Synthesis of a key derivative of glycosylphosphatidylinositol substances and synthesis of spacer glycosides for use in the formation of glycoconjugates and of self-assembled monolayer surfaces

Abstract: The first chapter of this thesis describes glycosylation strategies for obtaining derivatives of 2-amino-2-deoxy-a-D-glucopyranosyl-(1-->6)-D-myo-inositol, a key building block for synthesis of glycosylphosphatidylinositol anchor substances and also proposed to be part of a second messenger for insulin.The second chapter describes the synthesis of bifunctional oligoethylene glycol spacers and glycosylation of these for use in formation of glycoconjugates. Synthesis of glycosyl succinimides and their conversion into glycoconjugates are also described.In the third chapter, synthesis of various terminated alkane thiols are described for use in formation of self-assembled monolayer surfaces. Globotriose linked alkane thiols with or without oligoethylene glycol spacers in between were mixed with hydroxyl or oligoethylene glycol terminated alkane thiols for formation of model surfaces.