Synthesis of Thermoresponsive Poly( diethyleneglycol methacrylate-co-6-Ovinyladipoyl-D-glucopyranose

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The monomer 6-O-vinyladipoyl-D-glucopyranose( VAG)was synthesized by lipase catalyzed trans-esterification of divinyladipate with D-glucopyranose. A novel double hydrophilic glycopolymer poly( diethyleneglycol methacrylate-co-6-Ovinyladipoyl-D-glucopyranose)( P( DEGMA-co-VAG)) with narrow polydispersity( PDI) and thermosensitivity was prepared by reversible addition-fragmentation chain transfer( RAFT)polymerization. P( DEGMA-co-VAG) was characterized by1 H NMR,FTIR and gel permeation chromatography( GPC). The characterization of UV-visible spectroscopy showed that the micelles from glycopolymer P( DEGMA-co-VAG) were thermo-responsive and the low critical solution temperature( LCST) could be controlled by the molar ratio of monomers. When the molar ratio of DEGMA and VAG was 2∶ 1,the LCST of P( DEGMA-co-VAG) was36 ℃ in aqueous solution,which could form nano micelles in the human body environment. It was found that P( DEGMA-co-VAG)was non-toxic at 0. 1-1 mg / m L concentrations when incubated with pig iliac endothelial cells( PIECs) for 24 h. Thus,the synthesized glycopolymers has great potential as drug delivery carriers. The monomer 6-O-vinyladipoyl-D-glucopyranose (VAG) was synthesized by lipase catalyzed trans-esterification of divinyladipate with D-glucopyranose. A novel double hydrophilic glycopolymer poly (diethyleneglycol methacrylate-co-6-Ovinyladipoyl-D-glucopyranose) P (DEGMA-co-VAG) was narrowed by1H NMR, FTIR and gel permeation chromatography (PDI) and thermosensitivity was prepared by reversible addition-fragmentation chain transfer (RAFT) polymerization. (GPC). The characterization of UV-visible spectroscopy showed that the micelles from glycopolymer P (DEGMA-co-VAG) were thermo-responsive and the low critical solution temperature (LCST) could be controlled by the molar ratio of monomers. molar ratio of DEGMA and VAG was 2: 1, the LCST of P (DEGMA-co-VAG) was 36 ° C in aqueous solution, which could form nano micelles in the human body environment. It was found that P (DEGMA-co-VAG ) was non-toxic at 0. 1-1 mg / m L concentrations when incubated with pig iliac endothelial cells (PIECs) for 24 h. Thus, the synthesized glycopolymers has great potential as drug delivery carriers.
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