Zein-polysulfobetaine amphiphilic conjugate and preparation method and application thereof
A technology of zein and polysulfobetaine, which is applied in the field of chemical modification of natural protein and its medical application, to achieve good long-term blood circulation characteristics, good biocompatibility, and improved stability
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Embodiment 1
[0062] (1) Preparation of brominated zein (zein-Br) macromolecular initiator
[0063] 2 g of zein was dissolved in 10 mL of anhydrous DMF (dimethylformamide). Then 1.0 mL of triethylamine was added under a nitrogen atmosphere, and the mixture was cooled in an ethanol bath at 0°C. Under stirring, 0.93 g of 2-bromoisobutyryl bromide was mixed in 10 mL of anhydrous DMF, and added dropwise to the zein solution. The dropwise addition was completed within 1 hour, and the reaction mixture was kept in an ethanol bath to continue the reaction for 1 hour, then naturally warmed to room temperature and stirred for 24 hours. The reaction mixture was added dropwise to cold (temperature about 2-5° C.) dichloromethane for precipitation. The product was purified by DMF-dissolved dichloromethane precipitation three times, and dried in a vacuum oven at 30°C overnight to obtain the zein-Br macroinitiator.
[0064] (2) Preparation of zein-sulfobetaine zwitterionic polymer amphiphilic conjugate ...
Embodiment 2
[0073] (1) Preparation of brominated zein (zein-Br) macromolecular initiator
[0074] 1 g of zein was dissolved in 15 mL of anhydrous DMF (dimethylformamide). Then 3.2 mL of triethylamine was added under a nitrogen atmosphere, and the mixture was cooled in an ethanol bath at 0°C. Under stirring, 1 g of 2-bromoisobutyryl bromide was mixed in 5 mL of anhydrous DMF, and added dropwise to the zein solution. The dropwise addition was completed within 2 hours, and the reaction mixture was kept in an ethanol bath for a further 3 hours, then naturally warmed to room temperature and stirred for 48 hours. The reaction mixture was added dropwise to dichloromethane for precipitation. The product was purified by DMF-dissolved dichloromethane precipitation six times, and dried in a vacuum oven at 45°C overnight to obtain the zein-Br macroinitiator.
[0075] (2) Preparation of zein-sulfobetaine zwitterionic polymer amphiphilic conjugate (zein-PSBMA)
[0076] First, 0.112 g of zein-Br mac...
Embodiment 3
[0078] (1) Preparation of brominated zein (zein-Br) macromolecular initiator
[0079] 1 g of zein was dissolved in 10 mL of anhydrous DMF (dimethylformamide). Then 0.6 mL of triethylamine was added under nitrogen atmosphere, and the mixture was cooled in an ethanol bath at 0°C. Under stirring, 0.25 g of 2-bromoisobutyryl bromide was mixed in 1.3 mL of anhydrous DMF, and added dropwise to the zein solution. The dropwise addition was completed within 0.5 hours, and the reaction mixture was kept in an ethanol bath for 2 hours, then naturally warmed to room temperature and stirred for 12 hours. The reaction mixture was added dropwise to dichloromethane for precipitation. The product was purified by DMF-dissolved dichloromethane precipitation four times, and dried in a vacuum oven at 40°C overnight to obtain the zein-Br macroinitiator.
[0080] (2) Preparation of zein-sulfobetaine zwitterionic polymer amphiphilic conjugate (zein-PSBMA)
[0081]First, 0.112 g of zein-Br macroini...
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