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Date of Award
2000
Document Type
Dissertation - Pacific Access Restricted
Degree Name
Doctor of Philosophy (Ph.D.)
Department
Chemistry
First Advisor
Paul Gross
First Committee Member
James Blankenship
Second Committee Member
Charles Matuzak
Third Committee Member
Vyacheslav Samoshin
Fourth Committee Member
Donald Wedegaertner
Abstract
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.
Pages
299
ISBN
9780599838109 , 0599838108
Recommended Citation
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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