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Preparation method and application of cationic gene vector with aggregation-induced emission effect

A technology of aggregation-induced luminescence and gene carrier, which is applied in the field of preparation of cationic gene carrier, can solve the problems of low effective toxicity and high toxicity, and achieve the effects of increased transfection efficiency, effective controllable molecular weight, and excellent cell imaging ability

Active Publication Date: 2016-04-06
安徽泽升科技有限公司
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  • Abstract
  • Description
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Problems solved by technology

[0010] There are still many problems in the research process of using activity-controlled polymerized ATRP to obtain a series of liposome-like cationic gene carriers. For example, the transfection efficiency of this cationic carrier is higher with the increase of molecular weight, but the toxicity Larger, how to maximize the transfection efficiency and ensure the imaging effect while ensuring moderate toxicity has become the focus of attention; different monomers have different characteristics, some have higher transfection efficiency and less effective toxicity, how to screen out High-efficiency and high-performance monomers are also issues that people need to consider

Method used

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  • Preparation method and application of cationic gene vector with aggregation-induced emission effect
  • Preparation method and application of cationic gene vector with aggregation-induced emission effect
  • Preparation method and application of cationic gene vector with aggregation-induced emission effect

Examples

Experimental program
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Effect test

Embodiment 1

[0037]

[0038] As shown in the chemical equation, take 0.4g of tetraphenylethylene tetrahydroxyl derivatives, dissolve in 20mL of tetrahydrofuran, add 420μL of triethylamine, and finally add 2mL of dibromoisobutyryl bromide, react for 14h, after the reaction, in 5mL The product tetraphenylethylene star initiator was obtained by precipitation in dimethyl sulfoxide.

[0039] (1) Dissolve 0.1 g of tetraphenylethylene star-shaped initiator in 10 mL of anhydrous tetrahydrofuran (THF), and then add 561 μL of glycidyl methacrylate (GMA) and 83.5 μL of pentamethyldiethylenetriamine (PMDETA) was dissolved in the solution, and 57.4 mg of cuprous bromide (CuBr) was added quickly after bubbling nitrogen for 3 minutes, and immediately sealed with a rubber stopper; the system was reacted at 27-30 ° C under an oxygen-free nitrogen protection environment After 24 hours, uncork the bottle and let it stand for 2-3 minutes, then precipitate with methanol, and wash twice with methanol to remo...

Embodiment 2

[0043] (1) Dissolve the tetraphenylethylene star initiator in anhydrous tetrahydrofuran, first add glycidyl methacrylate, then add cuprous bromide, finally add pentamethyldiethylenetriamine, the added methacrylic acid The volume of glycidyl ester (GMA) is 1 mL, all the other reaction conditions are the same as the step (1) of embodiment 1, and the polymer obtained is designated as TPE-PGMA2. The number average molecular weight (Mn) of the polymer (TPE-PGMA2) was 10996, and the molecular weight distribution index (Mw / Mn) was 1.43. You can also add 57.4 mg of cuprous bromide (CuBr) first, then add 83.5 μL of pentamethyldiethylenetriamine (PMDETA), and finally seal it.

[0044] (2) 50 mg of TPE-PGMA obtained in step (1) was dissolved in 1 mL of DMSO, and the reaction conditions were the same as in step (2) of Example 1;

[0045] (3) Same as step (3) of Example 1, the obtained flocculent polymer is a cationic gene carrier with aggregation-induced luminescent effect, which is deno...

Embodiment 3

[0047] (1) The volume of glycidyl methacrylate (GMA) added is 2.42mL, while adding cuprous bromide, add 20mg of copper bromide, and all the other reaction conditions are the same as the step (1) of embodiment 1, the obtained polymerization The material is marked as TPE-PGMA3. The number average molecular weight (Mn) of the polymer (TPE-PGMA3) was 13830, and the molecular weight distribution index (Mw / Mn) was 1.32.

[0048] (2) 50 mg of TPE-PGMA obtained in step (1) was dissolved in 1 mL of DMSO, and the reaction conditions were the same as in step (2) of Example 1;

[0049] (3) Same as step (3) of Example 1, the obtained flocculent polymer is a cationic gene carrier with aggregation-induced luminescent effect, which is denoted as TPE-PGEA3.

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Abstract

The invention discloses a preparation method and application of a cationic gene vector with an aggregation-induced emission effect. The preparation method comprises the following steps: reacting by virtue of modifiable tetraphenyl ethylene derivative molecules with dibromo butyryl bromine to generate a star initiator with four initiation sites; finally carrying out atom transfer living radical polymerization to initiate various monomers to be polymerized; after polymers are obtained, carrying out ring-opening reaction by virtue of ethanol amine and tetraphenyl ethylene molecules with amino groups, so as to obtain the cationic gene vector. The cationic gene vector synthesized by the method has relative good transfection efficiency in cell systems of HepG2, Hela, C6, COS7, SL and H9C2 and further has excellent cell imaging capacity relative to PEI. The preparation method is simple and feasible; by virtue of a polymerization method, the effective and controllable molecular weight is guaranteed; furthermore, the cationic gene vector prepared by virtue of the preparation method can form micelles by virtue of hydrophilic and hydrophobic interactions relative to common cationic gene vectors, so that the cell transfection efficiency is improved.

Description

technical field [0001] The invention belongs to the technical field of non-viral gene carriers, and specifically relates to the construction of tetraphenylethylene (TPE) by ATRP method, which has the characteristics of aggregation-induced emission (AIE) effect and high gene transfection efficiency, and can be used for cell imaging. Preparation method of gene carrier. Background technique [0002] Gene therapy has been recognized as a new and effective treatment method in the past two decades. This method plays a pivotal role in future medical treatment and is widely used to treat a series of genetic diseases, human cancer and cardiovascular diseases, etc. Wait. In a broad sense, the whole gene therapy is to introduce the exogenous design gene or oligonucleotide fragment used for treatment into the diseased cells in the disease body through the gene carrier, so as to express and improve the defects of the diseased cells, so as to achieve the purpose of treatment. The entire...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F120/32C08F120/34C08F120/54C08F8/32C12N15/87C07C213/00C07C217/18
CPCC07C213/00C08F8/32C08F2800/20C12N15/87C08F120/32C07C217/18
Inventor 徐福建祁宇俞丙然
Owner 安徽泽升科技有限公司
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