Application of polysaccharide quaternary ammonium salt to delivery of nucleic acid and proteins
A technology for delivering nucleic acids and quaternary ammonium salts, applied in the application field of polysaccharide quaternary ammonium salts in delivering nucleic acids and proteins, can solve problems such as limiting delivery efficiency, reducing toxicity and clinical application, and achieving improved delivery efficiency, low carrier toxicity, The effect of high delivery efficiency
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Embodiment 1
[0021] 1) Add 1.0g of epichlorohydrin dropwise to 1.0g of N,N-dimethylethylamine, stir at 40°C for 24 hours, after the end, precipitate and wash with ether twice, dry under reduced pressure to obtain epoxy quaternary ammonium salt A, the molecular formula is
[0022] 1) Dissolve 2.5g of hydroxypropyl cellulose in 80mL of dichloromethane, then add 0.8g of phenyl p-nitrochloroformate and 20mL of pyridine; stir at 0°C for 4 hours. Then it was precipitated three times with anhydrous ether, and purified to obtain the product HPC-4-NC.
[0023] 2) Add 2.0g HPC-4-NC into 80mL N,N-dimethylformamide, and add 5.5g ethylenediamine. Stir at room temperature (25°C) under nitrogen atmosphere for 24 hours.
[0024] 3) After the reaction is completed, dialyze in deionized water and freeze-dry to obtain aminohydroxypropyl cellulose with an average molecular weight of 17,000-20,000.
[0025] 4) Dissolve 2.0g of aminohydroxypropyl cellulose in 200mL of deionized water; dissolve 0.45g of epo...
Embodiment 2
[0028] 1) Add 2.0g of epichlorohydrin dropwise to 5.0g of N,N-dimethylpropylamine, stir at 45°C for 18 hours, after the end, precipitate and wash with petroleum ether twice, and dry under reduced pressure to obtain epoxy quaternary ammonium salt B , the molecular formula is
[0029] 2) Dissolve 2.0g dextran and 1.0g N,N'-carbonyldiimidazole in anhydrous dimethyl sulfoxide; add N,N'-carbonyldiimidazole solution to glucose In the polysaccharide solution, react at room temperature for 24 hours.
[0030] 3) Quickly add 6.0 g of diethylenetriamine solution into the above-mentioned N,N'-carbonyldiimidazole-activated dextran solution; stir at room temperature for 24 hours under nitrogen atmosphere.
[0031] 4) After the reaction is completed, dialyze in deionized water and freeze-dry to obtain aminodextran with an average molecular weight of 15,000-18,000.
[0032] 5) Dissolve 2.0 g of aminodextran in 200 mL of deionized water, then add 0.7 g of epoxy quaternary ammonium salt B i...
Embodiment 3
[0035] 1) Add 1.0g of epichlorohydrin dropwise to 4.0g of N,N-dimethylbutylamine, stir at 60°C for 4 hours, wash with cyclohexane precipitation twice after the end, and dry under reduced pressure to obtain epoxy quaternary Ammonium salt C, the molecular formula is
[0036]2) Add 2.0g of pullulan into anhydrous dimethyl sulfoxide solution, heat to 100°C to dissolve, then cool down to room temperature (25°C); 0.1g of N,N'-carbonyldiimidazole is dissolved in anhydrous dimethyl sulfoxide In the base sulfoxide; at room temperature, add the N,N'-carbonyldiimidazole solution to the pullulan solution and react for 24 hours.
[0037] 3) Quickly add 0.5 g of butanediamine in anhydrous dimethyl sulfoxide solution to the above-mentioned N,N'-carbonyldiimidazole-activated pullulan solution. Stir at 25°C for 48 hours under nitrogen atmosphere.
[0038] 4) After the reaction is completed, dialyze in deionized water and freeze-dry to obtain aminopullulan with an average molecular weight o...
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