期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 142, 期 7, 页码 3506-3512出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.9b12211
关键词
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资金
- National Natural Science Foundation of China [81725023, 81891010/81891011, 81973448, 81921001, 21907002]
- Beijing Natural Science Foundation [jQ18027]
- Science & Technology Department of Xinjiang Uygur Autonomous Region [2018AB012]
A highly efficient di-C-glycosyltransferase GgCGT was discovered from the medicinal plant Glycyrrhiza glabra. GgCGT catalyzes a two-step di-C-glycosylation of flopropione-containing substrates with conversion rates of >98%. To elucidate the catalytic mechanisms of GgCGT, we solved its crystal structures in complex with UDP-Glc, UDP-Gal, UDP/phloretin, and UDP/nothofagin, respectively. Structural analysis revealed that the sugar donor selectivity was controlled by the hydrogen-bond interactions of sugar hydroxyl groups with D390 and other key residues. The di-C-glycosylation capability of GgCGT was attributed to a spacious substrate-binding tunnel, and the G389K mutation could switch di- to mono-C-glycosylation. GgCGT is the first di-C-glycosyltransferase with a crystal structure, and the first C-glycosyltransferase with a complex structure containing a sugar acceptor. This work could benefit the development of efficient biocatalysts to synthesize C-glycosides with medicinal potential.
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