C-C bond cleavage by flavonoid C-deglycosidase

Our ongoing research efforts have discovered rare chemical conversions achieved by intestinal bacteria. Cleavage of the C-C bond of flavonoid C-glycosides is one of them. Puerarin is converted to daidzein by the putative deglycosidase expressed by anaerobic bacteria. Chemical and biochemical studies on C-glycoside deglycosylation, including the synthesis of substrate analogs and deglycosidation by model systems, are underway.

C-O bond cleavage by cobalamin-dependent O-demethylase

Cobalamin-dependent O-demethylase expressed by Blautia sp. MRG-PMF1 can cleave aryl methyl ethers, including polymethoxyflavones. The reactivity, as well as the enzyme reaction mechanism, of cobalamin-catalyzed C-O cleavage is studied by means of bioinorganic chemical approaches.

topics

Gut metabolism of Spices & Herbs

Biochemistry of glycosides catabolism

Reversibility of enzyme reactions

Biomimetic catalysts