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A bioreducible hyaluronic acid/poly(n ε -acryloyl-l-lysine) double network hydrogel and preparation method thereof

A technology of hyaluronic acid and acryl group is applied in the field of hyaluronic acid/poly double network hydrogel and its preparation, which can solve the problems of high brittleness and easy breakage of hydrogel, and achieve excellent biocompatibility and mechanical strength. High and excellent structural stability

Inactive Publication Date: 2017-03-01
XI AN JIAOTONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Among them, the preparation of hydrogels containing lysine or its derivatives is a promising development direction, but such hydrogels are brittle and easily broken.

Method used

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  • A bioreducible hyaluronic acid/poly(n <sub>ε</sub> -acryloyl-l-lysine) double network hydrogel and preparation method thereof
  • A bioreducible hyaluronic acid/poly(n <sub>ε</sub> -acryloyl-l-lysine) double network hydrogel and preparation method thereof
  • A bioreducible hyaluronic acid/poly(n <sub>ε</sub> -acryloyl-l-lysine) double network hydrogel and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] A bioreducible hyaluronic acid / poly(N ε - its preparation method of acryloyl-L-lysine) double network hydrogel, comprises the steps:

[0041] 1) Preparation of methacrylylated hyaluronic acid:

[0042] First prepare an aqueous solution of hyaluronic acid with a mass percent concentration of 1% and a molecular weight of 1000 kDa, then add N-hydroxysuccinimide, cystamine and 1-(3-dimethylaminopropyl)-3-ethyl carbon in sequence Diimine hydrochloride, the amount of which is 0.7, 4 and 0.6 times the number of moles of hyaluronic acid repeating units; then, the pH value is adjusted to 5.2 by using a NaOH solution and hydrochloric acid with a concentration of 1mol / L, and stirred at room temperature React for 36 hours; after the reaction, the reaction system was dialyzed with deionized water (the molecular weight cut-off of the dialysis bag used was 3.5kDa, the same below) for 3 days, and then freeze-dried (first at minus 20°C for 48 hours, then at 20°C 4 hours) to obtain cys...

Embodiment 2

[0054] A bioreducible hyaluronic acid / poly(N ε - its preparation method of acryloyl-L-lysine) double network hydrogel, comprises the steps:

[0055] 1) Preparation of methacrylylated hyaluronic acid:

[0056] First prepare an aqueous solution of hyaluronic acid with a mass percent concentration of 1% and a molecular weight of 500 kDa, then add N-hydroxysuccinimide, cystamine and 1-(3-dimethylaminopropyl)-3-ethyl carbon in sequence Diimine hydrochloride, the amount of which is 0.7, 4 and 0.6 times the number of moles of hyaluronic acid repeating units; then, the pH is adjusted to 5.3 by using a NaOH solution with a concentration of 1 mol / L and hydrochloric acid, and the reaction is stirred at room temperature 36 hours; after the reaction, the reaction system was dialyzed with deionized water (the molecular weight cut-off of the dialysis bag used was 3.5kDa, the same below) for 3 days, and then freeze-dried (minus 40°C for 96 hours, 20°C for 4 hours) to obtain cystamine Modifi...

Embodiment 3

[0067] A bioreducible hyaluronic acid / poly(N ε -acryloyl-L-lysine) its preparation method of double network hydrogel, comprises the steps:

[0068] 1) Preparation of methacrylylated hyaluronic acid:

[0069] First prepare a hyaluronic acid aqueous solution with a mass percent concentration of 1.5% and a molecular weight of 300 kDa, then add N-hydroxysuccinimide, cystamine and 1-(3-dimethylaminopropyl)-3-ethyl carbon in sequence Diimine hydrochloride, the amount of which is 0.5, 5 and 0.2 times the number of moles of hyaluronic acid repeating units; then, the pH is adjusted to 5.1 by using NaOH solution and hydrochloric acid with a concentration of 1mol / L, and the reaction is stirred at room temperature 24 hours; after the reaction, the reaction system was dialyzed with deionized water (the molecular weight cut-off of the dialysis bag used was 3.5kDa, the same below) for 3 days, and lyophilized (minus 20°C for 48 hours, 20°C for 4 hours) to obtain cystamine Modified hyaluroni...

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Abstract

The invention discloses a hyaluronic acid / poly(N-epsilon-acryloyl-L-lysine) dual-network aquagel capable of biological reduction and a preparation method thereof. The preparation method comprises the following steps: modifying hyaluronic acid sequentially with cystamine and glycidyl methacrylate to obtain methylacryloylated hyaluronic acid, carrying out photochemical polymerization to obtain a hyaluronic acid aquagel; carrying out freeze-drying on the hyaluronic acid aquagel, impregnating in a mixed solution of a monomer N-epsilon-acryloyl-L-lysine, a crosslinking agent N,N'-bis-acryloyl-L-cystine and a water-soluble photoinitiator, and carrying out secondary photochemical polymerization to obtain the hyaluronic acid / poly(N-epsilon-acryloyl-L-lysine) dual-network aquagel. The dual-network aquagel has interpenetrating microstructure, has the characteristics of high mechanical strength, flexible and adjustable mechanical, swelling and degradation properties and the like, and is capable of biological reduction. The method has the advantages of favorable raw material economy, simple technique and short reaction time. The obtained gel has the advantages of stable structure, high strength and the like, and has favorable application prospects.

Description

technical field [0001] The invention belongs to the field of biomedical materials, in particular to a bioreducible hyaluronic acid / poly(N ε -acryloyl-L-lysine) double network hydrogel and preparation method thereof. Background technique [0002] Compared with cells in a three-dimensional environment in vivo, tumor cells cultured in two dimensions using traditional culture plates have changes in cell morphology, growth and proliferation, gene expression, and response to external signals, which are difficult to objectively and truly reflect in vivo Cell growth behavior and function. The main reason is that the two-dimensional culture environment cannot accurately provide cells with the three-dimensional microenvironment in vivo, and cannot completely reproduce the interaction between cells / cells and cells / matrix in vivo, resulting in the growth of cultured cells in the two environments. Clear differences in behavior and functionality. Therefore, in order to simulate the in ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08L33/24C08L5/08C08B37/08C08F220/60C08F222/38
Inventor 钱军民胥伟军张雅萍赵娜
Owner XI AN JIAOTONG UNIV
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