Biocatalytic C‑Glucosylation of Coumarins Using an Engineered C‑Glycosyltransferase

Biocatalytic C‑Glucosylation of Coumarins Using an Engineered C‑Glycosyltransferase

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 exploit...

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Veröffentlicht in:Organic letters 2018-03, Vol.20 (6), p.1634-1637
Hauptverfasser: Chen, Dawei, Chen, Ridao, Xie, Kebo, Yue, Tian, Zhang, Xiaolin, Ye, Fei, Dai, Jungui
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container_end_page 1637
container_issue 6
container_start_page 1634
container_title Organic letters
container_volume 20
creator Chen, Dawei
Chen, Ridao
Xie, Kebo
Yue, Tian
Zhang, Xiaolin
Ye, Fei
Dai, Jungui
description 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.
doi_str_mv 10.1021/acs.orglett.8b00378
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title Biocatalytic C‑Glucosylation of Coumarins Using an Engineered C‑Glycosyltransferase
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