ArticleMicrobial cell factories2022
Diversification of phenolic glucosides by two UDP-glucosyltransferases featuring complementary regioselectivity.
Article in Microbial cell factories, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.
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3 citing papers in PubMed, 18 citations in OpenAlex.
- Tailoring Regioselectivity-Controlled UDP-Glycosyltransferase for Bidirectional Glycosylation of Tyrosol via Free Energy-Driven Pocket Reshaping and Tunnel Engineering.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2025Article
- Efficient Biosynthesis of Gastrodin by UDP-Glycosyltransferase fromJournal of microbiology and biotechnology · 2025Article
- Recombinant Expression and Characterization of an Alkali-tolerant UDP-Glycosyltransferase fromJournal of microbiology and biotechnology · 2024Article
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Authors and funding
19 authors at 7 institutions in 1 country.
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Abstract
backgroundGlucoside natural products have been showing great medicinal values and potentials. However, the production of glucosides by plant extraction, chemical synthesis, and traditional biotransformation is insufficient to meet the fast-growing pharmaceutical demands. Microbial synthetic biology offers promising strategies for synthesis and diversification of plant glycosides.
resultsIn this study, the two efficient UDP-glucosyltransferases (UGTs) (UGT85A1 and RrUGT3) of plant origin, that are capable of recognizing phenolic aglycons, are characterized in vitro. The two UGTs show complementary regioselectivity towards the alcoholic and phenolic hydroxyl groups on phenolic substrates. By combining a developed alkylphenol bio-oxidation system and these UGTs, twenty-four phenolic glucosides are enzymatically synthesized from readily accessible alkylphenol substrates. Based on the bio-oxidation and glycosylation systems, a number of microbial cell factories are constructed and applied to biotransformation, giving rise to a variety of plant and plant-like O-glucosides. Remarkably, several unnatural O-glucosides prepared by the two UGTs demonstrate better prolyl endopeptidase inhibitory and/or anti-inflammatory activities than those of the clinically used glucosidic drugs including gastrodin, salidroside and helicid. Furthermore, the two UGTs are also able to catalyze the formation of N- and S-glucosidic bonds to produce N- and S-glucosides.
conclusionsTwo highly efficient UGTs, UGT85A1 and RrUGT3, with distinct regioselectivity were characterized in this study. A group of plant and plant-like glucosides were efficiently synthesized by cell-based biotransformation using a developed alkylphenol bio-oxidation system and these two UGTs. Many of the O-glucosides exhibited better PEP inhibitory or anti-inflammatory activities than plant-origin glucoside drugs, showing significant potentials for new glucosidic drug development.
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