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Published on: June 13, 2019
Characterization of a Highly Selective 2″-O-Galactosyltransferase from Trollius chinensis and Structure-Guided
Shuang Liu1, Meng Zhang1, Yangoujie Bao1
1State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, 38 Xueyuan Road, Beijing 100191, China.
Abstract:
A novel 2″-O-galactosyltransferase TcOGT4 was discovered from Trollius chinensis. TcOGT4 could regio-specifically catalyze 2″-O-galactosylation of 17 flavone 8-C-β-d-glucosides and shows high preference for UDP-Gal. Molecular docking indicated that Pro361 may play a key role in sugar donor selectivity, and the P361W mutant exhibited significantly enhanced selectivity toward UDP-Glc. A total of 21 products including 17 new compounds were obtained, and 5 of them showed potent COX-2 inhibitory activities. TcOGT4 is the first reported 2″-O-galactosyltransferase for flavone C-glycosides, and could be a powerful biocatalyst to synthesize bioactive flavone glycosides.
