Charge-reversed DNA (Deoxyribose Nucleic Acid) nano-carrier and preparation method and application thereof

A technology of charge reversal and nano-carriers, which is applied in the direction of DNA/RNA vaccination, complete cell/virus/DNA/RNA components, medical preparations of non-active ingredients, etc. Tropical immune response and other issues, to achieve the effect of low cost, good stability and simple process

Inactive Publication Date: 2017-03-22
HUBEI UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Some common methods such as gene gun method, electroporation method, microinjection and other methods, but the current disadvantages of these methods are that they cannot ensure that the gene will not be degraded when entering the body, have no targeting, and will cause the body's immune response. At present, cationic polymers As a non-viral carrier, the vector has been paid attention to by people, and the safety hazard of the potential viral vector is eliminated

Method used

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  • Charge-reversed DNA (Deoxyribose Nucleic Acid) nano-carrier and preparation method and application thereof
  • Charge-reversed DNA (Deoxyribose Nucleic Acid) nano-carrier and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] 1. Preparation of methyl succinate

[0047] Weigh succinic acid (0.118g, 1mmol), Dowex 50W-X 2 (1.0g) was added to 10ml of methyl formate / octane (volume ratio=2:8) mixture, and the reaction was continued in a water bath at 80°C for 12h. The solution was filtered and evaporated to dryness, and the resulting product was purified by chromatography.

[0048] 2. Preparation of 3-dimethylamino-1-propyl methylsuccinate

[0049] Dissolve 0.4 g (20 mmol) of DCC (dicyclohexylcarbodiimide) in 5 ml of dichloromethane,

[0050] Weigh 0.732g (5.5mmol) of methyl succinate in 1, 0.223g (2.5mmol) of 3-dimethylamino-1-propanol, and dissolve 12mg of 4-methylaminopyridine in 15ml of dichloromethane. The DCC was added to the above solution, and the solution was continuously stirred for 2d. The reaction mixture was filtered to remove insoluble matter.

[0051] 3. Preparation of methyl succinic acid-3-dimethylamino-1-propyl ester quaternary ammonium salt

[0052] Weigh 0.347g (1.7mmol) of...

Embodiment 2

[0060] 1. Preparation of methyl succinate

[0061] Weigh succinic acid (0.118g, 1mmol), Dowex 50W-X 2 (1.0g) was added to 10ml of methyl formate / octane (volume ratio=2:8) mixture, and the reaction was continued in a water bath at 80°C for 12h. The solution was filtered and evaporated to dryness, and the resulting product was purified by chromatography.

[0062] 2. Preparation of 3-dimethylamino-1-propyl methylsuccinate

[0063] Dissolve 0.4 g (20 mmol) of DCC (dicyclohexylcarbodiimide) in 5 ml of dichloromethane,

[0064] Weigh 0.732g (5.5mmol) of methyl succinate in 1, 0.223g (2.5mmol) of 3-dimethylamino-1-propanol, and dissolve 12mg of 4-methylaminopyridine in 15ml of dichloromethane. The DCC was added to the above solution, and the solution was continuously stirred for 2d. The reaction mixture was filtered to remove insoluble matter.

[0065] 3. Preparation of methyl succinic acid-3-dimethylamino-1-propyl ester quaternary ammonium salt

[0066] Weigh 0.347g (1.7mmol) of...

Embodiment 3

[0074] 1. Preparation of methyl succinate

[0075] Weigh succinic acid (0.236g, 2mmol), Dowex 50W-X 2 (2.0g), added to 20ml of methyl formate / octane (volume ratio=2:8) mixed solution, 80 ° C water bath reaction continued for 12h. The solution was filtered and evaporated to dryness, and the resulting product was purified by chromatography, namely To obtain methyl succinate;

[0076] 2. Preparation of 3-dimethylamino-1-propyl methylsuccinate

[0077] Dissolve 0.8g (40mmol) of DCC (dicyclohexylcarbodiimide) in 10ml of dichloromethane,

[0078] Weigh 1.464g (11mmol) of methyl succinate in 1, 0.446g (5mmol) of 3-dimethylamino-1-propanol, and dissolve 24mg of 4-methylaminopyridine in 15ml of dichloromethane, and dissolve the prepared DCC Added to the above solution, the solution was continuously stirred for 2d, and the reaction mixture was filtered to remove insoluble matter.

[0079] 3. Preparation of methyl succinic acid-3-dimethylamino-1-propyl ester quaternary ammonium salt ...

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Abstract

The invention discloses a charge-reversed DNA (Deoxyribose Nucleic Acid) nano-carrier and a preparation method and application thereof, and belongs to the fields of gene treatment and DNA vaccine antibody expression. The charge-reversed DNA nano-carrier comprises a compound prepared from methylsuccinic acid-3-dimethylamino-1-propyl ester quaternary ammonium salt and pDNA, has different quantities of electric charges under different pH conditions, and can be subjected to charge reversing under a corresponding PH condition. The prepared charge-reversed compound has a pH response, has different quantities of electric charges under different pH conditions through the methylsuccinic acid-3-dimethylamino-1-propyl ester quaternary ammonium salt, and is subjected to charge reversing under a certain PH condition, and a nano-compound carries positive charges when the compound passes through the surface of a cell membrane carrying negative charges, so that the compatibility with the cell membrane is very high, the compound can be effectively internalized, the electric charges are reversed under different pH conditions in cells, and a carrier carrying the negative charges can circulate for a long time more easily and is more suitable to be applied in gene treatment and antibody production.

Description

technical field [0001] The invention relates to the fields of gene therapy and antibody production, in particular to a charge-reversed DNA nanocarrier and a preparation method and application thereof. Background technique [0002] With the prosperity and progress of social economy, people pay more and more attention to health problems. Among the top 10 deadly diseases, the top ones are heart disease, malignant tumors, cerebrovascular diseases, and diabetes, which seriously affect people's lives, and these diseases are still on the rise, and the mortality rate is also getting higher and higher, tending to be younger. These diseases often cause many complications. Gene therapy has brought dawn to people. Since 1990, gene therapy has been realized in the field of biomedicine and clinical gene intervention for human diseases, and its potential in treating diseases has been recognized. There are many methods for treating diseases compared with traditional ones. Incomparable adv...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K48/00A61K47/69A61K47/54A61K39/00
CPCA61K48/0033A61K39/00A61K2039/53
Inventor 孙宏浩王甜甜廖天作祝红达刘明星郭惠玲孙红梅
Owner HUBEI UNIV OF TECH
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