Rational design of short-chain dehydrogenase/reductase for enantio-complementary synthesis of chiral 1,2-diols by successive hydroxymethylation and reduction of aldehydes.

Autor: Ren XX; College of Biological Science and Engineering, Fuzhou University, Fuzhou, China.; Institute of Enzyme Catalysis and Synthetic Biotechnology, Fuzhou University, Fuzhou, China., Su BM; College of Biological Science and Engineering, Fuzhou University, Fuzhou, China.; Institute of Enzyme Catalysis and Synthetic Biotechnology, Fuzhou University, Fuzhou, China., Xu XQ; College of Biological Science and Engineering, Fuzhou University, Fuzhou, China.; Institute of Enzyme Catalysis and Synthetic Biotechnology, Fuzhou University, Fuzhou, China., Xu L; College of Biological Science and Engineering, Fuzhou University, Fuzhou, China.; Institute of Enzyme Catalysis and Synthetic Biotechnology, Fuzhou University, Fuzhou, China., Lin J; College of Biological Science and Engineering, Fuzhou University, Fuzhou, China.; Institute of Enzyme Catalysis and Synthetic Biotechnology, Fuzhou University, Fuzhou, China.
Jazyk: angličtina
Zdroj: Biotechnology and bioengineering [Biotechnol Bioeng] 2024 Dec; Vol. 121 (12), pp. 3796-3807. Date of Electronic Publication: 2024 Sep 10.
DOI: 10.1002/bit.28841
Abstrakt: Enantiopure 1,2-diols are widely used in the production of pharmaceuticals, cosmetics, and functional materials as essential building blocks or bioactive compounds. Nevertheless, developing a mild, efficient and environmentally friendly biocatalytic route for manufacturing enantiopure 1,2-diols from simple substrate remains a challenge. Here, we designed and realized a step-wise biocatalytic cascade to access chiral 1,2-diols starting from aromatic aldehyde and formaldehyde enabled by a newly mined benzaldehyde lyase from Sphingobium sp. combined with a pair of tailored-made short-chain dehydrogenase/reductase from Pseudomonas monteilii (PmSDR-MuR and PmSDR-MuS) capable of producing (R)- and (S)-1-phenylethane-1,2-diol with 99% ee. The planned biocatalytic cascade could synthesize a series of enantiopure 1,2-diols with a broad scope (16 samples), excellent conversions (94%-99%), and outstanding enantioselectivity (up to 99% ee), making it an effective technique for producing chiral 1,2-diols in a more environmentally friendly and sustainable manner.
(© 2024 Wiley Periodicals LLC.)
Databáze: MEDLINE
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