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Method for producing cross-linked hyaluronic acid

A technology for cross-linking hyaluronic acid and hyaluronic acid, which is applied in the field of manufacturing cross-linking hyaluronic acid, which can solve the problems of inability to effectively remove the cross-linking agent, cannot be removed, and reduce the content of the cross-linking agent, so as to achieve low content of the cross-linking agent , high biocompatibility, overcome the effect of purification steps

Active Publication Date: 2011-12-14
SCIVISION BIOTECH
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  • Abstract
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  • Application Information

AI Technical Summary

Problems solved by technology

Most of the colloids obtained under these reactions have purification steps to remove the cross-linking agent or have no purification procedures, but still have a considerable amount or a large amount of cross-linking agent
[0013] The methods for removing the cross-linking agent known in the current literature all have their shortcomings, and they cannot effectively remove the cross-linking agent or reduce the content of the cross-linking agent, especially the cross-linking agent whose one end is in a bonded state and the other end is still a free state functional group. Joint agent

Method used

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  • Method for producing cross-linked hyaluronic acid
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  • Method for producing cross-linked hyaluronic acid

Examples

Experimental program
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Effect test

example 1

[0037] Example 1: 1,2,7,8-dioxoctane with sodium hyaluronate concentration=20w / v% HHA, alkali concentration=0.5N, reaction temperature=30°C, crosslinking agent concentration=1v / v%

[0038] Take 8.9 mL of deionized water, add 1 mL of 5N sodium hydroxide aqueous solution and 0.1 mL of crosslinking agent 1,2,7,8-dioxoctane, and add 2 g (dry weight) with an average molecular weight of 135 under magnetic stirring. Wan's sodium hyaluronate (high molecular weight hyaluronic acid, HHA) was stirred at room temperature for 5 minutes, and then placed in a 30°C incubator for the reaction time shown in Table 1. After the reaction, 79.2mL of 0.073M phosphate buffered saline solution and 0.8mL of 6N hydrogen chloride aqueous solution were added to the resulting reactant to achieve a physiologically acceptable pH value and osmotic pressure after homogenization. After homogenizing the colloidal solution, the cross-linked hyaluronic acid product can be obtained.

[0039]The cross-linking agent...

Embodiment 2

[0040] Example 2: 1,3-diepoxybutane with sodium hyaluronate concentration=20w / v% HHA, alkali concentration=0.5N, reaction temperature=30°C, crosslinking agent concentration=1v / v%

[0041] Except that the crosslinking agent was changed to 1,3-dioxetane, the other reaction conditions and the determination method of the content were the same as in Example 1. The cross-linked hyaluronic acid content and the cross-linking agent content with free state functional groups of the products obtained under different reaction times are shown in Table 1.

Embodiment 3

[0042] Example 3: 1,4-butanediol diglycidyl ether with sodium hyaluronate concentration=20w / v% HHA, alkali concentration=0.25N, reaction temperature=10°C, crosslinking agent concentration=1v / v%

[0043] Take 9.4mL of deionized water, add 0.5mL of 5N sodium hydroxide aqueous solution and 0.1mL of cross-linking agent 1,4-butanediol diglycidyl ether, add 2 grams (dry weight) under magnetic stirring, the average molecular weight is 1.35 million Sodium hyaluronate (HHA) was stirred at room temperature for 5 minutes, and then placed in a thermostat at 10°C for reaction. After the reaction, 79.6mL of 0.1M phosphate buffer solution and 0.4mL of 6N hydrogen chloride aqueous solution were added to the resulting reactant with a pH of 79.6mL to reach a physiologically acceptable pH value and osmotic pressure after homogenization, and then After homogenizing the colloidal solution, a cross-linked hyaluronic acid product can be obtained. The determination method of the cross-linked hyaluro...

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Abstract

The present invention relates to a method for producing cross-linked hyaluronic acid, which comprises subjecting a solution containing hyaluronic acid to a cross-linking reaction at a low temperature of about 10°C to about 30°C for more than about 48 hours, the method of the present invention does not require purification step can reduce the content of crosslinking agent.

Description

technical field [0001] The present invention relates to a technology for producing cross-linked hyaluronic acid (cross-linked HA). Specifically, the present invention relates to a method for producing cross-linked hyaluronic acid that reduces the content of cross-linking agents in products. Background technique [0002] Hyaluronic acid is a polysaccharide whose structure consists of β-1,3-glucoseacetamide (β-1,3-N-acetyl glucosamine) and β-1,4-glucuronic acid (β-1,4-glucuronic acid ) with β-1-4 bonds to form a disaccharide repeating unit with a molecular weight of about 400D, which is then repeatedly linked with β-1-3 bonds to form a linear polymer. Its commercial sources can be obtained from fermented strains such as Streptococcus and extracted from animal tissues such as cockscombs. [0003] Hyaluronic acid, its salts or its derivatives are widely used in cosmetics, biomedicine, medical equipment and pharmaceutical. [0004] Straight-chain hyaluronic acid is easily deg...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08J3/24C08L5/08C08K5/1515
Inventor 陈拓成陈丽夙
Owner SCIVISION BIOTECH
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