ol8b00378_si_001.pdf (2.95 MB)
Biocatalytic C‑Glucosylation of Coumarins Using an Engineered C‑Glycosyltransferase
journal contribution
posted on 2018-02-22, 18:49 authored by Dawei Chen, Ridao Chen, Kebo Xie, Tian Yue, Xiaolin Zhang, Fei Ye, Jungui DaiThe 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.