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使用胺脱氢酶变体对消旋伯胺进行动力学拆分

Kinetic Resolution of Racemic Primary Amines Using Amine Dehydrogenase Variant.

作者信息

Tseliou Vasilis, Knaus Tanja, Vilím Jan, Masman Marcelo F, Mutti Francesco G

机构信息

van 't Hoff Institute for Molecular Sciences HIMS-Biocat University of Amsterdam Science Park 904 1098 XH Amsterdam (The Netherlands.

出版信息

ChemCatChem. 2020 Apr 20;12(8):2184-2188. doi: 10.1002/cctc.201902085. Epub 2020 Mar 6.

DOI:10.1002/cctc.201902085
PMID:32802214
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7422701/
Abstract

A NADH-dependent engineered amine dehydrogenase from (LE-AmDH-v1) was applied together with a NADH-oxidase from (NOx) for the kinetic resolution of pharmaceutically relevant racemic α-chiral primary amines. The reaction conditions (e. g., pH, temperature, type of buffer) were optimised to yield -configured amines with up to >99 % .

摘要

来自[具体来源1]的一种依赖烟酰胺腺嘌呤二核苷酸(NADH)的工程化胺脱氢酶(LE-AmDH-v1)与来自[具体来源2]的烟酰胺腺嘌呤二核苷酸氧化酶(NOx)一起用于动力学拆分与药物相关的外消旋α-手性伯胺。对反应条件(例如pH值、温度、缓冲液类型)进行了优化,以生成对映体过量值高达>99%的[具体构型]构型胺。

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本文引用的文献

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Synthesis of enantiomerically pure alcohols and amines biocatalytic deracemisation methods.对映体纯醇和胺的合成:生物催化消旋化方法
Catal Sci Technol. 2019 Oct 21;9(20):5487-5503. doi: 10.1039/C9CY01539F. Epub 2019 Sep 3.
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Generation of amine dehydrogenases with increased catalytic performance and substrate scope from ε-deaminating L-Lysine dehydrogenase.从 ε-脱氨 L-赖氨酸脱氢酶中生成具有增强的催化性能和底物范围的胺脱氢酶。
Nat Commun. 2019 Aug 16;10(1):3717. doi: 10.1038/s41467-019-11509-x.
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Enantioselective Aminohydroxylation of Styrenyl Olefins Catalyzed by an Engineered Hemoprotein.
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Generation of Oxidoreductases with Dual Alcohol Dehydrogenase and Amine Dehydrogenase Activity.具有双醇脱氢酶和胺脱氢酶活性的氧化还原酶的生成。
Chemistry. 2021 Feb 15;27(10):3315-3325. doi: 10.1002/chem.202003140. Epub 2020 Dec 9.
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Computational redesign of enzymes for regio- and enantioselective hydroamination.酶的区域和对映选择性氨化的计算设计。
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Biocatalytic Oxidation Reactions: A Chemist's Perspective.生物催化氧化反应:化学家的视角。
Angew Chem Int Ed Engl. 2018 Jul 20;57(30):9238-9261. doi: 10.1002/anie.201800343. Epub 2018 Jul 3.
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Enantioselective synthesis of amines via reductive amination with a dehydrogenase mutant from Exigobacterium sibiricum: Substrate scope, co-solvent tolerance and biocatalyst immobilization.通过西伯利亚依格尔氏菌来源的脱氢酶突变体的还原胺化反应进行手性胺的对映选择性合成:底物范围、共溶剂耐受性和生物催化剂固定化。
Bioorg Med Chem. 2018 Apr 1;26(7):1387-1392. doi: 10.1016/j.bmc.2017.12.005. Epub 2017 Dec 5.
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