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Carboxylated PEG derivative, hydrogel based on carboxylated PEG derivative as well as preparation methods and applications thereof

A derivative and carboxylation technology, applied in medical science, prosthesis, etc., can solve problems such as inability to repair with bone

Active Publication Date: 2019-06-21
南京邦鼎生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these hydrogels can only be used as tissue adhesives, sealants, drug delivery carriers, wound coverings, hemostatic coatings, anti-tissue adhesion agents, etc., and cannot be used for bone repair after injury.

Method used

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  • Carboxylated PEG derivative, hydrogel based on carboxylated PEG derivative as well as preparation methods and applications thereof
  • Carboxylated PEG derivative, hydrogel based on carboxylated PEG derivative as well as preparation methods and applications thereof
  • Carboxylated PEG derivative, hydrogel based on carboxylated PEG derivative as well as preparation methods and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0086] Example 1: Preparation of four-arm polyethylene glycol / polylysine hydrogel

[0087] (1) Preparation of polyethylene glycol-polysuccinimide malate (PEG-1)

[0088] 23.8g α,β-polymalic acid (Mn=1050), 19.35g four-arm polyethylene glycol (Mn=7450), 5.0g EDC and 2.85g 4-dimethylaminopyridine (DMAP) were added to anhydrous DMF, Then the reaction was carried out at room temperature for 24 hr. Then 2.6g of N-hydroxysuccinimide and 4.4g of EDC were added to continue the reaction for 20hrs. Then, it was precipitated in excess ethyl acetate, acetone and n-hexane mixed solvent, and dried to obtain PEG-1. Its structure is attached figure 1 .

[0089] (2) Preparation of four-arm polyethylene glycol / polylysine hydrogel

[0090] The polylysine (molecular weight is about 4400) is made into 5w / v% concentration with deionized water, 2ml and 0.2g of PEG-1 are dissolved in 2ml deionized water, the two are mixed and stirred evenly, and solidified after about 2 minutes. gel, see attach...

Embodiment 2

[0095] Example 2: Preparation of four-arm polyethylene glycol / polylysine / hydroxyapatite hydrogel

[0096] (1) Preparation of polyethylene glycol-polysuccinimide malate (PEG-1)

[0097] 23.8g α,β-polymalic acid (Mn=1050), 19.35g four-arm polyethylene glycol (Mn=7450), 5.0g EDC and 2.85g 4-dimethylaminopyridine (DMAP) were added to anhydrous DMF, Then the reaction was carried out at room temperature for 24 hr. Then 2.6g of N-hydroxysuccinimide and 4.4g of EDC were added to continue the reaction for 20hrs. Then, it was precipitated in excess ethyl acetate, acetone and n-hexane mixed solvent, and dried to obtain PEG-1.

[0098] (2) Preparation of four-arm polyethylene glycol / polylysine / hydroxyapatite hydrogel

[0099] The polylysine (molecular weight is about 4400) is made into 5w / v% concentration with deionized water, take 2ml, take 0.2g of PEG-1 and dissolve it with 2ml of deionized water and 0.05g of hydroxyapatite, and stir the above substances It is uniform and solidifies...

Embodiment 3

[0105] Example 3: Four-arm polyethylene glycol / polylysine / Ca 2+ / Fe 2+ / Mg 2+ Preparation of hydrogels

[0106] (1) Preparation of polyethylene glycol-polysuccinimide malate (PEG-1)

[0107] 28.8g α,β-polymalic acid (Mn=1600), 19.35g four-arm polyethylene glycol (Mn=7450), 5.0g EDC and 2.85g 4-dimethylaminopyridine (DMAP) were added to anhydrous DMF, Then the reaction was carried out at room temperature for 24 hr. Then 2.6g of N-hydroxysuccinimide and 4.4g of EDC were added to continue the reaction for 20hrs. Then, it was precipitated in excess ethyl acetate, acetone and n-hexane mixed solvent, and dried to obtain PEG-1.

[0108] (2) Preparation of four-arm polyethylene glycol / polylysine / hydroxyapatite hydrogel

[0109] The polylysine (molecular weight is about 4400) is made into 2.5w / v% concentration with deionized water, take 2ml, add 0.2g PEG-1, 0.011g calcium hydroxide, 0.016g hydroxyapatite, stir well, It cured into a gel after about 1 minute and 30 seconds.

[01...

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Abstract

The invention provides a carboxylated PEG derivative. The carboxylated PEG derivative is an ester which is obtained by carboxyl condensation of a hydroxyl-terminated and polycarboxylic acid polymer ofa linear or branched polyethylene glycol derivative; the structure of the carboxylated PEG derivative is shown in a formula (I), wherein X is a polycarboxylic acid polymer structure with side carboxyl, R is a core structure of the linear or branched polyethylene glycol derivative, n chooses 1-750, the value of m corresponds to the number of branched arms of the R and is an integer of 1-20. The invention further provides a PEG derivative active ester; the PEG derivative active ester is an ester after carboxyl of the carboxylated PEG derivative is activated by N-hydroxysuccinimide (NGS); the structure of the PEG derivative active ester is shown in the following formula (II); y-COOSu is a polycarboxylic acid polymer structure whose carboxyl is activated by NHS. The invention further providesa hydrogel composition prepared on the basis of the PEG derivative active ester and containing metal elements, a preparation method thereof and an application thereof in bone repair. The hydrogel composition provided by the invention has the advantages that multiple metal elements, such as calcium, magnesium or iron, and inorganic salts can be flexibly loaded or introduced; a breakthrough is madein the application of a hydrogel soft material in the bone repair field.

Description

technical field [0001] The invention relates to the field of biomedical materials, in particular to a carboxylated PEG derivative, a hydrogel based on the PEG derivative, and a preparation method and application thereof. Background technique [0002] Hydrogel is a natural or synthetic polymer material with water as a dispersion medium and a spatial network structure. In recent years, hydrogels have been widely used in the biomedical field, such as hemostatic agents, adhesives, tissue engineering scaffolds, drug release carriers, dressings, etc. [0003] PEG is a kind of hydrophilic polymer with excellent biocompatibility, which is non-immunogenic and prevents protein adsorption. The structure can be linear or branched, and the terminal hydroxyl groups can be easily modified into aldehyde groups, sulfhydryl groups, carboxyl groups, amino groups, etc., showing a high degree of flexibility in hydrogel construction. Existing conventional carboxylated PEG derivatives are activa...

Claims

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Application Information

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IPC IPC(8): C08G65/332C08G65/333C08J3/075C08L71/02C08L77/04C08L5/08C08K3/32A61L27/02A61L27/18A61L27/52A61L27/58A61L27/20
Inventor 万玉青
Owner 南京邦鼎生物科技有限公司
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