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

ENZYME AND MICROBIAL TECHNOLOGY [2024]
Yuguang Wang, Mengjing Wu, Huifang Zheng, Dongmei Wu, Panpan Yao, Wenjing Li, Kexin Jin, Xinjun Yu
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.

MATERIALS

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