Synthesis of Biologically Active Oligosaccharides and Insights of Crystalline Galactose Derivatives

Pal, Kumar Bhaskar (2015) Synthesis of Biologically Active Oligosaccharides and Insights of Crystalline Galactose Derivatives. PhD thesis, Indian Institute of Science Education and Research Kolkata.

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Abstract

Chapter 1 contains general introduction about corbohydrates and illustrates the significance of carbohydrates in various life processes, their applications in modern day therapeutics and the emergence of a new area of research called ‘glycomics’. Chapter 2 reviews different techniques of glycosidic bond formation considering different types of donors (mainly halide, thioglycoside, trichloroacetamide and thioimidate donors) and promoters as well as some special techniques developed for the stereoselective formation of glycosidic linkages. Chapter 3 is further divided into two sub-chapters. Chapter 3a describes the total syntheses of trisaccharide related to repeating unit of the O-polysaccharide from Aeromonas hydrophila A19 (O:14). Chapter 3b deals with the details of synthesis of trisaccharides related to repeating unit of the lipopolysaccharide from Moritella viscosa strain M2-226. Chapter 4 details the chemical synthesis of the tetrasaccharide repeating unit of the O-glycan from the polar flagellum flagellin of Azospirillum brasilense Sp7. Chapter 5 illustrates a correlation in crystal and molecular structures of thio-galactoside derivatives on the basis of hydrogen bonded network (namely O–H∙∙∙O and O-H∙∙∙O=C intermolecular hydrogen bonds with significantly strong C–H∙∙∙π and C‒H∙∙∙O intermolecular contacts). Chapter 6 deals with the total synthesis of two hexasaccharides related to the repeating unit of the Oantigen from Escherichia coli TD2158

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