Discovery of a novel phosphotransferase from Bacillus subtilis that phosphorylates a broad spectrum of flavonoids.

Autor: Hsu C; Department of Agricultural Chemistry, National Taiwan University, Taipei 10617, Taiwan., Tsai HY; Department of Agricultural Chemistry, National Taiwan University, Taipei 10617, Taiwan., Chang CF; Genomics Research Center, Academia Sinica, Taipei 11529, Taiwan., Yang CC; Department of Biochemical Science and Technology, National Taiwan University, Taipei 10617, Taiwan., Su NW; Department of Agricultural Chemistry, National Taiwan University, Taipei 10617, Taiwan; Department of Biochemical Science and Technology, National Taiwan University, Taipei 10617, Taiwan. Electronic address: snw@ntu.edu.tw.
Jazyk: angličtina
Zdroj: Food chemistry [Food Chem] 2023 Jan 30; Vol. 400, pp. 134001. Date of Electronic Publication: 2022 Aug 24.
DOI: 10.1016/j.foodchem.2022.134001
Abstrakt: Flavonoids are associated with health benefits, but most of them have poor oral bioavailability due to their extremely low aqueous solubility. Flavonoid O-phosphorylation suggests a potent modification to solve the problems. Here, we isolated, identified and characterized an unprecedented phosphotransferase, flavonoid phosphate synthetase (BsFPS), from B. subtilis. The enzyme catalyzes the ATP-dependent phosphorylation of flavonoid to generate flavonoid monophosphates, AMP and orthophosphate. BsFPS is a promiscuous phosphotransferase that efficiently catalyzes structurally-diverse flavonoids, including isoflavones, flavones, flavonols, flavanones and flavonolignans. Based on MS and NMR analysis, the phosphorylation mainly occurs on the hydroxyl group at C-7 of A-ring or C-4' of B-ring in flavonoid skeleton. Notably, BsFPS is regioselective for the ortho-3',4'-dihydroxy moiety of catechol-containing structures, such as luteolin and quercetin, to produce phosphate conjugates at C-4' or C-3' of B-ring. Our findings highlight the potential for developing biosynthetic platform to obtain new phosphorylated flavonoids for pharmaceutical and nutraceutical applications.
Competing Interests: Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.
(Copyright © 2022 Elsevier Ltd. All rights reserved.)
Databáze: MEDLINE
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