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University of Missouri, St. Louis

2016

Intramolecular Glycosylation

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Templated Oligosaccharide Synthesis, Jia Guang Xiao Aug 2016

Templated Oligosaccharide Synthesis, Jia Guang Xiao

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Glycosyl transfer within the active site of an enzyme involves the arrangement of the gly-cosyl donor and glycosyl acceptor in close proximity to each other. To mimic this pro-cess, intramolecular glycosylations are carried out where the donor and acceptor are linked together via a spacer. Correct orientation, rigidity and position of the spacer play a vital role in the selectivity and yield of reactions in this “molecular clamp method”. Though current methodologies show promising results in terms of yield and selectivity, the need to synthesize different complexes to ensure selectivities in all types of glycosidic linkages is a large deterrent …