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一锅酶级联反应通过 H₂O 内部循环从 5-羟甲基糠醛可控合成糠酸。

One-Pot Enzyme Cascade for Controlled Synthesis of Furancarboxylic Acids from 5-Hydroxymethylfurfural by H O Internal Recycling.

机构信息

State Key Laboratory of Pulp and Paper Engineering, School of Food Science and Engineering, South China University of Technology, 381 Wushan Road, Guangzhou, 510640, China.

State Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, 130 Meilong Road, Shanghai, 200237, China.

出版信息

ChemSusChem. 2019 Nov 8;12(21):4764-4768. doi: 10.1002/cssc.201902199. Epub 2019 Oct 7.

DOI:10.1002/cssc.201902199
PMID:31490638
Abstract

Furancarboxylic acids are promising biobased building blocks in pharmaceutical and polymer industries. In this work, dual-enzyme cascade systems composed of galactose oxidase (GOase) and alcohol dehydrogenases (ADHs) are constructed for controlled synthesis of 5-formyl-2-furancarboxylic acid (FFCA) and 2,5-furandicarboxylic acid (FDCA) from 5-hydroxymethylfurfural (HMF), based on the catalytic promiscuity of ADHs. The byproduct H O , which is produced in GOase-catalyzed oxidation of HMF to 2,5-diformylfuran (DFF), is used for horseradish peroxidase (HRP)-mediated regeneration of the oxidized nicotinamide cofactors for subsequent oxidation of DFF promoted by an ADH, thus implementing H O internal recycling. The desired products FFCA and FDCA are obtained with yields of more than 95 %.

摘要

糠酸是医药和聚合物工业中很有前途的生物基构建模块。在这项工作中,基于醇脱氢酶(ADHs)的催化多功能性,构建了由半乳糖氧化酶(GOase)和醇脱氢酶(ADHs)组成的双酶级联系统,用于从 5-羟甲基糠醛(HMF)可控合成 5-糠醛-2-羧酸(FFCA)和 2,5-呋喃二甲酸(FDCA)。GOase 催化 HMF 氧化生成 2,5-二糠醛(DFF)过程中产生的副产物 H2O2 用于辣根过氧化物酶(HRP)介导的氧化烟酰胺辅酶的再生,以促进随后由 ADH 促进的 DFF 氧化,从而实现 H2O2 的内部循环。得到的目标产物 FFCA 和 FDCA 的产率均高于 95%。

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