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. 1993 May 28;260(5112):1307-9.
doi: 10.1126/science.8493573.

A strategy for the solid-phase synthesis of oligosaccharides

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A strategy for the solid-phase synthesis of oligosaccharides

S J Danishefsky et al. Science. .

Abstract

Repeating glycosidic linkages of oligosaccharides can be synthesized by solid-phase methods. Glycals were attached to a polystyrene copolymer with a silyl ether bond and were activated to function as glycosyl donors with 3,3-dimethyldioxirane. Glycosidation was performed by reactions with a solution-based acceptor (itself a glycal). Excess acceptor and promoter were removed by rinsing after each coupling, and the desired oligosaccharides were then easily obtained from the polymer by the addition of tetra-n-butylammonium fluoride. By this method, glycosidations are stereospecific and interior deletions are avoided.

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