Drug Discovery Based on Fluorine-Containing Glycomimetics
Abstract
:1. Introduction
2. Synthesis of Fluorine-Containing Glycomimetics
2.1. Fluorination of Carbohydrates via Nucleophilic Fluorination
2.2. Fluorination of Carbohydrates via Electrophilic Addition Reactions
2.3. Fluorination of Carbohydrates via Radical Reactions
2.4. Fluorination of Carbohydrates via Metal-Catalyzed Coupling Reactions
2.5. Fluorination of Carbohydrates via Building Block Strategy
3. Impact of Fluorination on the Physical Properties of Carbohydrates
3.1. The Impact on Lipophilicity
3.2. The Impact on Conformation
3.2.1. The Impact on the Chair Conformation of Pyranose
3.2.2. The Impact on the Conformation of the Glycosidic Bond
3.2.3. The Impact on the Conformation of the Exocyclic Hydroxymethyl Group
3.3. The Impact on the Stability of the Glycosidic Bond
4. Application
4.1. Fluorine-Containing Sugars as Glycosyltransferase Inhibitors
4.1.1. Fluorosugars as in Cellulose Glycosyltransferase Inhibitors
4.1.2. Fluorine-Containing Sugars as Glycosidase Inhibitors
4.2. Synthetic Vaccines and Therapeutic Antibodies
5. Conclusions
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Conflicts of Interest
Sample Availability
References
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Wei, X.; Wang, P.; Liu, F.; Ye, X.; Xiong, D. Drug Discovery Based on Fluorine-Containing Glycomimetics. Molecules 2023, 28, 6641. https://doi.org/10.3390/molecules28186641
Wei X, Wang P, Liu F, Ye X, Xiong D. Drug Discovery Based on Fluorine-Containing Glycomimetics. Molecules. 2023; 28(18):6641. https://doi.org/10.3390/molecules28186641
Chicago/Turabian StyleWei, Xingxing, Pengyu Wang, Fen Liu, Xinshan Ye, and Decai Xiong. 2023. "Drug Discovery Based on Fluorine-Containing Glycomimetics" Molecules 28, no. 18: 6641. https://doi.org/10.3390/molecules28186641