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Polyamino acid graft copolymer, preparation method thereof and injectable hydrogel

A technology of graft copolymers and polyamino acids, which can be used in pharmaceutical formulations, medical preparations of non-active ingredients, and pharmaceutical sciences, and can solve problems such as difficult performance control and single natural polymer components.

Active Publication Date: 2014-01-22
CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the natural polymer has a single component and its performance is difficult to control

Method used

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  • Polyamino acid graft copolymer, preparation method thereof and injectable hydrogel
  • Polyamino acid graft copolymer, preparation method thereof and injectable hydrogel
  • Polyamino acid graft copolymer, preparation method thereof and injectable hydrogel

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preparation example Construction

[0054] The present invention also provides a preparation method of the polyamino acid graft copolymer represented by the above formula (I), comprising the following steps:

[0055] Mix tyramine, polyethylene glycol monomethyl ether with the structure of formula (IV), poly(L-glutamic acid) with the structure of formula (V) and organic solvent, and under the action of coupling agent, condensation reaction occurs , to obtain the polyamino acid graft copolymer represented by formula (I).

[0056]

[0057] Wherein, m and n are polymers, and the m is the same as above, and will not be repeated here; the n=x+y+z.

[0058] The present invention has no special limitation on the sources of all raw materials, which can be commercially available.

[0059] The polyamino acid graft copolymer of the present invention has poly(L-glutamic acid) with the structure of formula (V) as the main chain, which can simulate natural proteins and polypeptides to a certain extent, and has good biocomp...

Embodiment 1

[0078] 1.1 10g of polyethylene glycol monomethyl ether with a number average molecular weight of 1000 and 100ml of toluene were azeotroped to remove water at 140°C, then the toluene was removed under reduced pressure, and 50ml of dichloromethane was added to dissolve to obtain a polyethylene glycol monomethyl ether solution. Under the condition of 0°C and anhydrous, slowly add 8ml triethylamine and 16ml methanesulfonyl chloride to the polyethylene glycol monomethyl ether solution, react at 0°C for 2h, rise to room temperature and stir for 24h, filter and remove after the reaction Precipitate, the filtrate was settled with ether, and the solid was obtained by filtration. After vacuum drying at room temperature for 24 hours, polyethylene glycol monomethyl ether methanesulfonate was obtained.

[0079]1.2 Dissolve 5g of polyethylene glycol monomethyl ether methanesulfonate obtained in 1.1 and 5g of ammonium chloride in 250ml of ammonia water, and react at room temperature for 72 ho...

Embodiment 2

[0087] 2.1 10 g of polyethylene glycol monomethyl ether with a number average molecular weight of 1000 and 100 ml of toluene were removed by azeotropy at 140° C., then the toluene was removed under reduced pressure, and 50 ml of dichloromethane was added to dissolve to obtain a polyethylene glycol monomethyl ether solution. Under the condition of 0°C and anhydrous, slowly add 8ml triethylamine and 16ml methanesulfonyl chloride to the polyethylene glycol monomethyl ether solution, react at 0°C for 2h, rise to room temperature and stir for 24h, filter and remove after the reaction Precipitate, the filtrate was settled with ether, and the solid was obtained by filtration. After vacuum drying at room temperature for 24 hours, polyethylene glycol monomethyl ether methanesulfonate was obtained.

[0088] 2.2 Dissolve 5g of polyethylene glycol monomethyl ether methanesulfonate obtained in 2.1 and 5g of ammonium chloride in 250ml of ammonia water, and react at room temperature for 72 ho...

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Abstract

The invention provides a polyamino acid graft copolymer, a preparation method thereof and an injectable hydrogel. The polyamino acid graft copolymer is shown in a formula (I). Compared with a natural polymer, the polyamino acid graft copolymer takes poly (L-glutamic acid) with a formula (V) structure as a main chain, natural protein and polypeptide can be simulated in a certain extent, and the polyamino acid graft copolymer has excellent biocompatibility and degradability; the graft polymer is provided with a branch chain with a formula (II) structure and comprises a phenol structure, different grafting ratios can be adjusted, cross-linking can happen under the action of HRP (horse radish peroxidase) and hydrogen peroxide, the formation condition is mild, and the reaction rate is easy to control, so that the injectable hydrogel with higher mechanical strength can be prepared; and the graft copolymer further comprises a branch chain with a formula (III) structure, and the different grafting ratios can be adjusted, so that the polyamino acid graft copolymer shown as the formula (1) has excellent water solubility.

Description

technical field [0001] The invention belongs to the technical fields of biotechnology, biomedical materials and tissue engineering, and in particular relates to a polyamino acid graft copolymer, a preparation method thereof, and an injectable hydrogel. Background technique [0002] Hydrogel is a kind of polymer with a cross-linked network structure that can quickly absorb and retain a large amount of water. The polymer network structure contains hydrophilic groups or hydrophilic segments that can combine with water in an aqueous environment. , this hydrogel structure allows hydrophilic small molecules to diffuse in it. [0003] Injectable hydrogel is a new type of hydrogel system that has emerged in recent years. It has unique solution-gel transition characteristics. It is a low-viscosity aqueous solution before gelation, which is convenient for injection. , capable of rapid formation of hydrogels in situ. [0004] Injectable hydrogels are convenient for loading drugs, cel...

Claims

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Application Information

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IPC IPC(8): C08G81/00C08G69/48C08J3/24A61K47/34A61K9/06A61L27/18A61L27/52
Inventor 贺超良任凯旋成一龙李杲陈学思
Owner CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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