Cationic polyamino acid group carrier material and preparation method thereof

A technology of polyamino acid and gene carrier, applied in the field of cationic polyamino acid gene carrier material and preparation thereof

Active Publication Date: 2014-04-30
SUN YAT SEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Therefore, on the basis of the above-mentioned correlations, a new type of amino acid cationic random copolymer with controllable molecular structure is designed and developed, and its main chain structure contains cationic aspartic acid with good biocompatibility and high gene-carrying capacity. Acid monomers, and hydrophobic histidine monomers that can effectively promote the escape of carrier inclusion bodies, and further develop them on this basis to prepare a series of new high-efficiency, low-toxic gene carriers, which have not yet been seen. There are related research reports

Method used

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  • Cationic polyamino acid group carrier material and preparation method thereof
  • Cationic polyamino acid group carrier material and preparation method thereof
  • Cationic polyamino acid group carrier material and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0027] (1) Preparation of random copolymer of histidine and aspartic acid:

[0028] Weigh 1g N im-CBZ-N-DNP-L-histidine was dissolved in 10ml of tetrahydrofuran, and under the protection of nitrogen, 5ml of tetrahydrofuran solution containing 0.174ml of thionyl chloride was added dropwise, and reacted at room temperature for 20 minutes. After the solution became clear, it was immediately poured into 80ml of A pale yellow precipitate was obtained in water ether, and the filter residue was vacuum-dried to obtain histidine NCA (HIS-NCA), which was washed twice with nitromethane and ether to obtain pure histidine NCA.

[0029] Weigh 0.9g β-benzyl L-aspartate acid and dissolve it in 10ml tetrahydrofuran, then weigh 0.47g triphosgene and dissolve it in 5ml tetrahydrofuran, under the protection of nitrogen, drop triphosgene into the benzyl aspartate solution and react at 50°C After 30 minutes, after the solution became clear, it was immediately poured into 80ml of n-hexane ...

Embodiment 2

[0036] (1) Preparation of random copolymer of histidine and aspartic acid:

[0037] Weigh 0.5g N im -CBZ-N-DNP-L-histidine was dissolved in 8ml of tetrahydrofuran, under the protection of nitrogen, 4ml of tetrahydrofuran solution containing 0.09ml of thionyl chloride was added dropwise, and reacted at room temperature for 20 minutes. After the solution became clear, it was immediately poured into 64ml of A pale yellow precipitate was obtained in water ether, and the filter residue was vacuum-dried to obtain histidine NCA (HIS-NCA), which was washed twice with nitromethane and ether to obtain pure histidine NCA.

[0038] Weigh 2.7g β-benzyl L-aspartate acid and dissolve it in 20ml tetrahydrofuran, then weigh 1.41g triphosgene and dissolve it in 10ml tetrahydrofuran. Under the protection of nitrogen, drop triphosgene into the benzyl aspartate solution and react at 40°C After 40 minutes, after the solution became clear, it was immediately poured into 160ml of n-hexane...

Embodiment 3

[0045] (1) Preparation of random copolymer of histidine and aspartic acid:

[0046] Weigh 1g N im -CBZ-N-DNP-L-histidine was dissolved in 10ml of tetrahydrofuran, and under the protection of nitrogen, 5ml of tetrahydrofuran solution containing 0.174ml of thionyl chloride was added dropwise, and reacted at room temperature for 20 minutes. After the solution became clear, it was immediately poured into 100ml of A pale yellow precipitate was obtained in water ether, and the filter residue was vacuum-dried to obtain histidine NCA (HIS-NCA), which was washed twice with nitromethane and ether to obtain pure histidine NCA.

[0047] Weigh 0.9g β-benzyl L-aspartate acid and dissolve it in 10ml tetrahydrofuran, then weigh 0.51g triphosgene and dissolve it in 5ml tetrahydrofuran, under the protection of nitrogen, drop triphosgene into the benzyl aspartate solution and react at 50°C After 30 minutes, after the solution became clear, it was immediately poured into 100ml of n-...

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Abstract

The invention discloses a cationic polyamino acid group carrier material and a preparation method thereof. according to the preparation method, a random copolymer of aspartic acid benzyl ester and histidine is prepared through ring opening polymerization of N-carboxyl-alpha-amino anhydride, and an aminolysis reaction is carried out on an aspartic acid side chain, so as to synthesize the cationic polyamino acid group carrier material. A gel permeation chromatography result shows that the molecular weight of the polymer can be effectively controlled through controlling inventory of an initiator; under different aminolysis proportions, the polymers are different in solubility and transform from hydrophobic property to hydrophilic property; in-vitro gene transfection experiment result shows that polymers P (HIS-(i) co( / i)-ASP (DET)) with aminolysis proportion ranging from 10% to 95% have gene transfection efficiency, and a polymer with the maximum transfection efficiency can be screened out through changing the mass ratio of material to gene; the polymers P (HIS-(i) co( / i)-ASP (DET), compared to a homopolymerized aspartic acid polymer, are obviously low in cytotoxicity; and the obtained polymer is a gene carrier material which is low in toxicity, high in efficiency, excellent in biocompatibility and biodegradable.

Description

technical field [0001] The invention relates to the field of non-viral gene carriers, in particular to a cationic polyamino acid gene carrier material and a preparation method thereof. Background technique [0002] With the development of modern molecular biology technology represented by DNA recombination technology, gene therapy has become one of the hot spots in the research of biomedical treatment technology in the past 20 years. Gene therapy refers to the delivery of specific exogenous genes into the cells of the lesion and their effective expression. As a new type of medical method to fundamentally treat diseases, the primary challenge facing gene therapy is how to safely and efficiently deliver therapeutic genes to target cells or tissues in lesion sites and express them stably. Depends on the vector system used for gene therapy. Currently, the vectors used in gene therapy are mainly divided into viral vectors and non-viral vectors. [0003] Viral vectors have cer...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G69/48C08G69/14C08G69/16C12N15/87
Inventor 刘杰蒋庆高迪陈可欣余柏青
Owner SUN YAT SEN UNIV
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