A new and improved method for deglycosidation of glycopeptide antibiotics exemplified with vancomycin, ristocetin, and ramoplanin.
A general method for the deglycosidation of glycopeptide antibiotics has been developed. Treatment of vancomycin, ristocetin, and ramoplanin with anhydrous HF results in efficient cleavage of the sugars to provide the corresponding aglycons in high yield.
Wanner
Jutta
J
Department of Chemistry and the Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550North Torrey Pines Road, La Jolla, CA 92037, USA.
Tang
Datong
D
McComas
Casey C
CC
Crowley
Brendan M
BM
Jiang
Wanlong
W
Moss
Jason
J
Boger
Dale L
DL
D000900:Anti-Bacterial Agents / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D047630:Depsipeptides; D006858:Hydrofluoric Acid; D007202:Indicators and Reagents; D010456:Peptides, Cyclic / Q000737:chemistry*; D011725:Pyridines / Q000737:chemistry; D012310:Ristocetin / Q000737:chemistry*; D012997:Solvents; D014640:Vancomycin / Q000737:chemistry*
D000900:Anti-Bacterial Agents; D047630:Depsipeptides; D007202:Indicators and Reagents; D010456:Peptides, Cyclic; D011725:Pyridines; D012997:Solvents; C041438:ramoplanin; D012310:Ristocetin; D014640:Vancomycin; C023666:pyridine; D006858:Hydrofluoric Acid