Hyaluronic acid/poly(N-epsilon-acryloyl-L-lysine) dual-network aquagel capable of biological reduction and preparation method thereof

A technology based on hyaluronic acid and acryloyl, applied in the field of hyaluronic acid/poly double network hydrogel and its preparation, can solve the problems of high brittleness and easy breakage of hydrogel, and achieve excellent biocompatibility and mechanical strength High, excellent comprehensive mechanical properties

Inactive Publication Date: 2015-09-16
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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  • Hyaluronic acid/poly(N-epsilon-acryloyl-L-lysine) dual-network aquagel capable of biological reduction and preparation method thereof
  • Hyaluronic acid/poly(N-epsilon-acryloyl-L-lysine) dual-network aquagel capable of biological reduction and preparation method thereof
  • Hyaluronic acid/poly(N-epsilon-acryloyl-L-lysine) dual-network aquagel capable of biological reduction and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

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

[0041] 1) Preparation of methacryloyl hyaluronic acid:

[0042] First, prepare an aqueous solution of hyaluronic acid with a mass percentage of 1% and a molecular weight of 1000kDa, and 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 moles of hyaluronic acid repeating units respectively; then, the pH value is adjusted to 5.2 with 1mol / L NaOH solution and hydrochloric acid, and stirred at room temperature React for 36 hours; after the reaction, the reaction system is dialyzed with deionized water (the molecular weight cut-off of the dialysis bag used is 3.5kDa, the same below) for 3 days, then freeze-dried (first keep at minus 20°C for 48 hours, then at 20°C 4 hours) Obtain cystamine-modified hyaluronic acid;

[004...

Embodiment 2

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

[0055] 1) Preparation of methacryloyl hyaluronic acid:

[0056] First, prepare an aqueous solution of hyaluronic acid with a mass percentage of 1% and a molecular weight of 500kDa, and 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 of the number of moles of hyaluronic acid repeating units respectively; then, the pH is adjusted to 5.3 with 1mol / L NaOH solution 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 cutoff of the dialysis bag used is 3.5kDa, the same below) for 3 days, and freeze-dried (keeping at minus 40°C for 96 hours, 20°C for 4 hours) to obtain cystamine Modified hyaluronic aci...

Embodiment 3

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

[0068] 1) Preparation of methacryloyl hyaluronic acid:

[0069] First, prepare an aqueous solution of hyaluronic acid with a mass percentage of 1.5% and a molecular weight of 300kDa, and 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 moles of hyaluronic acid repeating units; then, the pH is adjusted to 5.1 with 1mol / L NaOH solution and hydrochloric acid, 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 is 3.5kDa, the same below) for 3 days, and freeze-dried (keeping at minus 20°C for 48 hours, 20°C for 4 hours) to obtain cystamine Modified hyaluronic acid;

[0070] Next, prepare...

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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, and specifically relates to a bioreducible hyaluronic acid / poly(N ε -Acryloyl-L-lysine) double network hydrogel and its preparation method. Background technique [0002] Compared with cells in the three-dimensional environment in vivo, tumor cells cultured in two-dimensional using traditional culture plates have changes in cell morphology, growth and proliferation, gene expression, and response to foreign signals. It is 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 which the cells in the body are located, and cannot fully reproduce the interactions between cells / cells and between cells / matrix in the body, resulting in the growth of cultured cells in the two environments Obvious differences in behavior and function. ...

Claims

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Application Information

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Patent Type & Authority Applications(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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