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通过含有来自鞘氨醇单胞菌的 ω-转氨酶的重组大肠杆菌在二甲基亚砜-水体系中对木质素衍生香草醛进行生物胺化,高效合成香草胺。

Efficient synthesis of vanillylamine through bioamination of lignin-derived vanillin by recombinant E. coli containing ω-transaminase from Caulobacter sp. D5 in dimethyl sulfoxide-water.

机构信息

State Key Laboratory of Biocatalysis and Enzyme Engineering, School of Life Sciences, Hubei University, Wuhan 430062, China.

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

出版信息

Bioresour Technol. 2024 Dec;413:131526. doi: 10.1016/j.biortech.2024.131526. Epub 2024 Sep 24.

DOI:10.1016/j.biortech.2024.131526
PMID:39321936
Abstract

Lignin is a plentiful and readily accessible renewable resource. Vanillylamine is a crucial raw material used to synthesize pharmaceuticals and high-value furan compounds that can be acquired by aminating lignin-derived vanillin (Van). However, effectually achieving the biocatalytic synthesis of vanillylamine has remained challenging. In this study, a dimethyl sulfoxide (DMSO)-HO (1:9, vol/vol) bioreaction medium was constructed, and a recombinant E. coli ATA1012 carrying ω-transaminase from Caulobacter sp. D5 was used as the ω-transaminase biocatalyst to acquire the effectual biocatalytic synthesis of vanillylamine. Under optimized bioreaction conditions (37 ℃ and pH 7.5) by supplementary of isopropylamine (IPA) (Van/IPA = 1:5, mol/mol), 80-100 mM Van could be effectually converted by ATA1012 whole cells in DMSO-HO (1:9, vol/vol) within 12 h, yielding 91.2 %-95.4 % vanillylamine, with >99 % selectivity. An efficient amination process was developed using ATA1012 with superior transaminase catalytic activity and substrate tolerance to effectively convert Van to vanillylamine in a DMSO-HO medium.

摘要

木质素是一种丰富且易于获取的可再生资源。香草胺是一种关键的原料,可用于合成药物和高价值的呋喃化合物,可通过芳基胺化木质素衍生的香草醛(Van)获得。然而,有效地实现香草胺的生物催化合成仍然具有挑战性。在这项研究中,构建了二甲基亚砜(DMSO)-HO(1:9,体积/体积)生物反应介质,并使用携带来自 Caulobacter sp. D5 的ω-转氨酶的重组大肠杆菌 ATA1012 作为 ω-转氨酶生物催化剂,以获得有效的香草胺生物催化合成。在优化的生物反应条件(37℃和 pH 7.5)下,通过补充异丙胺(IPA)(Van/IPA=1:5,摩尔/摩尔),ATA1012 全细胞可在 DMSO-HO(1:9,体积/体积)中在 12 小时内有效转化 80-100 mM 的 Van,生成 91.2%-95.4%的香草胺,选择性>99%。使用具有优越转氨酶催化活性和底物耐受性的 ATA1012 开发了一种有效的胺化工艺,可有效地将 Van 转化为 DMSO-HO 介质中的香草胺。

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