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Amphiphilic molecule hydrogel based on polyamino acid

A technology of amphiphilic molecules and polyamino acids, which is applied in the field of biodegradable materials and drug controlled release, can solve the problems of difficult large-scale production, high cost, and difficulty in hydrogel synthesis, and achieve easy large-scale production and low cost. Inexpensive, good biocompatibility effect

Inactive Publication Date: 2014-01-08
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] The purpose of the present invention is to provide a polyamino acid-based amphiphilic molecule with good biocompatibility, which can form a stable hydrogel, and solve the problem that the synthesis of amino acid hydrogels is difficult, costly, and difficult to achieve. issues of mass production

Method used

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  • Amphiphilic molecule hydrogel based on polyamino acid
  • Amphiphilic molecule hydrogel based on polyamino acid
  • Amphiphilic molecule hydrogel based on polyamino acid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] Embodiment 1, the preparation of polyamino acid-based amphiphile molecule and its hydrogel shown in formula II

[0035]

[0036] (1) First, add 90 ml of diethylene glycol monomethyl ether and 15 grams of glutamic acid into the round bottom flask. The ratio of glutamic acid to diethylene glycol monomethyl ether in this system is 1:6 , put the suspension in an ice-water bath, wait until it is cooled to 0°C, slowly drop into 10 ml of concentrated sulfuric acid (wherein the ratio of glutamic acid to concentrated sulfuric acid is 1:1.1 by mass), return to 20°C, react at 20°C for 48 hours. Pour the clear solution into a mixed solution of triethylamine and isopropanol (1:10 by volume), resulting in a white precipitate. Centrifuge to obtain 15.5 grams of white solid, with a yield of 61.0%;

[0037] H NMR 1 H NMR (400MHz,D 2 O): δ4.31-4.22(t,2H),3.82-3.72(m,3H),3.72-3.64(m,2H),3.63-3.56(m,2H),3.39-3.32(s,3H), 2.66-2.49(m,2H),2.25-2.07(m,2H); C NMR 13 C NMR (400MHz,D 2 ...

Embodiment 2

[0045] Embodiment 2, the preparation of polyamino acid-based amphiphile molecule and its hydrogel shown in formula III

[0046]

[0047] (1) First, add 90 ml of diethylene glycol monomethyl ether and 15 grams of glutamic acid into the round bottom flask. The ratio of glutamic acid to diethylene glycol monomethyl ether in this system is 1:6 , put the suspension in an ice-water bath, wait until it is cooled to 0°C, slowly drop into 10 ml of concentrated sulfuric acid (wherein the ratio of glutamic acid to concentrated sulfuric acid is 1:1.1 by mass), return to 20°C, react at 20°C for 48 hours. Pour the clear solution into a mixed solution of triethylamine and isopropanol (1:10 by volume), resulting in a white precipitate. After centrifugation, 15.5 g of white solid was obtained with a yield of 61.0%.

[0048] H NMR 1 H NMR (400MHz,D 2 O): δ4.31-4.22(t,2H),3.82-3.72(m,3H),3.72-3.64(m,2H),3.63-3.56(m,2H),3.39-3.32(s,3H), 2.66-2.49(m,2H),2.25-2.07(m,2H); C NMR 13 C NMR (40...

Embodiment 3

[0056] Embodiment 3, the preparation of polyamino acid-based amphiphile molecules shown in formula IV

[0057]

[0058] (1) First, add 90 ml of diethylene glycol monomethyl ether and 15 grams of glutamic acid into the round bottom flask. The ratio of glutamic acid to diethylene glycol monomethyl ether in this system is 1:6 , put the suspension in an ice-water bath, wait until it is cooled to 0°C, slowly drop into 10 ml of concentrated sulfuric acid (wherein the ratio of glutamic acid to concentrated sulfuric acid is 1:1.1 by mass), return to 20°C, react at 20°C for 48 hours. Pour the clear solution into a mixed solution of triethylamine and isopropanol (1:10 by volume), resulting in a white precipitate. After centrifugation, 15.5 g of white solid was obtained with a yield of 61.0%.

[0059] H NMR 1 H NMR (400MHz,D 2 O): δ4.31-4.22(t,2H),3.82-3.72(m,3H),3.72-3.64(m,2H),3.63-3.56(m,2H),3.39-3.32(s,3H), 2.66-2.49(m,2H),2.25-2.07(m,2H); C NMR 13 C NMR (400MHz,D 2 O): δ17...

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Abstract

The invention discloses an amphiphilic molecule hydrogel based on polyamino acid. The structural formula of the amphiphilic molecule hydrogel based on the polyamino acid is as shown in a formula I, wherein x in the formula is a natural number in the range from 4-16, and n is a natural number in the range of 10-50. A preparation method of the amphiphilic molecule hydrogel based on the polyamino acid provided by the invention and shown in the formula I comprises the following steps: (1) reacting glutamic acid with 2-(2-Methoxyethoxy)ethanol under the action of an acid catalyst so as to obtain an amino acid compound, the lateral chain of which has the 2-(2-Methoxyethoxy)ethanol; (2) reacting the amino acid compound, the lateral chain of which has the 2-(2-Methoxyethoxy)ethanol, with triphosgene so as to obtain an N-carboxyanhydride compound; and (3) carrying out ring-opening polymerization reaction on the N-carboxyanhydride compound under the triggering action of alkyl chain primary amine, thus obtaining the amphiphilic molecule hydrogel based on polyamino acid. The amphiphilic molecule hydrogel based on the polyamino acid has biocompatibility, biodegradability and other properties. Compared with other polyamino acid-based hydrogel, the amphiphilic molecule hydrogel has the advantages of low cost and easiness in realization of large-scale production and a very wide application prospect in the field of biological materials.

Description

technical field [0001] The invention relates to a polyamino acid-based amphiphilic molecular hydrogel, and relates to the fields of biodegradable materials and drug controlled release. Background technique [0002] The purpose of studying controlled-release preparations is to seek a method that can not only maintain drug activity, but also maintain an effective drug concentration in the affected area for a long time during the administration process, while minimizing the blood drug concentration in other parts of the human body. Hydrogel is a very effective and widely used system, which can be used as a carrier of drug molecules and active biomolecules. Tissue engineering applies the principles and methods of cell biology and engineering, starting from the understanding of the relationship between normal and pathological tissue structure and function. Research and develop biological substitutes to restore, maintain or improve the shape and function of damaged tissues and or...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G69/40C08J3/075
Inventor 李志波陈重一符文鑫张树升
Owner INST OF CHEM CHINESE ACAD OF SCI
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