Martin Kurfiřt, Vojtěch Hamala, Jan Beránek, Lucie Červenková Šťastná, Jakub Červený, Martin Dračínský, Jana Bernášková, Vojtěch Spiwok, Zuzana Bosáková, Pavla Bojarová, Jindřich Karban
Fluorination of carbohydrate ligands of lectins is a useful approach to examine their binding profile, improve their metabolic stability and lipophilicity, and convert them into 19 F NMR-active probes. However, monofluorination of monovalent carbohydrate ligands often leads to a decreased or completely lost affinity. By chemical glycosylation, we synthesized the full series of methyl β-glycosides of N,N'-diacetylchitobiose (GlcNAcβ(1-4)GlcNAcβ1-OMe) and LacdiNAc (GalNAcβ(1-4)GlcNAcβ1-OMe) systematically monofluorinated at all hydroxyl positions...
April 24, 2024: Bioorganic Chemistry