Preparation and application of pH glucose dual sensitive hydrogel

A hydrogel and glucose technology, applied in the field of biomedicine, to achieve the effect of treatment and repair, avoiding pain and cumbersome

Inactive Publication Date: 2015-07-08
NINGBO UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

In the current reports, these properties are rarely considered at the same time, especially the preparation of hydrogel materials with multiple envir

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  • Preparation and application of pH glucose dual sensitive hydrogel
  • Preparation and application of pH glucose dual sensitive hydrogel
  • Preparation and application of pH glucose dual sensitive hydrogel

Examples

Experimental program
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Effect test

Embodiment 1

[0035] Preparation of pH / glucose dual-sensitive hydrogel based on phenylboronic acid-modified chitosan (CSPBA) and polyvinyl alcohol / benzoyl polyethylene glycol (PVA / PEGCHO).

[0036] (1) Synthesis of CSPBA.

[0037]Add 177mg of 3-carboxyphenylboronic acid and 123.3mg of N-hydroxysuccinimide (NHS) into a 250ml round bottom flask, add 60ml of methanol to dissolve, stir at room temperature for 20min, then add 166.3mg of 1-(3-dimethylaminopropyl )-3-Ethylcarbodiimide hydrochloride (EDC·HCl) and chitosan solution (0.5g dissolved in 60ml 0.3% HAc), after stirring at room temperature for 24h, the reactant was transferred to a molecular weight cut-off of 12kDa In a dialysis bag, dialyze in deionized water for 48 hours, changing the water every four hours. The dialyzed sample was freeze-dried to obtain the product as a white powder. By changing the molar ratio of 3-carboxyphenylboronic acid and chitosan, CSPBA with different grafting ratios of phenylboronic acid can be prepared.

...

Embodiment 2

[0043] Preparation of pH / glucose dual-sensitive hydrogel based on phenylboronic acid-modified chitosan (CSPBA) and oxidized dextran (Odex).

[0044] (1) Synthesis of oxidized dextran.

[0045] Weigh 1g of dextran and dissolve it in 30ml of water, add 0.597g of sodium periodate (dissolved in 20ml of water), and react in the dark for 24 hours at room temperature, add 0.257g of glycerol, continue to stir for 15min, and transfer the reaction mixture to In a dialysis bag, dialyze in deionized water for 48 hours, changing the water every four hours. The dialyzed sample was freeze-dried to obtain the product as a white powder. By changing the molar ratio of dextran and sodium periodate, oxidized dextran with different aldehyde content can be prepared.

[0046] (2) Preparation of CSPBA / Odex pH / glucose double sensitive hydrogel.

[0047] Weigh 10mg CSPBA and dissolve in 0.5ml water, 10mg Odex dissolve in 0.5ml water, adjust the pH value to 7.5 with 2M HCl and NaOH respectively, mix ...

Embodiment 3

[0049] Preparation of pH / glucose dual-sensitive hydrogel based on phenylboronic acid-modified chlorinated chitosan (ClCSPBA) and polyvinyl alcohol / benzoyl polyethylene glycol (PVA / PEGCHO).

[0050] (1) Synthesis of ClCSPBA

[0051] Add 117.7mg of 3-carboxyphenylboronic acid and 40.7mg of N-hydroxysuccinimide (NHS) into a 250ml round bottom flask, add 60ml of methanol to dissolve, stir at room temperature for 20min, then add 67.9mg of 1-(3-dimethylamino Propyl)-3-ethylcarbodiimide hydrochloride (EDC.HCl) and 0.5g chitosan chloride solution (dissolved in 60ml water), after stirring at room temperature for 24h, the reactant transferred to a molecular weight cut-off of 12kDa Dialyze in deionized water for 48 hours, changing the water every four hours. The dialyzed sample was freeze-dried to obtain the product as a white powder. By changing the molar ratio of 3-carboxyphenylboronic acid and chlorinated polysaccharide, ClCSPBA with different grafting ratios of phenylboronic acid c...

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Abstract

The invention discloses preparation and application of a pH glucose dual sensitive hydrogel. The hydrogel is formed by crosslinking of phenylboronic acid modified chitosan and an active functional group equipped crosslinking agent through imine bond and phenylboronic acid ester two dynamic covalent bonds, and has injectability and self-repairing performance. The imine bond is stable under normal physiological pH value, can hydrolyze under slightly acidic pH value, and is sensitive to the pH value change. Phenylboronic acid ester can undergo competing reaction in the presence of glucose, so that hydrogel can have network structure change so as to have glucose responsiveness. By regulating the structure, composition and functional groups of phenylboronic acid modified chitosan and the crosslinking agent, the rheological properties of the hydrogel can be adjusted, and activity release of the hydrogel to a substrate can be controlled. The system can be used as a drug carrier to convey various antitumor and diabetes drugs, also can be applied as a tissue engineering scaffold material to cell encapsulation and culture, thus realizing synergic treatment on the drug and cell level.

Description

technical field [0001] The invention belongs to the technical field of biomedicine, and in particular relates to a chitosan-based water with pH / glucose dual responsiveness, injectability and self-repairing properties based on imine and phenylboronate two kinds of dynamic covalent bond cross-linking. The preparation method of the gel, and the application of the hydrogel as a drug carrier and a tissue engineering scaffold material. Background technique [0002] Hydrogel is a three-dimensional network structure formed by water-soluble or hydrophilic polymers through chemical cross-linking (covalent bonds, ionic bonds) or physical cross-linking (hydrogen bonds, van der Waals forces, physical entanglement). It swells in water and can maintain a certain shape while absorbing a large amount of water. It is soft and elastic, similar to living tissue, and has a wide range of applications in the field of biomedicine (Adv.Drug Delivery Rev.2001, 53, 19; Drug Discovery Today 2002 , 7, ...

Claims

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Application Information

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IPC IPC(8): A61K47/36A61L27/36A61L27/52A61L27/54C08J3/24C08J3/075C08L5/08A61P35/00A61P3/10
Inventor 胡玮琼赵玲玲李娟王晨张雅娟王瑞周晓贤梁洪泽
Owner NINGBO UNIV
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