Biomanufacture of L-homoserine lactone building block: A strategy for preparing γ-substituted L-amino acids by modular reaction

IF 3.4 3区生物学 Q2 BIOTECHNOLOGY & APPLIED MICROBIOLOGY

Enzyme and Microbial Technology Pub Date : 2024-02-07 DOI:10.1016/j.enzmictec.2024.110411

Yuguang Wang , Mengjing Wu , Huifang Zheng , Dongmei Wu , Panpan Yao , Wenjing Li , Kexin Jin , Xinjun Yu

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引用次数: 0

Abstract

A strain high-performance of esterase producing bacteria was screened from soil, which could selectively hydrolyze D-homoserine lactone from its racemate to achieve the resolution of L- homoserine lactone with more than 99% e.e. in 48% yield. L-homoserine lactone building block was then converted to L-α-amino-γ-bromobutyronic acid chiral blocks, which reacted with various nucleophilic reagent modules could to be applied to prepare L-γ- substituted α-amino acids such as L-selenomethionine, L-methionine, L-glufosinate and L-selenocystine. Its advantages included high selectivity of biocatalytic resolution reactions, high optical purity of products, racemic recycle of D-substrates and modular reaction, which simplified the production process of these products and highlighted the power of biological manufacturing.

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L-高丝氨酸内酯结构单元的生物制造：通过模块化反应制备γ-取代的 L-氨基酸的策略

从土壤中筛选出了一株高性能酯酶生产菌，它可以选择性地水解D-高丝氨酸内酯的外消旋体，从而以48%的收率得到99%以上的L-高丝氨酸内酯。然后，L-高丝氨酸内酯结构单元被转化为 L-α-氨基-γ-溴丁酸手性嵌段，再与各种亲核试剂模块反应，制备出 L-γ-取代的 α-氨基酸，如 L-硒代蛋氨酸、L-蛋氨酸、L-葡糖酸和 L-硒代胱氨酸。其优点包括生物催化解析反应的高选择性、产品的高光学纯度、D-底物的外消旋循环和模块化反应，简化了这些产品的生产过程，彰显了生物制造的力量。

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来源期刊

Enzyme and Microbial Technology 生物-生物工程与应用微生物

CiteScore

7.60

自引率

5.90%

发文量

142

审稿时长

38 days

期刊介绍： Enzyme and Microbial Technology is an international, peer-reviewed journal publishing original research and reviews, of biotechnological significance and novelty, on basic and applied aspects of the science and technology of processes involving the use of enzymes, micro-organisms, animal cells and plant cells. We especially encourage submissions on: Biocatalysis and the use of Directed Evolution in Synthetic Biology and Biotechnology Biotechnological Production of New Bioactive Molecules, Biomaterials, Biopharmaceuticals, and Biofuels New Imaging Techniques and Biosensors, especially as applicable to Healthcare and Systems Biology New Biotechnological Approaches in Genomics, Proteomics and Metabolomics Metabolic Engineering, Biomolecular Engineering and Nanobiotechnology Manuscripts which report isolation, purification, immobilization or utilization of organisms or enzymes which are already well-described in the literature are not suitable for publication in EMT, unless their primary purpose is to report significant new findings or approaches which are of broad biotechnological importance. Similarly, manuscripts which report optimization studies on well-established processes are inappropriate. EMT does not accept papers dealing with mathematical modeling unless they report significant, new experimental data.