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Reversible and controllable difunctional hydrogel, preparation method and application thereof

A hydrogel and bifunctional technology, applied in the field of reversible and adjustable bifunctional hydrogel and its preparation, achieving the effects of thermal stability, safety, non-toxicity, activity retention and good thermal stability

Active Publication Date: 2021-06-01
CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the existing hydrogel materials that apply this structure to 3D cell culture platforms can o

Method used

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  • Reversible and controllable difunctional hydrogel, preparation method and application thereof
  • Reversible and controllable difunctional hydrogel, preparation method and application thereof
  • Reversible and controllable difunctional hydrogel, preparation method and application thereof

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preparation example Construction

[0057] This embodiment provides a method for preparing ε-polylysine allylmethoxypolyethylene glycol sulfide, but not limited thereto, the steps are:

[0058] Step 1. At room temperature, add tetrahydrofuran containing polyethylene glycol monomethyl ether into aqueous sodium hydroxide solution, under the protection of an inert atmosphere, at 0°C, add tetrahydrofuran containing p-toluenesulfonyl chloride while stirring, 0 After reacting for more than 4 hours at ℃, extract four times with ether to obtain the first intermediate;

[0059] Wherein, polyethylene glycol monomethyl ether: p-toluenesulfonyl chloride: the ratio of substances of sodium hydroxide is 1: (1.01-10): (1.01-10); the number average of polyethylene glycol monomethyl ether The molecular weight is 70-9000Da; the concentration of sodium hydroxide aqueous solution is preferably 2-12.5mol / L; the concentration of polyethylene glycol monomethyl ether in tetrahydrofuran is preferably 0.5g / mL; the inert atmosphere is pref...

Embodiment 1

[0086] The preparation method of ε-polylysine allyl methoxy polyethylene glycol sulfide (n=7, 15≤m≤20):

[0087] Step 1, sodium hydroxide (1.2g, 30mmol) was dissolved in pure water (5mL), after cooling to room temperature, adding tetrahydrofuran ( 5mL). Under nitrogen protection, at 0°C, add tetrahydrofuran (5mL) containing p-toluenesulfonyl chloride (3.8g, 20mmol) while stirring, react at 0°C for 4h, extract with diethyl ether four times, 10mL each time, to obtain the first intermediate.

[0088] Step 2. Dissolve the first intermediate (2.02g, 4mmol) and thiourea (0.32g, 4.2mmol) in ethanol (10mL), heat to reflux at 80°C for 3h under the protection of nitrogen, and then add 0.4g of hydrogen hydroxide Sodium aqueous solution (3mL) was continued to reflux at 80°C for 4h, and finally cooled to room temperature, concentrated by rotary evaporation, neutralized by adding 3mol / L dilute hydrochloric acid, extracted with dichloromethane (3×10mL) to obtain the second intermediate.

...

Embodiment 2

[0094] The preparation method of the hyaluronic acid modified by mercapto group:

[0095] Dissolve 3,3`-dithiopropionic acid dihydrazide (0.106g, 0.45mmol) and hyaluronic acid (0.2g) in 20mL of water, add dilute hydrochloric acid with a concentration of 3mol / L to adjust the pH to 4.5, add 1- (3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.03g, 0.15mmol), after reacting at room temperature for 24h, adding a concentration of 3mol / L sodium hydroxide aqueous solution to adjust the pH to 8.5, adding Dithiothreitol (0.346g, 2.25mmol), after reacting for 24h, was dialyzed using a dialysis bag with a molecular weight cut-off of 8kDa, the water was changed three times a day, and the dialyzing continued for two days, followed by lyophilization to obtain thiol-modified hyaluronic acid.

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Abstract

The invention relates to a reversible and controllable difunctional hydrogel, a preparation method and application thereof, and belongs to the technical field of high polymer materials. The reversible and controllable difunctional hydrogel disclosed by the invention is prepared from epsilon-polylysine allyl methoxy polyethylene glycol thioether, sulfydryl modified hyaluronic acid and a water-soluble photoinitiator; the epsilon-polylysine allyl methoxy polyethylene glycol thioether has a structural formula as shown in a formula I. In the formula, n and m are integers, n is greater than 0 and less than or equal to 200, and m is greater than or equal to 15 and less than or equal to 20. The difunctional hydrogel has the advantages of low swelling rate, stable structure and good cell compatibility, can reversibly regulate and control the mechanical properties of the gel and the combination and release of signal molecules with sulfydryl through ultraviolet light, and can be used as a combination and release platform of degradable hydrogel, a 3D cell culture platform and signal molecules.

Description

technical field [0001] The invention belongs to the technical field of polymer materials, and in particular relates to a reversible and adjustable bifunctional hydrogel and its preparation method and application, in particular to the reversible and adjustable bifunctional hydrogel as a degradable hydrogel, a 3D cell platform and Application of culture platform for binding and release of signaling molecules. Background technique [0002] Hydrogel is a kind of three-dimensional network containing a large amount of water inside, which is generally formed by chemical cross-linking or physical cross-linking of hydrophilic polymers. Because its physical and chemical properties are close to those of human extracellular matrix (high water content, low surface tension, etc.), it shows good biocompatibility in contact with human tissue, so it is used in biomedicine such as tissue engineering, cell culture platform, and wound dressing. widely used in the field. [0003] Hydrogel 3D c...

Claims

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Application Information

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IPC IPC(8): C08J3/075C08J3/28C08L87/00C08L5/08C08G81/00C08B37/08C12N5/00
CPCC08J3/075C08J3/28C12N5/0062C08G81/00C08B37/0072C12N2513/00C12N2533/32C12N2533/80C08J2487/00C08J2305/08
Inventor 杨小牛吴海洋吕红英杨磊涂江山秦泽昭俞晓峰袁黎光
Owner CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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