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Guanidine substituted aromatic compound modified high polymer material, preparation method and application

A technology for aromatic compounds and polymer materials, which is applied in the field of aromatic compound modified polymer materials and their preparation, can solve the problems of high cytotoxicity and low transfection effect, and achieves high transfection efficiency, efficient synthesis method, and cytotoxicity. small effect

Active Publication Date: 2016-03-23
EAST CHINA NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The known high cytotoxicity, low transfection effect and selectivity of cell lines based on aliphatic chain or arginine-modified polymer materials are the main factors restricting the wide application of these materials in the biomedical field

Method used

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  • Guanidine substituted aromatic compound modified high polymer material, preparation method and application
  • Guanidine substituted aromatic compound modified high polymer material, preparation method and application
  • Guanidine substituted aromatic compound modified high polymer material, preparation method and application

Examples

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Embodiment 1

[0054] Preparation and Characterization of the Polymer Material (G5-GAHx) Modified by the Guanidyl-substituted Aromatic Compound of the Present Invention

[0055] Such as figure 1 The shown polymer material G5-GAHx based on dendrimer and guanidine-substituted aromatic compound has a structural formula as shown in the following formula (1A):

[0056]

[0057] Among them, R=G5, which is the fifth generation polyamide-amine dendrimer, the central core is ethylenediamine, and the terminal group is a primary amine group;

[0058] x represents the number of p-guanidinobenzoic acid covalently attached to the surface of the fifth generation polyamidoamine dendrimer;

[0059] Wherein, the structure of G5 is shown in formula (8A):

[0060]

[0061] In formula (8A),

[0062] M is the central core of the fifth generation polyamidoamine dendrimer G5: ethylenediamine.

[0063] The preparation synthetic method of macromolecule material G5-GAHx shown in formula (1A): get a certain a...

Embodiment 2

[0065] Example 2: Gene transfection experiment of polymer material G5-GAHx on HeLa cells

[0066] The polymer material G5-GAH-x prepared in Example 1 and the green fluorescent protein particle were formed into a complex at room temperature, and then transfected on HeLa cells, and the gene transfection of the material was evaluated by detecting the expression of green fluorescent protein. Dyeing efficiency. Specific experimental method: culture HeLa cells in a 24-well plate and incubate for 24 hours, mix 0.8 micrograms of green fluorescent protein particles or luciferase plasmids with G5-GAH-x at different nitrogen-to-phosphorus ratios, and then add them to the medium and mix well; After incubating with the cells for 6 hours, 500 microliters of medium containing 10% serum was added, and the expression level of green fluorescent protein was observed with a fluorescence microscope 18 hours later.

[0067] Experimental results:

[0068] Such as Figure 6 The transfection effect...

Embodiment 3

[0069] Example 3: Gene transfection experiment of polymer material G5-GAH60 and controls G5-Arg64, G5-BA60, G5-AH60 and Lipo2K on HeLa cells

[0070] The polymer materials G5-GAH60, G5-Arg64, G5-BA60, G5-AH60, Lipo2K and green fluorescent protein particles prepared in Example 1 were used to form a complex at room temperature, and then transfected on HeLa cells. Detect the expression of green fluorescent protein to evaluate the gene transfection efficiency of the material. Specific experimental method: HeLa cells were cultured in a 24-well plate and incubated for 24 hours, and 0.8 micrograms of green fluorescent protein particles or luciferase plasmids were mixed with G5-GAH60, G5-Arg64, G5-BA60, and G5-AH60 at different nitrogen-phosphorus ratios. After mixing, add it to the culture medium and mix evenly; add 500 microliters of culture medium containing 10% serum after incubating with the cells for 6 hours, and observe the expression level of green fluorescent protein with a f...

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Abstract

The invention provides a guanidine substituted aromatic compound modified high polymer material shown in a formula (1). The guanidine substituted aromatic compound modified high polymer material comprises a cationic high polymer skeleton and guanidine substituted aromatic compound functional groups, and the guanidine substituted aromatic compound functional groups are covalently connected to the surface of the cationic high polymer skeleton. The invention further provides a preparation method of the high polymer material and an application of the high polymer material as a nucleic acid and protein molecule transport carrier. The synthesis method has low cost and is simple; the synthesized high polymer material is low in cytotoxicity and has the good application prospect.

Description

technical field [0001] The invention relates to the technical fields of polymer chemistry, organic synthesis and biomaterials, in particular to a polymer material modified based on a guanidine-substituted aromatic compound and its preparation method and application. Background technique [0002] Gene transfection refers to the process of introducing nucleic acids with biological functions into cells and allowing the nucleic acids to express their biological functions in cells. In this process, polymer materials play an important role. The early transfection method used calcium phosphate for transfection. However, the efficiency of this method is very low, and it is ineffective for many kinds of cells, which cannot meet the requirements of many scientific research work. Therefore, in order to improve the efficiency of gene transfection, two types of vectors have been developed: viral vectors and non-viral vectors. High-efficiency gene transfection effects can be obtained by...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G83/00C12N15/87C12N5/09
CPCC08G83/004C12N5/0693C12N15/87
Inventor 程义云常虹吕佳刘红梅
Owner EAST CHINA NORMAL UNIV
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