A straightforward glycosylation method is described to regio- and stereoselectively introduce two alpha-L-fucose moieties directly to the secondary rim of beta-cyclodextrin. Using NMR and MS fragmentation studies, the nonasaccharide structure was determined, which was also visualized using molecular dynamics simulations. The reported glycosylation method proved to be robust on gram-scale, and may be generally applied to directly glycosylate beta-cyclodextrins to make well-defined multivalent glycoclusters.
- mass fragmentation
- molecular dynamics simulations
- BIOLOGICAL EVALUATION