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Hyperbranched polyethylene imine-grafted polyalanine copolymer and preparation method thereof

A polyalanine copolymer and polyethyleneimine technology, which is applied in the polymer field, can solve the problems of complicated preparation method and not greatly improved transfection efficiency, and achieves simple preparation process, high gene silencing efficiency, and reduced charge density. Effect

Active Publication Date: 2014-04-09
长春金传科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the preparation method of this type of polymer is relatively complicated, and the transfection efficiency has not been greatly improved.

Method used

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  • Hyperbranched polyethylene imine-grafted polyalanine copolymer and preparation method thereof
  • Hyperbranched polyethylene imine-grafted polyalanine copolymer and preparation method thereof
  • Hyperbranched polyethylene imine-grafted polyalanine copolymer and preparation method thereof

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preparation example Construction

[0028] The present invention also provides a kind of preparation method of the polyalanine copolymer grafted with hyperbranched polyethyleneimine, comprising the following steps:

[0029] Hyperbranched polyethyleneimine and L-alanine N-carboxylic acid anhydride are reacted in an organic solvent to obtain a polyalanine copolymer grafted with hyperbranched polyethyleneimine shown in formula (I);

[0030]

[0031] Among them, the degrees of polymerization n1, n2, n3, x, y are all greater than or equal to 1; 600≥x+y≥40;

[0032] 150≥n1+n2+n3≥5.

[0033] In the present invention, hyperbranched polyethyleneimine and L-alanine N-carboxylic acid anhydride are used as raw materials, and hyperbranched polyethyleneimine is used as a macroinitiator to initiate ring opening of L-alanine N-carboxylic anhydride Polymerization reaction to obtain the copolymer shown in formula (I). The number average molecular weight of the hyperbranched ethyleneimine is preferably 1800-25000. The molar ...

Embodiment 1～12

[0040] Under anhydrous and oxygen-free conditions, according to the alanine N-carboxylic anhydride (Ala-NCA) monomer, put 50ml of anhydrous chloroform into a dry reactor, fill with nitrogen protection, stir and dissolve; then the number average molecular weight As a polyamine initiator, 1800 branched polyethyleneimine was dissolved in 50 ml of anhydrous chloroform and added to the reactor. Wherein the molar ratio of polyethyleneimine and Ala-NCA is respectively 1:10, 1:20, 1:30, 1:40, 1:50, 1:60, 1:70, 1:80, 1:90, 1:100, 1:110 and 1:120. Stir and react at a temperature of 30° C. for 20 hours. After the reaction is completed, settle in ether or n-hexane, filter, and dry the filter cake to obtain polyethyleneimine-polyalanine copolymer.

[0041] After dissolving the obtained polyethylenimine-polyalanine copolymer in water, dialyze with a dialysis bag for 72 hours, change the water 4-6 times during the period, and freeze-dry to obtain polyethyleneimine-polyalanine copolymer (PEI-P...

Embodiment 13～24

[0045] Under anhydrous and oxygen-free conditions, according to the alanine N-carboxylic anhydride (Ala-NCA) monomer, put 50ml of anhydrous chloroform into a dry reactor, fill with nitrogen protection, stir and dissolve; then the number average molecular weight As a polyamine initiator, 25000 branched polyethyleneimine was dissolved in 50 ml of anhydrous chloroform and added to the reactor. Wherein the molar ratio of polyethyleneimine and Ala-NCA is respectively 1:10, 1:20, 1:30, 1:40, 1:50, 1:60, 1:70, 1:80, 1:90, 1:100, 1:110 and 1:120. The temperature was controlled at 40° C. and stirred for 18 hours. After the reaction was completed, it was settled in ether or n-hexane, filtered, and the filter cake was dried to obtain polyethyleneimine polyalanine copolymer.

[0046] After dissolving the obtained polyethylenimine-polyalanine copolymer in water, dialyze with a dialysis bag for 72 hours, change the water 4-6 times during the period, and freeze-dry to obtain polyethyleneimi...

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Abstract

The invention discloses a hyperbranched polyethylene imine-grafted polyalanine copolymer as shown in formula (I). Hydrophobic polyalanine is grafted on the hyperbranched polyethylene imine, so that integral quantity of electric charge of the copolymer is reduced, and charge density is effectively lowered, and therefore, cytotoxicity of the copolymer is lowered. While being taken as a gene carrier for application, the copolymer can be tightly combined with a gene substance, so that transfection efficiency is high. According to the invention, the hyperbranched polyethylene imine-grafted polyalanine is taken as macro-initiator to initiate L-alanine N-carboxylic acid anhydride to carry out ring opening polymerization to obtain the hyperbranched polyethylene imine-grafted polyalanine copolymer; the preparation process is simple.

Description

technical field [0001] The invention relates to the field of polymers, in particular to a polyalanine copolymer grafted with hyperbranched polyethyleneimine and a preparation method thereof. Background technique [0002] Gene therapy refers to a new biomedical technology that introduces human normal genes or genes with therapeutic effects into human target cells in a certain way to correct gene defects or exert therapeutic effects, so as to achieve the purpose of treating diseases. Successful gene therapy depends on effective gene carriers, and common carriers are divided into viral vectors and non-viral vectors. Viral vectors include retrovirus, adenovirus (AV), adeno-associated virus (AAV), herpes simplex virus (HSV), vaccinia virus (VV) and the like. However, there are great potential safety hazards in the clinical application of viral vectors. The first death of a patient in the history of gene therapy and the famous French "bubble baby" incident were largely caused by ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G69/14C08G69/16C08G73/02C12N15/85C12N15/87
Inventor 田华雨郭兆培陈学思林琳陈杰孙平杰
Owner 长春金传科技有限公司
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