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Enzyme-catalyzed disulfide bond-crosslinked natural polymer hydrogel and preparation method thereof

An enzyme-catalyzed disulfide bond, natural polymer technology, applied in the field of medical biomaterials, can solve the problems of poor hydrogel homogeneity, reduced enzyme activity, affecting the activity of loaded drugs, etc., and achieves fast cross-linking speed, simple operation, excellent Effects of Biocompatibility and Biodegradability

Active Publication Date: 2015-11-11
NANCHANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But by directly adding hydrogen peroxide to activate horseradish peroxidase, often because hydrogen peroxide is excessive, cause horseradish peroxidase to form inert intermediate, cause enzyme activity to reduce (K.J.aynton, J.K.ewtra, N.iswasandK.E.Taylor., Biochim .Biophys.Acta.1994,1206,272), or the formed hydrogel has poor uniformity, which may even affect the activity of loading drugs, thus limiting the application of enzyme-catalyzed cross-linked hydrogel as a drug carrier to a certain extent

Method used

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  • Enzyme-catalyzed disulfide bond-crosslinked natural polymer hydrogel and preparation method thereof
  • Enzyme-catalyzed disulfide bond-crosslinked natural polymer hydrogel and preparation method thereof
  • Enzyme-catalyzed disulfide bond-crosslinked natural polymer hydrogel and preparation method thereof

Examples

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Effect test

Embodiment 1

[0039] Preparation of hyaluronic acid macromolecule (HA-SH) grafted with sulfhydryl group.

[0040] Weigh sodium hyaluronate (2g, 5mmol) and dissolve it in 100 mL of double distilled water, stir with a magnetic stirrer at room temperature until it is completely dissolved. Weigh N-hydroxysuccinimide (NHS) (2.3g, 20mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC.HCL) (3.832g) , 20mmol) add the above-mentioned completely dissolved sodium hyaluronate solution, adjust the pH value of the solution to about 5.4, and activate at room temperature for 1 hour. Weigh cystamine dihydrochloride (3.372g, 15mmol) and add it to the above activated solution, and stir at room temperature for 48h. The reaction solution was transferred to a dialysis bag (MWCO3500) and dialyzed with double distilled water for 24 hours. Weigh D,L-dithiothreitol (DTT) (4.6275g, 30mmol) into the above-mentioned reaction solution that has been dialyzed for 24 hours, adjust the pH to 8.5, avoid li...

Embodiment 2

[0042] Preparation of sulfhydryl-grafted chitosan macromolecule (CS-SH)

[0043] Weigh chitosan (0.5g) and dissolve it in 50mL of double distilled water, add 2mL of 1mol / L hydrochloric acid, stir with a magnetic stirrer at room temperature until it is completely dissolved, and adjust to pH6 with 1mol / L NaOH. Weigh N-acetylcysteine-L-acid (NAC) (2.3563g, 14.4mmol), N-hydroxysuccinimide (NHS) (2.0g, 17.3mmol), 1-(3-dimethylaminopropyl) Yl)-3-ethylcarbodiimide hydrochloride (EDC.HCL) (3.5g, 18.3mmol) was dissolved in 6mL N,N-dimethylformamide (DMF). The above DMF mixed solution was added dropwise to the completely dissolved chitosan solution, the pH value of the solution was maintained at about 6.0, and the reaction was stirred at room temperature for 24 hours. The reaction solution was transferred to a dialysis bag (MWCO3500) and dialyzed with double distilled water for 24 hours. Weigh D,L-Dithiothreitol (DTT) (2.31g, 15mmol) and add it to the above-mentioned reaction solution th...

Embodiment 3

[0045] Preparation of polyglutamic acid macromolecule (PGA-SH) grafted with sulfhydryl

[0046] Weigh sodium polyglutamate (0.3 g) and dissolve in 30 mL of double-distilled water, and stir with a magnetic stirrer at room temperature until it is completely dissolved. Weigh N-hydroxysuccinimide (NHS) (0.2624g, 2.28mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC.HCL) (1.14) g, 5.94mmol) Add the above-mentioned completely dissolved sodium polyglutamate solution, adjust the pH value of the solution to about 6.0, and activate at room temperature for 1 hour. Weigh cysteamine hydrochloride (0.675 g, 5.94 mmol) and add it to the activated solution, and stir for 24 hours at room temperature. The reaction solution was transferred into a dialysis bag and dialyzed with 1 mM hydrochloric acid for 1 day, 1 wt% NaCl solution for 1 day, and 1 mM hydrochloric acid for 1 day. After dialysis, the reaction solution was quickly frozen with liquid nitrogen and freeze-dried to ...

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Abstract

The invention provides enzyme-catalyzed disulfide bond-crosslinked natural polymer hydrogel and a preparation method thereof. The hydrogel comprises a three-dimensional net structure composed of crosslink bonds of cystamine or N,N-diacetyl-L-cystine; under the conditions that horseradish peroxidase is used as a catalyst and a phenol compound is used as an enzyme substrate, sulfydryl-grafted natural polymers are rapidly oxidized to form disulfide bonds, so that the hydrogel is obtained. According to the invention, raw materials are safe in source and environment-friendly, the product has excellent biocompatibility; reaction conditions are mild, and the operation is simple; the system is not required to be additionally added with hydrogen peroxide, and physiological activity of a loaded drug or cells is completely guaranteed.

Description

Technical field [0001] The invention belongs to the field of medical biological materials. Background technique [0002] Hydrogel is a kind of functional polymer material with three-dimensional network structure obtained by moderate cross-linking. It has high water content and flexible natural characteristics, which makes it have good biocompatibility and resemble natural Extracellular matrix can effectively reduce tissue stimulation and cell adhesion (Park, H.; Park, K., Pharm. Res. 1996, 13, 1770). More importantly, the porous structure and high water content of the hydrogel make it very suitable for embedding biologically active substances, such as cells, medicinal proteins and peptide drugs, unlike other release systems (particles, emulsions, etc.) The activity of cells and proteins may be damaged during the preparation process. The preparation of the hydrogel is carried out under relatively mild conditions, which is beneficial to preserve the activity of cells and proteins....

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C12P19/26C12P13/02
Inventor 彭志平佘英奇李义赵玉莹谢标明
Owner NANCHANG UNIV
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