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dc.contributor.advisorGrice, Darren
dc.contributor.advisorItzstein, Mark von
dc.contributor.authorChopra, Pradeep
dc.date.accessioned2018-01-23T02:29:29Z
dc.date.available2018-01-23T02:29:29Z
dc.date.issued2013
dc.identifier.doi10.25904/1912/3031
dc.identifier.urihttp://hdl.handle.net/10072/366420
dc.description.abstractA considerable body of evidence has been accumulated on the importance of glycoproteins and glycolipids in biological phenomenon. A family of carbohydrates that plays an important role in the functionality of oligosaccharide chains of glycoconjugates is the sialic acids. Studies have shown that a significant link exists between the over-expression of sialylated epitopes, such as sialyl Lewis antigens, sialyl-T and sialyl-Tn, sialyl α-(2→6)-lactosaminyl structures, and polysialic acid, and the metastatic potential of a number of cancer cell lines. Chemotherapeutic intervention in the biosynthesis of sialic acid, and in particular of sialoglycoconjugates, could result in significant changes in the membrane properties and interaction potential of cells, including tumour cells. A key enzyme in the sialoglycoconjugate biosynthetic pathway is CMP-N-acetylneuraminate synthetase (CMAS), which is responsible for the essential activation of sialic acid (in humans, N-acetylneuraminic acid, Neu5Ac) to the nucleotide sugar form CMP-Neu5Ac. Research into CMAS could explore possible strategies to inhibit this enzyme, or to exploit its substrate specificity to create novel glycans for biotechnology. The research described in this PhD thesis is focused on the design, synthesis, and eventual biological and structural evaluation, of functionalized Neu5Ac derivatives and CMP-Neu5Ac mimetics as inhibitors of human and pathogenic bacterial [Neisseria meningitidis, serogroup B (NmB)] CMAS.
dc.languageEnglish
dc.publisherGriffith University
dc.publisher.placeBrisbane
dc.rights.copyrightThe author owns the copyright in this thesis, unless stated otherwise.
dc.subject.keywordsCMP-N-acetylneuraminate synthetase (CMAS)
dc.subject.keywordsTumour cells
dc.subject.keywordsCarbohydrate-Based Chemical Probes
dc.titleThe Development of Carbohydrate-Based Chemical Probes of CMP-N-acetylneuraminate Synthetase
dc.typeGriffith thesis
gro.facultyScience, Environment, Engineering and Technology
gro.rights.copyrightThe author owns the copyright in this thesis, unless stated otherwise.
gro.hasfulltextFull Text
dc.rights.accessRightsPublic
gro.identifier.gurtIDgu1442970934717
gro.source.ADTshelfnoADT0
gro.source.GURTshelfnoGURT
gro.thesis.degreelevelThesis (PhD Doctorate)
gro.thesis.degreeprogramDoctor of Philosophy (PhD)
gro.departmentInstitute for Glycomics
gro.griffith.authorChopra, Pradeep


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