84740-26-1Relevant academic research and scientific papers
Biocatalytic C-Glucosylation of Coumarins Using an Engineered C-Glycosyltransferase
Chen, Dawei,Chen, Ridao,Xie, Kebo,Yue, Tian,Zhang, Xiaolin,Ye, Fei,Dai, Jungui
, p. 1634 - 1637 (2018)
The enzymatic synthesis of coumarin C-glucosides by an engineered C-glycosyltransferase, MiCGTb-GAGM, was explored in vitro and in vivo. MiCGTb-GAGM exhibited a robust C-glucosylation capability toward structurally diverse coumarin derivatives. The whole-cell bioconversion of MiCGTb-GAGM was exploited for large-scale production of coumarin C-glucosides. Two C-glucosides exhibited potent SGLT2 inhibitory activities with IC50 values at 10-6 M. These findings provide cost-effective and practical synthetic strategies to generate structurally diverse and novel bioactive coumarin C-glycosides for drug discovery.
Biocatalytic Application of a Membrane-Bound Coumarin C-Glucosyltransferase in the Synthesis of Coumarin and Benzofuran C-Glucosides
Chen, Dawei,Fan, Shuai,Yang, Zhaoyong,Dai, Jungui
, p. 5072 - 5078 (2021)
A number of plant C-glycosyltransferases (CGTs) have been recently identified, whereas the coumarin CGTs have not been found. Here we reported the first identification of a coumarin C-glucosyltransferase MaCGT from Morus alba. The whole-cell biocatalyst harboring MaCGT was exploited and exhibited strictly and efficiently regio- and stereo-specific C-glucosylation capacity toward structurally different coumarins. The whole-cell of MaCGT was further applied to chemo-enzymatically synthesize benzofuran C-glucosides. Moreover, MaCGT is reported as the first characterized membrane-bound CGT from plants, although sequence homology search has shown other potentially membrane-bound CGTs from M. notabilis; and the presence of the transmembrane domain is critical for its catalytic activity and stability as demonstrated by the C-glucosylation activity of truncated MaCGT proteins. In addition, the key residues involved in the C-glucosylation of MaCGT were explored. These findings suggest the diversity of CGTs in the plant kingdom and demonstrate the significant potential of biocatalytic approach to produce structurally diverse C-glycosides for drug discovery. (Figure presented.).
