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生物催化能够实现生物基呋喃的规模化转化,生成各种糠基胺。

Biocatalysis enables the scalable conversion of biobased furans into various furfurylamines.

机构信息

Department of Systems Biotechnology, Konkuk University, 120 Neungdong-ro, Gwangjin-gu, Seoul, 05029, Republic of Korea.

Chemical Engineering and Process Development Division, CSIR- National Chemical Laboratory, Pune, 411008, India.

出版信息

Nat Commun. 2024 Jul 29;15(1):6371. doi: 10.1038/s41467-024-50637-x.

Abstract

Biobased furans have emerged as chemical building blocks for the development of materials because of their diverse scaffolds and as they can be directly prepared from sugars. However, selective, efficient, and cost-effective scalable conversion of biobased furans remains elusive. Here, we report a robust transaminase (TA) from Shimia marina (SMTA) that enables the scalable amination of biobased furanaldehydes with high activity and broad substrate specificity. Crystallographic and mutagenesis analyses provide mechanistic insights and a structural basis for understanding SMTA, which enables a higher substrate conversion. The enzymatic cascade process established in this study allows one-pot synthesis of 2,5-bis(aminomethyl)furan (BAMF) and 5-(aminomethyl)furan-2-carboxylic acid from 5-hydroxymethylfurfural. The biosynthesis of various furfurylamines, including a one-pot cascade reaction for BAMF generation using whole cells, demonstrates their practical application in the pharmaceutical and polymer industries.

摘要

生物基呋喃因其多样的骨架结构以及可直接由糖制备而成为开发材料的化学结构单元。然而,从生物基呋喃进行选择性、高效且具有成本效益的可扩展转化仍然难以实现。在这里,我们报告了来自希玛氏菌(Shimia marina)的一种稳健的转氨酶(TA),该酶能够高效且具有广泛的底物特异性实现生物基糠醛的可扩展胺化。晶体学和突变分析提供了对 SMTA 的机制见解和结构基础,这使其能够实现更高的底物转化率。本研究中建立的酶级联反应允许一锅法合成 2,5-双(氨甲基)呋喃(BAMF)和 5-(氨甲基)-2-呋喃羧酸,原料为 5-羟甲基糠醛。各种糠基胺的生物合成,包括使用全细胞一锅法级联反应生成 BAMF,证明了它们在制药和聚合物行业的实际应用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a41a/11286754/6eb7df1e3082/41467_2024_50637_Fig1_HTML.jpg

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