Solution and solid-phase formation of glycosidic linkages

Details Solution and solid-phase formation of glycosidic linkages Solution and solid-phase formation of glycosidic linkages

C - Chemistry, Metallurgy

07

K

C07K 2/00 (2006.01) C07H 3/04 (2006.01) C07H 3/06 (2006.01) C07H 11/00 (2006.01) C07H 13/02 (2006.01) C07H 15/14 (2006.01) C07H 15/18 (2006.01) C07H 15/203 (2006.01) C07H 15/252 (2006.01) C07H 17/04 (2006.01) C07H 23/00 (2006.01) C07J 17/00 (2006.01) C08B 37/00 (2006.01)

Patent

CA 2156717

The invention relates to methods that permit the rapid construction of oligosaccharides and other glycoconjugates. Methods for forming multiple glycosidic linkages in solution in a single step are disclosed. The invention takes advantage of the discovery that the relative reactivity of glycoside residues containing anomeric sulfoxides and nucleophilic functional groups can be controlled. In another aspect of the invention, the reactivity of activated anomeric sugar sulfoxides is utilized in a solid phase method for the formation of glycosidic linkages. The methods disclosed may be applied to the preparation of specific oligosaccharides and other glycoconjugates, as well as to the preparation of glycosidic libraries comprising mixtures of various oligosaccharides, including glycoconjugates, which can be screened for biological activity.

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