• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

羟基酸的生产:黄蛋白醇氧化酶选择性催化二醇的双氧化。

Production of Hydroxy Acids: Selective Double Oxidation of Diols by Flavoprotein Alcohol Oxidase.

机构信息

Molecular Enzymology Group, University of Groningen, Nijenborgh 4, Groningen, The Netherlands.

出版信息

Angew Chem Int Ed Engl. 2020 Mar 16;59(12):4869-4872. doi: 10.1002/anie.201914877. Epub 2020 Feb 4.

DOI:10.1002/anie.201914877
PMID:31912947
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7079103/
Abstract

Flavoprotein oxidases can catalyze oxidations of alcohols and amines by merely using molecular oxygen as the oxidant, making this class of enzymes appealing for biocatalysis. The FAD-containing (FAD=flavin adenine dinucleotide) alcohol oxidase from P. chrysosporium facilitated double and triple oxidations for a range of aliphatic diols. Interestingly, depending on the diol substrate, these reactions result in formation of either lactones or hydroxy acids. For example, diethylene glycol could be selectively and fully converted into 2-(2-hydroxyethoxy)acetic acid. Such a facile cofactor-independent biocatalytic route towards hydroxy acids opens up new avenues for the preparation of polyester building blocks.

摘要

黄素蛋白氧化酶仅能使用分子氧作为氧化剂就能催化醇和胺的氧化,这使得这类酶在生物催化中很有吸引力。黄递酶(FAD=黄素腺嘌呤二核苷酸)来自黄孢原毛平革菌,它能促进一系列脂肪族二醇的双氧化和三氧化。有趣的是,根据二醇底物的不同,这些反应会导致内酯或羟基酸的形成。例如,二甘醇可以选择性地完全转化为 2-(2-羟乙氧基)乙酸。这种方便的、不依赖辅因子的生物催化途径制备羟基酸,为聚酯结构单元的制备开辟了新途径。

相似文献

1
Production of Hydroxy Acids: Selective Double Oxidation of Diols by Flavoprotein Alcohol Oxidase.羟基酸的生产:黄蛋白醇氧化酶选择性催化二醇的双氧化。
Angew Chem Int Ed Engl. 2020 Mar 16;59(12):4869-4872. doi: 10.1002/anie.201914877. Epub 2020 Feb 4.
2
Enantioselective oxidation of secondary alcohols by the flavoprotein alcohol oxidase from Phanerochaete chrysosporium.黄孢原毛平革菌中黄素蛋白醇氧化酶对仲醇的对映选择性氧化。
Arch Biochem Biophys. 2021 Jun 15;704:108888. doi: 10.1016/j.abb.2021.108888. Epub 2021 Apr 25.
3
Rational Engineering of a Flavoprotein Oxidase for Improved Direct Oxidation of Alcohols to Carboxylic Acids.理性设计黄素蛋白氧化酶以提高醇直接氧化为羧酸的效率。
Molecules. 2017 Dec 12;22(12):2205. doi: 10.3390/molecules22122205.
4
The growing VAO flavoprotein family.不断增加的VAO黄素蛋白家族。
Arch Biochem Biophys. 2008 Jun 15;474(2):292-301. doi: 10.1016/j.abb.2008.01.027. Epub 2008 Feb 6.
5
The oxidation of thiols by flavoprotein oxidases: a biocatalytic route to reactive thiocarbonyls.硫醇被黄素蛋白氧化酶氧化:生物催化生成反应性硫代羰基化合物的途径。
Angew Chem Int Ed Engl. 2014 Nov 24;53(48):13206-9. doi: 10.1002/anie.201407520. Epub 2014 Oct 5.
6
Efficient whole-cell oxidation of α,β-unsaturated alcohols to α,β-unsaturated aldehydes through the cascade biocatalysis of alcohol dehydrogenase, NADPH oxidase and hemoglobin.通过醇脱氢酶、NADPH 氧化酶和血红蛋白的级联生物催化,高效地将α,β-不饱和醇氧化为α,β-不饱和醛。
Microb Cell Fact. 2021 Jan 19;20(1):17. doi: 10.1186/s12934-021-01511-8.
7
Discovery, characterization, and kinetic analysis of an alditol oxidase from Streptomyces coelicolor.天蓝色链霉菌中木糖醇氧化酶的发现、特性鉴定及动力学分析
J Biol Chem. 2007 Jul 13;282(28):20283-91. doi: 10.1074/jbc.M610849200. Epub 2007 May 21.
8
One-pot, single-step deracemization of 2-hydroxyacids by tandem biocatalytic oxidation and reduction.一锅一步串联生物催化氧化还原拆分 2-羟基酸的外消旋混合物。
Chem Commun (Camb). 2013 Nov 25;49(91):10706-8. doi: 10.1039/c3cc46240d.
9
The substrate tolerance of alcohol oxidases.乙醇氧化酶的底物耐受性。
Appl Microbiol Biotechnol. 2015 Aug;99(16):6617-42. doi: 10.1007/s00253-015-6699-6. Epub 2015 Jul 8.
10
Characterization of Two VAO-Type Flavoprotein Oxidases from Myceliophthora thermophila.从嗜热毁丝霉中鉴定两种 VAO 型黄素蛋白氧化酶。
Molecules. 2018 Jan 5;23(1):111. doi: 10.3390/molecules23010111.

引用本文的文献

1
Bifunctional Imine Reductase Cascades for the Synthesis of Saturated -Heterocycles.用于合成饱和杂环的双功能亚胺还原酶级联反应
ACS Catal. 2024 Sep 19;14(19):14703-14710. doi: 10.1021/acscatal.4c03832. eCollection 2024 Oct 4.
2
Biosynthesis of lactones from diols mediated by an artificial flavin.由人工黄素介导的二醇内酯生物合成。
Bioresour Bioprocess. 2021 Oct 1;8(1):94. doi: 10.1186/s40643-021-00450-x.
3
Reaction engineering blocks ether cleavage for synthesizing chiral cyclic hemiacetals catalyzed by unspecific peroxygenase.

本文引用的文献

1
An Engineered Alcohol Oxidase for the Oxidation of Primary Alcohols.一种用于伯醇氧化的工程化醇氧化酶。
Chembiochem. 2019 Jan 18;20(2):276-281. doi: 10.1002/cbic.201800556. Epub 2018 Dec 10.
2
Structure-Based Engineering of Phanerochaete chrysosporium Alcohol Oxidase for Enhanced Oxidative Power toward Glycerol.基于结构的黄孢原毛平革菌醇氧化酶工程改造以增强其对甘油的氧化能力。
Biochemistry. 2018 Oct 30;57(43):6209-6218. doi: 10.1021/acs.biochem.8b00918. Epub 2018 Oct 16.
3
Biocatalytic synthesis of lactones and lactams.生物催化合成内酯和内酰胺。
反应工程学阻碍了非特异性过氧酶催化合成手性环状半缩醛的醚裂解反应。
Nat Commun. 2024 Feb 9;15(1):1235. doi: 10.1038/s41467-024-45545-z.
4
Properties, Physiological Functions and Involvement of Basidiomycetous Alcohol Oxidase in Wood Degradation.担子菌醇氧化酶的性质、生理功能及其在木材降解中的作用
Int J Mol Sci. 2022 Nov 9;23(22):13808. doi: 10.3390/ijms232213808.
5
Biocatalytic Production of a Nylon 6 Precursor from Caprolactone in Continuous Flow.连续流中用生物催化法由己内酰胺生产尼龙 6 前体。
ChemSusChem. 2022 Aug 19;15(16):e202200811. doi: 10.1002/cssc.202200811. Epub 2022 Jun 28.
6
Oxidase enzymes as sustainable oxidation catalysts.氧化酶作为可持续的氧化催化剂。
R Soc Open Sci. 2022 Jan 12;9(1):211572. doi: 10.1098/rsos.211572. eCollection 2022 Jan.
7
An Engineered Cholesterol Oxidase Catalyses Enantioselective Oxidation of Non-steroidal Secondary Alcohols.一种工程化胆固醇氧化酶催化非甾体仲醇的对映选择性氧化。
Chembiochem. 2022 Apr 5;23(7):e202200075. doi: 10.1002/cbic.202200075. Epub 2022 Feb 22.
8
A single-atom Cu-N catalyst eliminates oxygen interference for electrochemical sensing of hydrogen peroxide in a living animal brain.单原子铜氮催化剂消除了活体动物大脑中过氧化氢电化学传感的氧干扰。
Chem Sci. 2021 Nov 2;12(45):15045-15053. doi: 10.1039/d1sc04755h. eCollection 2021 Nov 24.
9
Biocatalysis: Enzymatic Synthesis for Industrial Applications.生物催化:工业应用中的酶法合成。
Angew Chem Int Ed Engl. 2021 Jan 4;60(1):88-119. doi: 10.1002/anie.202006648. Epub 2020 Aug 17.
Chem Asian J. 2018 Dec 4;13(23):3601-3610. doi: 10.1002/asia.201801180. Epub 2018 Oct 18.
4
An Alcohol Dehydrogenase from the Short-Chain Dehydrogenase/Reductase Family of Enzymes for the Lactonization of Hexane-1,6-diol.一种来自短链脱氢酶/还原酶家族的醇脱氢酶,用于己烷-1,6-二醇的内酯化反应。
Chembiochem. 2019 Jan 2;20(1):96-102. doi: 10.1002/cbic.201800533. Epub 2018 Oct 30.
5
Ring-opening copolymerization thermodynamics and kinetics of γ-valerolactone/ϵ-caprolactone.γ-戊内酯/ε-己内酯开环共聚的热力学和动力学。
PLoS One. 2018 Jun 21;13(6):e0199231. doi: 10.1371/journal.pone.0199231. eCollection 2018.
6
The Current Status of O-Heterocycles: A Synthetic and Medicinal Overview.O-杂环的现状:合成与药用概述。
ChemMedChem. 2018 Jun 6;13(11):1071-1087. doi: 10.1002/cmdc.201800119. Epub 2018 Apr 25.
7
Creating a more robust 5-hydroxymethylfurfural oxidase by combining computational predictions with a novel effective library design.通过将计算预测与新颖有效的文库设计相结合来创建一种更强健的5-羟甲基糠醛氧化酶。
Biotechnol Biofuels. 2018 Mar 1;11:56. doi: 10.1186/s13068-018-1051-x. eCollection 2018.
8
Same Substrate, Many Reactions: Oxygen Activation in Flavoenzymes.同一底物,多种反应:黄素酶中的氧活化。
Chem Rev. 2018 Feb 28;118(4):1742-1769. doi: 10.1021/acs.chemrev.7b00650. Epub 2018 Jan 11.
9
Degradable polyesters via ring-opening polymerization of functional valerolactones for efficient gene delivery.通过功能性戊内酯的开环聚合制备可降解聚酯用于高效基因递送
Org Biomol Chem. 2017 Aug 9;15(31):6567-6574. doi: 10.1039/c7ob00822h.
10
Polydioxanone-based bio-materials for tissue engineering and drug/gene delivery applications.用于组织工程及药物/基因递送应用的聚对二氧环己酮基生物材料。
Eur J Pharm Biopharm. 2015 Nov;97(Pt B):371-91. doi: 10.1016/j.ejpb.2015.05.024.