A highly selective C-rhamnosyltransferase from Viola tricolor and insights into its mechanisms
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...
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| Main Authors: | , , , , , , , , , |
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Elsevier,
2023-08-01T00:00:00Z.
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| LEADER | 00000 am a22000003u 4500 | ||
|---|---|---|---|
| 001 | doaj_756cbb59611f48d8ba5dd2c88d29e77b | ||
| 042 | |a dc | ||
| 100 | 1 | 0 | |a Bo-Yun Han |e author |
| 700 | 1 | 0 | |a Zi-Long Wang |e author |
| 700 | 1 | 0 | |a Junhao Li |e author |
| 700 | 1 | 0 | |a Qing Jin |e author |
| 700 | 1 | 0 | |a Hao-Tian Wang |e author |
| 700 | 1 | 0 | |a Kuan Chen |e author |
| 700 | 1 | 0 | |a Yang Yi |e author |
| 700 | 1 | 0 | |a Hans Ågren |e author |
| 700 | 1 | 0 | |a Xue Qiao |e author |
| 700 | 1 | 0 | |a Min Ye |e author |
| 245 | 0 | 0 | |a A highly selective C-rhamnosyltransferase from Viola tricolor and insights into its mechanisms |
| 260 | |b Elsevier, |c 2023-08-01T00:00:00Z. | ||
| 500 | |a 2211-3835 | ||
| 500 | |a 10.1016/j.apsb.2023.05.011 | ||
| 520 | |a 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. | ||
| 546 | |a EN | ||
| 690 | |a Flavonoid C-glycoside | ||
| 690 | |a C-rhamnosyltransferase | ||
| 690 | |a Biosynthesis | ||
| 690 | |a Catalytic mechanisms | ||
| 690 | |a Sugar donor selectivity | ||
| 690 | |a Therapeutics. Pharmacology | ||
| 690 | |a RM1-950 | ||
| 655 | 7 | |a article |2 local | |
| 786 | 0 | |n Acta Pharmaceutica Sinica B, Vol 13, Iss 8, Pp 3535-3544 (2023) | |
| 787 | 0 | |n http://www.sciencedirect.com/science/article/pii/S2211383523001582 | |
| 787 | 0 | |n https://doaj.org/toc/2211-3835 | |
| 856 | 4 | 1 | |u https://doaj.org/article/756cbb59611f48d8ba5dd2c88d29e77b |z Connect to this object online. |