Solid-phase chemoenzymatic synthesis of C-sialosides.
The chemoenzymatic regioselective acylation of Neu5Ac followed by SmI2-mediated C-glycosylation on a solid support is described for five C-glycosides. This method should facilitate the construction of combinatorial libraries of inhibitors of neuraminidase activity and hemagglutinin interaction as potential antiviral agents.
Baytas
Sultan N
SN
Department of Chemistry and Chemical Biology, Rensselaer Polytechnic Institute, Troy, New York 12180, USA.
Wang
Qun
Q
Karst
Nathalie A
NA
Dordick
Jonathan S
JS
Linhardt
Robert J
RJ
D000215:Acylation; D006027:Glycosides / Q000138:chemical synthesis*; D008956:Models, Chemical; D015394:Molecular Structure; D009438:Neuraminic Acids / Q000737:chemistry*; D009439:Neuraminidase / Q000037:antagonists & inhibitors
D006027:Glycosides; D009438:Neuraminic Acids; D009439:Neuraminidase