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Biomimetic amphiphilic graft copolymer with cell membrane structure and preparation method thereof

A technology of graft copolymers and cell membranes, which is applied in the field of graft copolymers with bionic cell membrane structures and its preparation, can solve the problems of difficult endocytosis, etc., and achieve the effects of excellent biocompatibility, low price and wide sources

Active Publication Date: 2014-10-29
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the biomimetic micelles can effectively resist protein adhesion, the single surface of phosphorylcholine micelles will also cause defects that are not easy to be internalized by target cells.

Method used

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  • Biomimetic amphiphilic graft copolymer with cell membrane structure and preparation method thereof
  • Biomimetic amphiphilic graft copolymer with cell membrane structure and preparation method thereof
  • Biomimetic amphiphilic graft copolymer with cell membrane structure and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] Disperse 1 mmol of chitosan with a molecular weight of 10,000 into 100 mL of deionized water, add dropwise dilute hydrochloric acid with a concentration of 2-10% to adjust the pH of the solution to 5.0, and stir to dissolve the chitosan completely. Then dropwise add a 5% sodium hydroxide solution to adjust the pH value of the chitosan solution to 8.0. Under the protection of nitrogen, directly add 2-acryloyloxyethyl phosphorylcholine (APC) into the chitosan solution, the amount added is 10% of the molar number of chitosan amino groups, the double bond of APC and the chitosan amino group Carry out Michael addition reaction, reaction temperature is 35 ℃, reaction time is 48 h. After the reaction, a dialysis bag with a molecular weight cut-off of 3500 was used to remove unreacted small molecule APC, and the solution was lyophilized to obtain chitosan powder D modified with phosphorylcholine. The chemical structural formula of the product is as follows:

[0050]

[005...

Embodiment 2

[0060] The operation steps are as in Example 1, the phosphorylcholine molecule is 2-acryloyloxypropyl phosphorylcholine, and the preparation process is shown in the following formula:

Embodiment 3

[0062] The operation steps are as in Example 1, the phosphorylcholine molecule is 2-acryloyloxybutylphosphorylcholine, and the preparation process is shown in the following formula:

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Abstract

The invention discloses a biomimetic amphiphilic graft copolymer with a cell membrane structure. The main chain of the copolymer is chitosan, and the side chains are hydrophilic choline phosphate and hydrophobic aliphatic acid. The prepared amphiphilic graft copolymer has the biomimetic characteristics of cell membrane in structure; the choline phosphate molecules mimic the head parts of phospholipid molecules in cell membrane, the sugar units of the chitosan mimic the head parts of the glycolipid molecules in the cell membrane, and the hydrophobic aliphatic acid mimic the hydrophobic carbon chains of the phospholipid molecules and the glycolipid molecules. The copolymer has very good biological compatibility and hydrophilicity. When the copolymer is taken as the nano drug carrier, the copolymer can resist the non-specific adhesion of proteins, and can be easily swollen by the focal cells. Moreover, the graft copolymer can be evenly and stably dispersed in a solution with a high salinity and wide pH range. The invention further provides a preparation method of the copolymer at the same time. The preparation method has the advantages of simple operation, low cost, mild reaction conditions, and high yield.

Description

technical field [0001] The invention relates to the field of preparation of amphiphilic graft polymers, in particular to a bionic graft copolymer with a cell membrane structure and a preparation method thereof. Background technique [0002] Amphiphilic polymers have a very bright application prospect in the field of anti-cancer as nano-drug carriers. Ideally, after the nano-drug carrier enters the blood circulation through intravenous injection, it should first be able to carry the drug in a stable and long-term circulation with the blood, and finally be effectively enriched in the tumor tissue; then the nano-drug carrier can be easily endocytized by cells, Carry the drug into the cell; finally the drug carrier is degraded in the cell, thereby releasing the drug. During blood circulation, non-specific adhesion of various proteins in the blood to the surface of the drug carrier will not only cause the aggregation and instability of the drug carrier, but also cause the human ...

Claims

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Application Information

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IPC IPC(8): C08F251/00C08F130/02A61K47/34
Inventor 刘公岩
Owner SICHUAN UNIV
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