Thiol-aldehyde group cross-linked hydrogel material, preparation method and applications thereof
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A cross-linked hydrogel and aldehyde-based technology, which is applied in pharmaceutical formulations, medical preparations of non-active ingredients, medical science, etc., can solve problems such as insufficient clinical operation time, plugging of pipette tips, and gel displacement.
Active Publication Date: 2019-08-16
EAST CHINA UNIV OF SCI & TECH
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However, in clinical practice, the above two methods often have some shortcomings: 1) The preformed hydrogel does not have good wound tissue shaping, and it is difficult to completely cover irregularly shaped wounds; in addition, the surface is smooth, The fragile hydrogel cannot be fixed on the wound surface by surgical means, causing the gel to displace and slip in the wound tissue and affect the use effect. Although the negative pressure wound therapy technology can make the gel closely fit the wound, the operation is cumbersome and easy Break the hydrogel; 2) Although the gel precursor solution of the in situ formed hydrogel can penetrate into various parts of the wound tissue well, it has high requirements on the
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[0186] Example 1: Synthesis of sulfhydryl modified hyaluronic acid derivative (HA-SH)
[0187]
[0188] Synthesis of HA-SH: Dissolve Hyaluronic acid (0.5g, 48kDa) in 50mL of distilled water until completely dissolved, add hydroxybenzotriazole (HOBt, 0.2g), 1-ethyl-(3-dimethyl Aminopropyl) carbodiimide hydrochloride (EDC-HCl, 0.1g), 3,3'-dithiobis(propionyl hydrazide) (DTP, 0.1g), adjust the pH to 4.75, react for 24h, then add DTT to continue the reaction for 5h, pour the reaction solution into a dialysis bag (MWCO 3500), dialyzed with deionized water for 2-3d, freeze-dry to obtain HA-SH (0.46g), according to NMR From the hydrogen spectrum, it can be calculated that the content of sulfhydryl groups is about 24%.
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[0189] Example 2: Synthesis of sulfhydryl modified dextran derivative (Dex-SH)
[0190]
[0191] Synthesis of Dex-SH: Dissolve 40kDa dextran Dextran (12g, 0.3mmol) in 50mL DMSO until completely dissolved, add 3-mercaptopropionic acid (636.8mg, 6.0mmol), 1,3-dicyclohexyl carbon two Imine (910.7mg, 9.0mmol), 4-(dimethylamino)pyridine (1099.5mg, 9.0mmol), react at room temperature for 48h, then reprecipitate in acetone, dissolve the crude product in water and pour it into dialysis In the bag (MWCO 3500), dialyzed with deionized water for 2-3 days and freeze-dried to obtain Dex-SH (11.5g). According to the hydrogen NMR spectrum, the content of sulfhydryl groups can be calculated to be about 16%.
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[0192] Example 3: Synthesis of sulfhydryl modified heparin derivative (Hep-SH)
[0193]
[0194] Synthesis of Hep-SH: Dissolve Heparin (0.5g, 12kDa) in 50mL of distilled water until completely dissolved, add hydroxybenzotriazole (HOBt, 0.2g), 1-ethyl-(3-dimethylamino) Propyl) carbodiimide hydrochloride (EDC-HCl, 0.1g), mercaptoethylamine (0.1g), adjust the pH to 5-6 with dilute hydrochloric acid solution, after 24h reaction, pour the reaction solution into a dialysis bag ( In MWCO 3500), dialyzed with deionized water for 2-3 days and freeze-dried to obtain Hep-SH (0.45g). According to the hydrogen NMR spectrum, the content of sulfhydryl groups can be calculated to be about 29%.
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Abstract
The invention relates to a thiol-aldehyde group cross-linked hydrogel material, a preparation method and applications thereof. The preparation method comprises: dissolving a component A thiol-containing polymer derivative in a biocompatible medium to obtain a solution A; dissolving a component B aldehyde group-containing polymer derivative in a biocompatible medium to obtain a solution B; and mixing with the solution A and the solution B to obtain the hydrogel, wherein the hydrogel has plasticity at the initial stage of cross-linking, can form a removable hydrogel system at the later stage ofcross-linking, and can form an interpenetrating network hydrogel system with enhanced mechanical property, a component C and/or a component D can be added to the hydrogel precursor solution, the component C is a double bond-containing substance or an amino-containing substance or a substance containing a double bond and amino, and the component D is a tissue repairing beneficial ingredient. The invention further provides a kit for preparing the hydrogel, applications of the hydrogel in tissue engineering and regenerative medicine, 3D cell culture, 3D printing, and applications of the hydrogelas cell carriers, protein carriers or drug carriers.
Description
technical field [0001] The invention relates to a hydrogel material, in particular to a mercapto-aldehyde group crosslinked hydrogel material and a preparation method and application thereof, belonging to the technical field of biomaterials. Background technique [0002] Hydrogel is a kind of highly water-containing polymer material with a three-dimensional network cross-linked structure. Due to its excellent biocompatibility, degradability and certain mechanical strength, it has been used as a scaffold material in the field of tissue engineering and has been applied in the skin. , Cartilage, bone, myocardium, corneal repair, etc. have made important breakthroughs. In addition, it also has unique advantages in clinical wound treatment, such as hemostasis, protection, isolation, and repair. Currently, hydrogels are applied in clinical operations in two ways: preformed hydrogels and in-situ formed hydrogels. Preformed hydrogels refer to gels that have been cross-linked into a ...
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