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Fluorine-containing aliphatic chain-modified cationic polymer and application of fluorine-containing aliphatic chain-modified cationic polymer as gene carrier

A technology of cationic polymers and aliphatic chains, applied in the fields of polymer chemistry and biomaterials, can solve the problems of high toxicity of polyethylenimine and insufficient transfection efficiency, and achieve high gene transfection efficiency, low price, and high-efficiency gene transfection dyed effect

Active Publication Date: 2014-09-03
EAST CHINA NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the high toxicity and insufficient transfection efficiency of polyethyleneimine have always been the root of its criticism. Therefore, many gene transfection vectors based on polyethyleneimine modification, including PEG modification, carbamate mannose modification and other improved methods, have been modified. Gene transfection vector (Chunxi Liu et al.2013; Wei Cheng et al.2013)
In particular, it should be pointed out that although fluorinated modification can improve the hydrophobicity of dendrimers (Mandeep Singh Bakshi et al.2005), and hydrophobic modification can improve the gene transfection efficiency of cationic polymers to a certain extent (Jose L. Santos et al.2010), but the cationic polymer modified with fluorine-containing aliphatic chain proposed in the present invention has extremely high gene transfection effect and is not based on the hydrophobicity of fluorine-containing aliphatic chain

Method used

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  • Fluorine-containing aliphatic chain-modified cationic polymer and application of fluorine-containing aliphatic chain-modified cationic polymer as gene carrier
  • Fluorine-containing aliphatic chain-modified cationic polymer and application of fluorine-containing aliphatic chain-modified cationic polymer as gene carrier
  • Fluorine-containing aliphatic chain-modified cationic polymer and application of fluorine-containing aliphatic chain-modified cationic polymer as gene carrier

Examples

Experimental program
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Effect test

Embodiment 1

[0091] Example 1: Preparation of 3-(1H, 1H, 5H octafluoropentyloxy)-1,2-epoxypropylene modified branched polyethyleneimine, wherein branched polyethyleneimine and 3-(1H, 1H , 5H octafluoropentyloxy)-1,2-propylene oxide molar ratio is 1:133.

[0092] Synthetic method: take 50 mg of branched polyethyleneimine macromolecules in 2 ml of aqueous solution, slowly dropwise add 3-(1H, 1H, 5H octafluoropentyloxy)-1,2-epoxypropylene in 2 ml of ethanol solution, after the dropwise addition, the reaction solution was stirred and reacted at room temperature for 48 hours, and after dialysis and freeze-drying, the appearance It is a branched polyethyleneimine polymer (fluorinated branched PEI) modified by surface fluorination of white powder.

[0093] In this embodiment, the cationic polymer modified by the fluorine-containing fatty chain has a structure as shown in formula (II) in claim 1, the cationic polymer is a branched polyethyleneimine with an average molecular weight of 25000 Da, an...

Embodiment 2

[0100] Example 2: Preparation of third-generation polypropyleneimine dendrimer modified by heptafluorobutyric acid, wherein the molar ratio of dendrimer to heptafluorobutyric anhydride is 1:10.

[0101] Synthesis method: Dissolve 70.5 mg of third-generation polypropyleneimine dendrimers in 2 ml of methanol solution, add 69.94 microliters of triethylamine dropwise to the methanol solution in which dendrimers are dissolved, and then add 1 ml of methanol solution containing 171.5 micrograms of heptafluorobutyric anhydride was added dropwise, and after the addition was completed, the reaction solution was stirred and reacted at room temperature for 12 hours to obtain a white powder product.

[0102] The ninhydrin method was used to characterize and detect the linking quantity of heptafluorobutyric acid in the synthetic product.

[0103] Specific implementation method: add 0.2 mg / ml G3PPI dendrimer solution with a volume of 0, 5, 10, 15, 20, 25, 30, 35, and 40 microliters into a 1....

Embodiment 3

[0120] Example 3: Preparation of the fourth generation polypropyleneimine dendrimer modified by heptafluorobutyric acid, wherein the molar ratio of dendrimer to heptafluorobutyric anhydride is 1:16.

[0121] Synthetic method: Dissolve 53.4 mg of the fourth-generation polypropyleneimine dendrimer in 2 ml of methanol solution, add 40.7 microliters of triethylamine dropwise to the methanol solution in which dendrimers are dissolved, and then add Add 1 ml of methanol solution of heptafluorobutyric anhydride with 99.7 mg dropwise. After the addition is completed, the reaction solution is stirred and reacted at room temperature for 12 hours to obtain the surface heptafluorobutyric acid-modified white powder. The fourth generation polypropylene imine dendrimer material.

[0122] The ninhydrin method was used to characterize and detect the gene transfection vector synthesized in this example: the ninhydrin method was used to characterize and detect the heptafluorobutyric acid modifica...

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Abstract

The invention provides an application of a fluorine-containing aliphatic chain-modified cationic polymer in enhancement of gene transfection efficiency. The invention provides the fluorine-containing aliphatic chain-modified cationic polymer and the application of the fluorine-containing aliphatic chain-modified cationic polymer as a non-virus gene carrier. The fluorine-containing aliphatic chain is covalently linked with the cationic polymer surface; the cationic polymer comprises linear polyethyleneimine, branched polyethyleneimine, linear polylysine, polylysine dendrimer, polypropyleneimine dendrimer, polyamide-amine dendrimer and its derivative; the genes comprise DNA, siRNA, shRNA, microRNA and modified nucleic acid. The toxicity of the fluorine-containing aliphatic chain-modified cationic polymer is little, and can realize high efficiency gene transfection under low nucleic acid dosage and material amount condition, and the gene transfection efficiency in a plurality of cells is obviously better than that of the commercial transfection reagents such as Lipofectamine2000.

Description

technical field [0001] The invention relates to the technical fields of polymer chemistry and biomaterials, in particular to a gene transfection carrier based on a fluoride-modified dendrimer and a preparation method and application thereof. Background technique [0002] Gene transfection refers to the process of introducing and expressing foreign genes into cells or tissues. This technique is widely used in scientific research and disease treatment. In this process, gene transfection vector plays a very important role. In general, gene transfection vectors are mainly divided into two categories: viral vectors and non-viral vectors. Cells or tissues with long-term and high-efficiency expression of foreign genes can be obtained by virus transfection, but virus vectors have potential safety hazards such as immunogenicity and genotoxicity. At present, non-viral gene transfection methods with high efficiency, low toxicity and easy operation have received widespread attention....

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12N15/87C12N15/85C08G73/04C08G69/48
Inventor 程义云王铭明刘红梅王辉常虹
Owner EAST CHINA NORMAL UNIV
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