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在石油醚-水体系中,通过表达ω-转氨酶和丙氨酸脱氢酶的重组大肠杆菌对木质素衍生香草醛生物转化为香草基胺。

Biological valorization of lignin-derived vanillin to vanillylamine by recombinant E. coli expressing ω-transaminase and alanine dehydrogenase in a petroleum ether-water system.

机构信息

State Key Laboratory of Biocatalysis and Enzyme Engineering, School of Lifes, Hubei University, Wuhan 430062, Hubei Province, PR China.

State Key Laboratory of Biocatalysis and Enzyme Engineering, School of Lifes, Hubei University, Wuhan 430062, Hubei Province, PR China; School of Pharmacy & School of Biological and Food Engineering, Changzhou University, Changzhou 213164, PR China.

出版信息

Bioresour Technol. 2023 Oct;385:129453. doi: 10.1016/j.biortech.2023.129453. Epub 2023 Jul 3.

DOI:10.1016/j.biortech.2023.129453
PMID:37406835
Abstract

Vanillylamine, as an important drug precursor and fine chemical intermediate, has great economic value. By constructing a strategy of double enzyme co-expression, one newly constructed recombinant E. coli HNIQLE-AlaDH expressing ω-transaminase from Aspergillus terreus and alanine dehydrogenase from Bacillus subtilis was firstly used aminate lignin-derived vanillin to vanillylamine by using a relatively low dosage of amine donors (vanillin:L-alanine:isopropylamine = 1:1:1, mol/mol/mol). In addition, in a two-phase system (water:petroleum ether = 80:20 v/v), the bioconversion of vanillin to vanillylamine was catalyzed by HNIQLE-AlaDH cell under the ambient condition, and the vanillylamine yield was 71.5%, respectively. This double-enzyme HNIQLE-AlaDH catalytic strategy was applied to catalyze the bioamination of furfural and 5-hydroxymethylfurfural with high amination efficiency. It showed that the double-enzyme catalytic strategy in this study promoted L-alanine to replace D-alanine to participate in bioamination of vanillin and its derivatives, showing a great prospect in the green biosynthesis of biobased chemicals from biomass.

摘要

香草胺作为一种重要的药物前体和精细化工中间体,具有巨大的经济价值。通过构建双酶共表达策略,首次利用构建的重组大肠杆菌 HNIQLE-AlaDH 表达来自土曲霉的 ω-转氨酶和来自枯草芽孢杆菌的丙氨酸脱氢酶,以较低剂量的胺供体(香草醛:L-丙氨酸:异丙胺=1:1:1,摩尔/摩尔/摩尔)将木质素衍生的香草醛胺化为香草胺。此外,在两相体系(水:石油醚=80:20 v/v)中,在环境条件下,HNIQLE-AlaDH 细胞催化香草醛转化为香草胺,香草胺的产率分别为 71.5%。该双酶 HNIQLE-AlaDH 催化策略被应用于催化糠醛和 5-羟甲基糠醛的生物胺化,具有较高的胺化效率。结果表明,该研究中的双酶催化策略促进 L-丙氨酸替代 D-丙氨酸参与香草醛及其衍生物的生物胺化,在生物质绿色生物合成生物基化学品方面具有广阔的前景。

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