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Date of Award
Dissertation - Pacific Access Restricted
Doctor of Philosophy (Ph.D.)
First Committee Member
Second Committee Member
Third Committee Member
Fourth Committee Member
In view of the significance of oligosaccharides in biological processes and the distinct disadvantage of easy metabolic degradation by glycosidases, a synthetic effort to prepare oligosaccharide mimics with enhanced metabolic stability was undertaken. This thesis introduces a new methodology for a high-yielding synthesis of mono- or oligosaccharidic glycals under non-solvolytic conditions. Lewis acid promoted glycal dimerization followed by introduction of a glycosyl cyanide functionality converted the compounds into possible anchors for pharmacophores. The experiments are discussed with respect to general applicability of the synthetic methods, stereoselectivity, and the biological properties of the compounds.
9780599838109 , 0599838108
Franz, Andreas H.. (2000). Oligosaccharide mimics: Synthesis, characterization and biological properties. University of the Pacific, Dissertation - Pacific Access Restricted. https://scholarlycommons.pacific.edu/uop_etds/2752
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