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Cationic polymer gene vector and preparation method thereof

A technology of cationic polymer and gene carrier, applied in the field of cationic polymer gene carrier and its preparation

Active Publication Date: 2021-07-02
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006]However, the properties of polyglycidylamine such as cytotoxicity, biocompatibility and gene transfection ability still need to be further improved

Method used

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  • Cationic polymer gene vector and preparation method thereof
  • Cationic polymer gene vector and preparation method thereof
  • Cationic polymer gene vector and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] p-Toluenesulfonyl-terminated polyethylene glycol monomethyl ether mPEG 2k -OTs modified polyglycidylamine, the preparation method of which comprises the following steps:

[0050] (1) p-toluenesulfonyl chloride (2.478g, 13.000mmol) was dissolved in pyridine (25.000mL) to prepare a pyridine solution of p-toluenesulfonyl chloride. Under nitrogen protection, in a 100mL two-neck round bottom flask, add polyethylene glycol monomethyl ether mPEG 2k (4.000g, average molecular weight 2000) and anhydrous dichloromethane (50.000mL), stirred and dissolved at 35°C, then added dropwise the pyridine solution of p-toluenesulfonyl chloride prepared above, after the dropwise addition, reacted at 35°C for 24h. After the reaction finished, dichloromethane was added for dilution, and water and mass concentration were 5% dilute hydrochloric acid to extract 3 times respectively, and the organic phase after extraction was washed with anhydrous Na 2 SO 4 Dry, filter, and rotary evaporate und...

Embodiment 2

[0055] Carboxy-terminated polyethylene glycol monomethyl ether mPEG 2k -COOH modified polyglycidylamine, the preparation method of which comprises the following steps:

[0056] (1) Under nitrogen protection, in a 100mL two-necked round bottom flask, add polyethylene glycol monomethyl ether mPEG 2k (1.440g, average molecular weight 2000), 4-dimethylaminopyridine (0.890g, 7.200mmol), triethylamine (0.200mL, 1.440mmol), anhydrous dichloromethane (20.000mL), stir well at 25°C Then, a solution of succinic anhydride (0.730 g, 7.200 mmol) in dichloromethane (20.000 mL) was added dropwise. After the dropwise addition, the stirring reaction was continued for 24h. After the reaction was finished, dichloromethane was added for dilution, and water and 5% dilute hydrochloric acid of mass concentration were extracted 3 times respectively, and the organic phase after extraction was washed with anhydrous Na 2 SO 4 Dry, filter, and rotary evaporate under reduced pressure to obtain a concen...

Embodiment 3

[0061] Carboxy-terminated polyethylene glycol monomethyl ether mPEG 4k -COOH modified polyglycidylamine, the preparation method of which comprises the following steps:

[0062] (1) Under nitrogen protection, in a 100mL two-necked round bottom flask, add polyethylene glycol monomethyl ether mPEG 4k (2.880g, average molecular weight 4000), 4-dimethylaminopyridine (0.890g, 7.200mmol), triethylamine (0.200mL, 1.440mmol), anhydrous dichloromethane (80.000mL), stir well at 25°C Then, a solution of succinic anhydride (0.730 g, 7.200 mmol) in dichloromethane (20.000 mL) was added dropwise. After the dropwise addition, the stirring reaction was continued for 24h. After the reaction, dichloromethane was added to dilute, and extracted three times with water and 5% dilute hydrochloric acid respectively. Anhydrous Na for organic phase 2 SO 4 Dry, filter, and rotary evaporate under reduced pressure to obtain a concentrated solution. The concentrated solution was precipitated and purif...

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Abstract

The invention discloses a cationic polymer gene vector and a preparation method thereof, the cationic polymer gene vector is modified polyglycidyl amine, and a modification agent is p-methylbenzenesulfonyl terminated polyethylene glycol monomethyl ether, carboxyl terminated polyethylene glycol monomethyl ether, oligosaccharide, an organic hydrophobic substance or zwitter-ions. The oligosaccharide is at least one of maltose, glucose and mannose, the organic hydrophobic substance is at least one of lauric acid, lauric aldehyde, polylactic acid, polycaprolactone, a lactic-co-glycolic acid copolymer and cholesterol, and the zwitterions are at least one of propiolactone, butyrolactone, valerolactone, caprolactone, 1, 3-propane sultone, 1, 4-butane sultone, and 1, 5-pentane sultone; wherein the grafting rate of the modification agent on the polyglycidyl amine is 5%-50%. The modified polyglycidyl amine provided by the invention is used as a non-viral gene transfection vector, and has very high biocompatibility and gene transfection capability and relatively low cytotoxicity.

Description

technical field [0001] The invention relates to the field of polymer synthesis, in particular to a cationic polymer gene carrier and a preparation method thereof. Background technique [0002] Gene therapy is a promising treatment method for many human diseases, especially hereditary diseases and malignant tumors, which was born with the development of modern molecular biology techniques. This method introduces normal genes or genes with therapeutic effects into specific tissues or target cells to correct gene defects or abnormal expression, so as to achieve the purpose of treating diseases. Currently, there are many difficulties in efficient in vivo delivery of genes and transfection in target tissues or cells. For example, naked genes are easily degraded by nucleic acid degrading enzymes when they are transported in vivo, and the large size and high negative charge of genes make it difficult for them to pass through the cell membrane and enter the cell interior. [0003]...

Claims

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Application Information

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IPC IPC(8): C08G81/00A61K48/00
CPCC08G81/00A61K48/0041
Inventor 帅棋王世清
Owner ZHEJIANG UNIV OF TECH
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