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A double-network poly(n-acryloyl-l-α-amino acid)/hyaluronic acid composite hydrogel and its preparation method

A composite hydrogel and acryloyl technology, applied in the field of biomedical materials, can solve the problems of few applications, hydrogel brittleness and large modulus, and achieve the effect of simple process, good mechanical properties, and rapid reduction of dissociation properties

Active Publication Date: 2017-12-15
BEIJING ABACE BIOTECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

On the other hand, poly(N-acryloyl-L-α-amino acid) formed by radical polymerization of L-α-amino acid acryloyl derivatives also has many properties of polyamino acids, and has good applications in the field of biomedicine. However, the application of this kind of material in the field of biomedicine is still in its infancy, and there are very few applications in the field of tissue engineering.
The brittleness and modulus of the hydrogel formed by this type of polymer are relatively large, and there are certain limitations when used alone

Method used

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  • A double-network poly(n-acryloyl-l-α-amino acid)/hyaluronic acid composite hydrogel and its preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] 1) Preparation of hydrazide hyaluronic acid

[0029] Using the carbodiimide method, 2,2'-dithiodiacetylhydrazine was grafted onto hyaluronic acid with a molecular weight of 1 million to obtain hydrazide hyaluronic acid with a degree of substitution of 40%. The details are as follows: Combine hyaluronic acid, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride with N-hydroxysuccinimide, 2,2'-dithiodiacetyl Hydrazine was dissolved in distilled water to prepare a 1% hyaluronic acid solution. The pH of the system was adjusted to 5 with 1 mol / L hydrochloric acid, and the reaction was stirred at room temperature for 48 hours. After the reaction, the reaction system was dialyzed against deionized water for 2 days ( The molecular weight cut-off of the dialysis bag is 3500 Da, the same below) freeze-drying at minus 20°C for 72 hours to obtain hydrazide hyaluronic acid. Among them, the number of hyaluronic acid repeating units, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide ...

Embodiment 2

[0040] 1) Preparation of hydrazide hyaluronic acid

[0041] Using the carbodiimide method, 2,2'-dithiodiacetylhydrazine was grafted onto hyaluronic acid with a molecular weight of 2 million to obtain hydrazide hyaluronic acid with a substitution degree of 30%. The details are as follows: Combine hyaluronic acid, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride with N-hydroxysuccinimide, 2,2'-dithiodiacetyl Hydrazine was dissolved in distilled water to prepare a 0.5% hyaluronic acid solution. The pH value of the system was adjusted to 5.5 with 1mol / L hydrochloric acid, and the reaction was stirred at room temperature for 24 hours. The distilled water was dialyzed for 2 days with a dialysis bag with a molecular weight cut-off of 3500Da. Freeze-drying was performed at minus 20°C for 72 hours to obtain hydrazide hyaluronic acid. Among them, the number of hyaluronic acid repeating units, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, N-hydroxysuccinimide, 2,2...

Embodiment 3

[0051] 1) Preparation of hydrazide hyaluronic acid

[0052] Using the carbodiimide method, 3,3'-dithiodipropionyl hydrazide was grafted onto hyaluronic acid with a molecular weight of 800,000 to obtain hydrazide hyaluronic acid with a substitution degree of 30%. The details are as follows: The hyaluronic acid, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and N-hydroxysuccinimide, 3,3'-dithiodipropylene The hydrazide was dissolved in distilled water to prepare a 0.8% hyaluronic acid solution. The pH value of the system was adjusted to 5 with 1mol / L hydrochloric acid. The reaction was stirred at room temperature for 24 hours, and the distilled water was dialyzed with a dialysis bag with a molecular weight cut-off of 3500Da. 2 After days, freeze-drying was performed at minus 20°C for 72 hours to obtain hydrazide hyaluronic acid. Among them, the number of hyaluronic acid repeating units, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, N-hydroxysuccinimide...

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Abstract

The invention discloses a double-network poly(N-acryloyl-L-α-amino acid) / hyaluronic acid composite hydrogel and a preparation method thereof, which uses hyaluronic acid and N-acryloyl-L-α ‑Amino acid as the main raw material, mixed with crosslinking agent uniformly and then irradiated with ultraviolet light to realize hydrazone bond crosslinking and photochemical crosslinking at the same time to form double network poly(N‑acryloyl‑L ‑α‑amino acid) / hyaluronic acid complex hydrogel. The disulfide bonds in the hydrogel can be broken in response to reducing substances, and the rapid dissociation of the hydrogel can be realized. This method has the advantages of easy-to-obtain raw materials, mild reaction conditions, simple and rapid process, etc. The prepared hydrogel has the characteristics of strength, degradation speed, microscopic pore structure, adjustable charge state, etc., and has good biocompatibility and cell adhesion. , has broad application prospects in tissue engineering, three-dimensional cell culture, and in vitro tumor models.

Description

Technical field [0001] The invention belongs to the technical field of biomedical materials, and specifically relates to a double-network poly(N-acryloyl-L-α-amino acid) / hyaluronic acid composite hydrogel and a preparation method thereof. Background technique [0002] With the rapid development of three-dimensional cell culture technology, hydrogels have attracted more and more attention, because they not only have a porous elastic hydration network similar to living tissues, but also facilitate the transmission of oxygen, nutrients and metabolic wastes in them. Adhesion, proliferation and differentiation provide an ideal three-dimensional microenvironment. Hydrogels have been widely used in biomedical research fields, such as drug or protein delivery, cell delivery, bioadhesives, tissue engineering, and three-dimensional cell culture in vitro. Among them, hydrogels prepared from natural polymers, such as alginate, hyaluronic acid, chitosan, collagen, silk fibroin, etc., have go...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08J3/075C08J3/24C08L5/08C08L77/04
Inventor 钱军民崔宁胥伟军赵娜张雅萍
Owner BEIJING ABACE BIOTECH
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