15;24(8):7334. doi: 10.3390/ijms24087334.
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In vivo Antihyperglycemic and Antidyslipidemic Effects of L-Tartaric Acid.L-酒石酸的体内降血糖和抗血脂异常作用
Cardiovasc Hematol Disord Drug Targets. 2022;22(3):185-198. doi: 10.2174/1871529X23666221202091848.
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Isolation of Penicillium expansum WH-3 for the production of L(+)-tartaric acid.产 L(+)-酒石酸的扩展青霉 WH-3 的分离。
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Organic Acids from Roselle ( L.)-A Brief Review of Its Pharmacological Effects.玫瑰茄中的有机酸——药理作用简述
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