Direct and Regioselective Di-α-fucosylation on the Secondary Rim of β-Cyclodextrin |
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| Authors: | Stella A Verkhnyatskaya Alex H de?Vries Elmatine Douma-de?Vries Renze J L Sneep Dr Marthe T C Walvoort |
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| Institution: | 1. Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 7, 9747 AG Groningen, The Netherlands;2. Groningen Biomolecular Sciences and Biotechnology Institute, University of Groningen, Nijenborgh 7, 9747 AG Groningen, The Netherlands |
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| Abstract: | A straightforward glycosylation method is described to regio- and stereoselectively introduce two α-l -fucose moieties directly to the secondary rim of β-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 β-cyclodextrins to make well-defined multivalent glycoclusters. |
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| Keywords: | beta-cyclodextrin fucosylation mass fragmentation molecular dynamics simulations regioselectivity |
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