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多功能生物催化:一种不同寻常的亚胺还原酶。

Multifunctional biocatalysis: An unusual imine reductase.

作者信息

Chen Feifei, Xu Jianhe, Zheng Gaowei

机构信息

State Key Laboratory of Bioreactor Engineering, Shanghai Collaborative Innovation Center for Biomanufacturing, East China University of Science and Technology,Shanghai 200237, China.

出版信息

Eng Microbiol. 2022 May 13;2(2):100023. doi: 10.1016/j.engmic.2022.100023. eCollection 2022 Jun.

DOI:10.1016/j.engmic.2022.100023
PMID:39628846
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11610960/
Abstract

A multifunctional biocatalyst EneIRED capable of catalyzing amine-activated conjugate alkene reduction and subsequent reductive amination was discovered. The enzyme realized the coupling of α, β-unsaturated carbonyls with amines to efficiently synthesize a broad set of chiral amine diastereomers based on its unusual active site structure and catalytic mechanism.

摘要

发现了一种多功能生物催化剂EneIRED,它能够催化胺活化的共轭烯烃还原以及随后的还原胺化反应。基于其独特的活性位点结构和催化机制,该酶实现了α,β-不饱和羰基与胺的偶联,从而高效合成了多种手性胺非对映异构体。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e31f/11610960/d843597756ae/gr1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e31f/11610960/c97cd1ffcb66/ga1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e31f/11610960/d843597756ae/gr1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e31f/11610960/c97cd1ffcb66/ga1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e31f/11610960/d843597756ae/gr1.jpg

相似文献

1
Multifunctional biocatalysis: An unusual imine reductase.多功能生物催化:一种不同寻常的亚胺还原酶。
Eng Microbiol. 2022 May 13;2(2):100023. doi: 10.1016/j.engmic.2022.100023. eCollection 2022 Jun.
2
Multifunctional biocatalyst for conjugate reduction and reductive amination.多功能生物催化剂,用于共轭还原和还原胺化。
Nature. 2022 Apr;604(7904):86-91. doi: 10.1038/s41586-022-04458-x. Epub 2022 Apr 6.
3
[NAD(P)H-dependent oxidoreductases for synthesis of chiral amines by asymmetric reductive amination of ketones].[用于通过酮的不对称还原胺化合成手性胺的NAD(P)H依赖性氧化还原酶]
Sheng Wu Gong Cheng Xue Bao. 2020 Sep 25;36(9):1794-1816. doi: 10.13345/j.cjb.190582.
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An Engineered Imine Reductase for Highly Diastereo- and Enantioselective Synthesis of β-Branched Amines with Contiguous Stereocenters.一种工程化亚胺还原酶,用于高非对映选择性和对映选择性合成具有连续立体中心的β-支链胺。
Angew Chem Int Ed Engl. 2024 Nov 18;63(47):e202408686. doi: 10.1002/anie.202408686. Epub 2024 Oct 22.
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Reductive amination: Methods for cell-free and whole-cell biocatalysis.还原胺化反应:无细胞和全细胞生物催化方法
Methods Enzymol. 2025;714:269-295. doi: 10.1016/bs.mie.2025.01.002. Epub 2025 Feb 9.
6
Imine Reductases, Reductive Aminases, and Amine Oxidases for the Synthesis of Chiral Amines: Discovery, Characterization, and Synthetic Applications.用于合成手性胺的亚胺还原酶、还原胺化酶和胺氧化酶:发现、表征及合成应用
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NAD(P)H-Dependent Dehydrogenases for the Asymmetric Reductive Amination of Ketones: Structure, Mechanism, Evolution and Application.用于酮不对称还原胺化的NAD(P)H依赖性脱氢酶:结构、机制、进化与应用
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A Reductive Aminase Switches to Imine Reductase Mode for a Bulky Amine Substrate.一种还原胺化酶针对庞大的胺底物转变为亚胺还原酶模式。
ACS Catal. 2023 Jan 12;13(3):1669-1677. doi: 10.1021/acscatal.2c06066. eCollection 2023 Feb 3.
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Reductive amination of ketones catalyzed by whole cell biocatalysts containing imine reductases (IREDs).含亚胺还原酶(IREDs)的全细胞生物催化剂催化酮的还原胺化反应。
J Biotechnol. 2017 Sep 20;258:167-170. doi: 10.1016/j.jbiotec.2017.05.015. Epub 2017 May 22.

本文引用的文献

1
Multifunctional biocatalyst for conjugate reduction and reductive amination.多功能生物催化剂,用于共轭还原和还原胺化。
Nature. 2022 Apr;604(7904):86-91. doi: 10.1038/s41586-022-04458-x. Epub 2022 Apr 6.
2
Screening and characterization of a diverse panel of metagenomic imine reductases for biocatalytic reductive amination.筛选和鉴定多种宏基因组亚胺还原酶用于生物催化的还原胺化反应。
Nat Chem. 2021 Feb;13(2):140-148. doi: 10.1038/s41557-020-00606-w. Epub 2020 Dec 30.
3
Characterization of imine reductases in reductive amination for the exploration of structure-activity relationships.
用于探索构效关系的还原胺化反应中亚胺还原酶的表征
Sci Adv. 2020 May 22;6(21):eaay9320. doi: 10.1126/sciadv.aay9320. eCollection 2020 May.
4
One-Pot Biocatalytic Cascade Reduction of Cyclic Enimines for the Preparation of Diastereomerically Enriched -Heterocycles.一锅法生物催化环烯胺的串联还原反应制备非对映体富集的 -杂环化合物。
J Am Chem Soc. 2019 Dec 11;141(49):19208-19213. doi: 10.1021/jacs.9b10053. Epub 2019 Nov 26.
5
Discovery, Characterisation, Engineering and Applications of Ene Reductases for Industrial Biocatalysis.用于工业生物催化的烯还原酶的发现、表征、工程改造及应用
ACS Catal. 2019 May 15;8(4):3532-3549. doi: 10.1021/acscatal.8b00624. Epub 2018 Mar 20.
6
A reductive aminase from Aspergillus oryzae.米曲霉中的一种还原胺酶。
Nat Chem. 2017 Oct;9(10):961-969. doi: 10.1038/nchem.2782. Epub 2017 May 29.
7
Imine reductases (IREDs).亚胺还原酶(IREDs)。
Curr Opin Chem Biol. 2017 Apr;37:19-25. doi: 10.1016/j.cbpa.2016.11.022. Epub 2016 Dec 27.
8
Asymmetric Ketone Reduction by Imine Reductases.亚胺还原酶催化的不对称酮还原反应
Chembiochem. 2017 Feb 1;18(3):253-256. doi: 10.1002/cbic.201600647. Epub 2016 Dec 30.
9
InspIRED by Nature: NADPH-Dependent Imine Reductases (IREDs) as Catalysts for the Preparation of Chiral Amines.受自然启发:依赖烟酰胺腺嘌呤二核苷酸磷酸(NADPH)的亚胺还原酶(IREDs)作为制备手性胺的催化剂
Chemistry. 2016 Feb;22(6):1900-1907. doi: 10.1002/chem.201503954. Epub 2015 Dec 15.
10
Recent achievements in developing the biocatalytic toolbox for chiral amine synthesis.手性胺合成生物催化工具盒的最新进展。
Curr Opin Chem Biol. 2014 Apr;19:180-92. doi: 10.1016/j.cbpa.2014.02.021. Epub 2014 Apr 12.