Date of Award
5-9-2015
Degree Type
Thesis
Degree Name
Master of Science (MS)
Department
Chemistry
First Advisor
Peng George Wang
Second Advisor
Alfons Baumstark
Third Advisor
Maged Henary
Fourth Advisor
Gangli Wang
Abstract
Polysaccharide isotopes are responsible for many pathophysiological responses and can elicit strong immune responses. The first two Chapters demonstrated the chemical synthesis of a conserved and all α–linked Escherichia coli R3 outer core pentasaccharide. This pentasaccharide was conjugated to carrier protein (CRM197) through a propyl amino linker at the reducing end. An immunological analysis demonstrated that this glycoconjugate can elicit specific anti-pentasaccharide antibodies with in vitro bactericidal activity. In Chapter three, a Core Synthesis/ Enzymatic Extension (CSEE) technique for building a comprehensive O-glycan library was proposed. Furthermore, a highly efficient and convergent methodology was designed to synthesize all eight O-glycan core structures in large scale. These two emerging techniques have great potential to enable the investigation of structure-activity relationship between glycans and receptor proteins, thus facilitating the identification of biomedically important glycan isotopes.
DOI
https://doi.org/10.57709/7008260
Recommended Citation
Yu, Zaikuan, "Chemical Synthesis of Outer Core Oligosaccharide of Escherichia Coli R3 and Convergent Synthesis of O-glycan Library." Thesis, Georgia State University, 2015.
doi: https://doi.org/10.57709/7008260