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Sulfhydrylated hyaluronic acid polysaccharide hydrogel as well as preparation method and application thereof

A technology of hyaluronic acid polysaccharide and hyaluronic acid, which is applied in medical science, prosthesis, tissue regeneration, etc., can solve the problems of high hardness, unsuitable vitreous body substitute, and no in vitro hydrogel, etc., to improve the resistance to degradation performance, improve the effect of shock absorption

Active Publication Date: 2021-07-30
OCEAN UNIV OF CHINA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the hydrogel has strong rigidity and high hardness, so it is not suitable for use as a vitreous substitute
However, there is no research report on the performance of in vitro hydrogels suitable for vitreous substitutes.

Method used

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  • Sulfhydrylated hyaluronic acid polysaccharide hydrogel as well as preparation method and application thereof
  • Sulfhydrylated hyaluronic acid polysaccharide hydrogel as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Example 1: Preparation of mercaptolated hyaluronic acid derivative hydrogel (SH-HP-HA)

[0024] Weigh 2.3g hydroxypropyl hyaluronic acid (HP-HA), stir and dissolve in 100ml dimethyl sulfoxide (DMSO) to prepare a 2.3% solution, add 5.76g 1-(3-dimethylaminopropyl )-3-Ethylcarbodiimide Hydrochloride (EDC) and 3.45g N-Hydroxysuccinimide (NHS), stirring and dissolving, using 0.2mol / L NaOH solution, 0.2mol / L HCl solution to adjust the pH to 4.5, Stir at room temperature for 2 hours in the dark. Weigh 2.83 g of mercaptoethylamine hydrochloride and add it into the reaction system, adjust the pH to 4.5, and continue to react in the dark for 24 hours. After the reaction, the reactants were precipitated with ethanol, dissolved in water, washed with ethanol, precipitated with ethanol, dehydrated with ethanol, and vacuum-dried at 45°C to obtain mercaptolated hydroxypropyl hyaluronic acid (SH-HP-HA), which was sealed and stored at 4~10°C and protected from light . In this reaction...

Embodiment 2

[0026] Example 2: Preparation of mercaptolated hydroxyethyl hyaluronic acid derivative (SH-HE-HA) hydrogel

[0027] Weigh 2.35g of hydroxyethyl hyaluronic acid (HE-HA), stir and dissolve in 100ml of deionized water to prepare a 2.4% solution, add 3.84g of EDC and 2.3g of NHS, stir to dissolve, adjust the pH to 4.5, and keep away from room temperature. Light stirring for 2h. Weigh 2.36 g of cysteine ​​hydrochloride and add it into the reaction system, adjust the pH to 4.5, and continue to react in the dark for 24 hours. After the reaction is over, put the reactant into a dialysis bag, dialyze with an acidic aqueous solution adjusted to pH 4.5 in the dark, freeze-dry after dialysis to obtain mercaptolated hydroxyethyl hyaluronic acid (SH-HE-HA), and keep away from light at low temperature Keep airtight. In this reaction, the molar ratio of HE-HA:EDC:NHS:cysteine ​​hydrochloride was 1:4:4:3, and the measured sulfhydrylation rate was 12.26%.

[0028]Weigh 0.35 g of the prepared...

Embodiment 3

[0029] Example 3: Preparation of mercaptolated hyaluronic acid derivative hydrogel (SH-AB-HA)

[0030] Weigh 2.44g aminobutyric acid hyaluronic acid (AB-HA), stir and dissolve in 100ml deionized water to prepare a 2.4% solution, add 1.92g EDC and 1.15g NHS, stir to dissolve, adjust the pH to 5.5, and keep away from room temperature Stir lightly for 1h. Weigh 1.57 g of cysteine ​​hydrochloride and add it into the reaction system, adjust the pH to 5.0, and continue to react in the dark for 24 hours. After the reaction is over, put the reactant into a dialysis bag, dialyze with an acidic aqueous solution adjusted to pH 4.5 in the dark, freeze-dry after dialysis to obtain mercapto-aminobutyric acid hyaluronic acid (SH-AB-HA), keep away from light at low temperature Keep airtight. In this reaction, the molar ratio of AB-HA:EDC:NHS:cysteine ​​hydrochloride is 1:2:2:2, and the measured sulfhydrylation rate is 7.58%.

[0031] Weigh 0.45g of the prepared mercapto-aminobutyric acid h...

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Abstract

The invention discloses sulfhydrylated hyaluronic acid polysaccharide hydrogel as well as a preparation method and application thereof. The sulfhydrylated hyaluronic acid polysaccharide hydrogel is polysaccharide hydrogel formed by one or two of sulfhydrylated hyaluronic acid derivatives and an aqueous solvent, wherein the mass percent concentration of the sulfhydrylated hyaluronic acid derivatives is 3-6%, and the sulfhydryl substitution degree of the sulfhydrylated hyaluronic acid derivatives is 3-20%. According to the prepared sulfhydrylated hyaluronic acid polysaccharide hydrogel, by means of grafting hydroxyl and carboxyl of hyaluronic acid with side chain groups, and controlling the moderate sulfydryl substitution degree, the intermolecular and intramolecular supporting performance of the sulfhydrylated hyaluronic acid polysaccharide hydrogel is improved, the flexibility of the hydrogel can be improved, good rebound resilience can be kept, the gel form is kept, and the performance requirements of the vitreous body substitute are met. As a vitreous body substitute, the hydrogel provided by the invention can improve the damping function, and the good self-healing function and rebound resilience can keep the eyeball shape and press the retina in place.

Description

technical field [0001] The invention relates to an ophthalmic medical biomaterial, in particular to a mercaptolated hyaluronic acid polysaccharide hydrogel and its preparation method and application. Background technique [0002] The vitreous body is a colorless transparent jelly filled between the lens and the retina, occupying more than 2 / 3 of the eyeball volume, and its main components include water, collagen, hyaluronic acid, proteoglycan, etc., of which water accounts for about the entire 99% of the vitreous volume. Hyaluronic acid interacts with the random coils of collagen and forms a bonded state with water to stabilize the vitreous. The vitreous body is highly transparent, allowing more than 90% of visible light to be transmitted. The vitreous plays an important role in maintaining the shape of the eyeball, regulating the partial pressure of oxygen in the eye, cushioning shocks, and maintaining the position of the retina and lens. Vitrectomy is an important eye s...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08J3/075C08J3/24C08L5/08A61L27/52A61L27/50A61L27/20A61L27/58
CPCC08J3/075C08J3/24A61L27/52A61L27/50A61L27/20A61L27/58C08J2305/08A61L2430/16C08L5/08
Inventor 韩宝芹刘万顺蔚姝琴王硕
Owner OCEAN UNIV OF CHINA
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