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Synthesis of Tetrasaccharide and Pentasaccharide Fragments of the Tumor-Associated Carbohydrate Antigen Lewis A Lewis X

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Title: Synthesis of Tetrasaccharide and Pentasaccharide Fragments of the Tumor-Associated Carbohydrate Antigen Lewis A Lewis X
Author: Kuir, Deng Paul
Department: Department of Chemistry
Program: Chemistry
Advisor: Auzanneau, France-Isabelle
Abstract: Lewis A Lewis X is a Tumor Associated Carbohydrate Antigen specifically expressed on the surface of squamous lung carcinoma cells. Because Carbohydrates are involved in immune response, this characteristic makes it a potential target for carbohydrate-based vaccine design. This thesis describes the synthesis of the tetra- and penta-saccharide fragments of the Lewis A Lewis X. Tetrasaccharide 1 was synthesized in an overall yield of 8% from N-acetylglucosamine acceptor 9. Both pentsaccharide framents 2 and 3 were synthesized from tetrasacharide acceptor 12 in two and three steps respectivily. These fragments will be tested for cross reactivity using competitive enzyme linked immunosorbent assay (ELISA). Positive results from the competive binding studies will pave the way for glyconjugate vaccine design against Lewis A Lewis X Tumor Associated Carbohydrate Antigen.
URI: http://hdl.handle.net/10214/7593
Date: 2013-10
Rights: Attribution-NonCommercial-NoDerivs 2.5 Canada
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Attribution-NonCommercial-NoDerivs 2.5 Canada Except where otherwise noted, this item's license is described as Attribution-NonCommercial-NoDerivs 2.5 Canada