thesis

Novel Strategies for the Preparation of Glyco-Nanoparticles

Abstract

Ring opening polymerization and click reaction was used to synthesize thermo-responsive glyco-block copolymers consisting of a polyether block with pendant α-D-mannose groups and random copolymer blocks of poly(glycidyl methyl ether)-poly(epoxyhexane). The thermo-responsive block was synthesized as a random copolymer to decrease the phase transition temperature to usable region. Temperature-responsiveness would enable the polymers to switch between dissolved and aggregated states. Such glycopolymers would be interesting candidates for studying carbohydrate-lectin interactions and drug delivery properties. The synthesized polymers were analyzed using nuclear magnetic resonance and Fourier-transform infrared spectroscopy, turbidimetry and differential scanning calorimetry. Both glycopolymers and thermo-responsive copolymers were synthesized. The latter showed good control over the polymerization, leading to clickable azide functionality and desired ratios of monomers in the copolymers. Altering the ratios of glycidyl methyl ether and epoxyhexane in the feed led to variations in the cloud points and glass transition temperatures of the copolymers. The synthesis of glycopolymers proved difficult and could not be initiated using clickable propargyl alcohol. Also, no effective way to purify the glycopolymers initiated using bezyl alcohol was found. Combination of the glycopolymers and thermo-responsive copolymers was attempted using click reaction. A triazole signal was detected using nuclear magnetic resonance spectroscopy suggesting the reaction was successful. However, further studies are required to confirm this

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