A highly selective C-rhamnosyltransferase from Viola tricolor and insights into its mechanisms
In: Acta Pharmaceutica Sinica B, Jg. 13 (2023), Heft 8, S. 3535-3544
Online
unknown
Zugriff:
C-Glycosides are important natural products with various bioactivities. In plant biosynthetic pathways, the C-glycosylation step is usually catalyzed by C-glycosyltransferases (CGTs), and most of them prefer to accept uridine 5′-diphosphate glucose (UDP-Glc) as sugar donor. No CGTs favoring UDP-rhamnose (UDP-Rha) as sugar donor has been reported, thus far. Herein, we report the first selective C-rhamnosyltransferase VtCGTc from the medicinal plant Viola tricolor. VtCGTc could efficiently catalyze C-rhamnosylation of 2-hydroxynaringenin 3-C-glucoside, and exhibited high selectivity towards UDP-Rha. Mechanisms for the sugar donor selectivity of VtCGTc were investigated by molecular dynamics (MD) simulations and molecular mechanics with generalized Born and surface area solvation (MM/GBSA) binding free energy calculations. Val144 played a vital role in recognizing UDP-Rha, and the V144T mutant could efficiently utilize UDP-Glc. This work provides a new and efficient approach to prepare flavonoid C-rhamnosides such as violanthin and iso-violanthin.
Titel: |
A highly selective C-rhamnosyltransferase from Viola tricolor and insights into its mechanisms
|
---|---|
Autor/in / Beteiligte Person: | Han, Bo-Yun ; Wang, Zi-Long ; Li, Junhao ; Jin, Qing ; Wang, Hao-Tian ; Chen, Kuan ; Yi, Yang ; Ågren, Hans ; Qiao, Xue ; Ye, Min |
Link: | |
Zeitschrift: | Acta Pharmaceutica Sinica B, Jg. 13 (2023), Heft 8, S. 3535-3544 |
Veröffentlichung: | 2023 |
Medientyp: | unknown |
ISSN: | 2211-3835 (print) ; 2211-3843 (print) |
DOI: | 10.1016/j.apsb.2023.05.011 |
Schlagwort: |
|
Sonstiges: |
|