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Preparation method of polyamino acid and polyamino acid nano-hydrogel

A technology of polyamino acids and amino acids, applied in the field of polyamino acids, can solve problems such as application limitations, unfavorable large-scale production, and complicated hydrogel preparation process, and achieve the effect of simple steps and good biocompatibility

Active Publication Date: 2011-08-31
CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

For example, the Chinese patent document with application number 200610148155.5 discloses a temperature-sensitive chemically cross-linked hydrogel, which consists of polyethylene glycol as a hydrophilic block and degradable polyester as a hydrophobic block. Copolymer as the main body, connected with cross-linkable groups to form polymer chemically cross-linked hydrogel, the hydrogel is only sensitive to temperature, not to reducing agents, and its application as a drug carrier in tumor cells is limited
Another example is that the Chinese patent document whose application number is 201010561226.0 discloses a chemically cross-linked hydrogel sensitive to reducing agents, with polyethylene glycol monomethyl ether or polyethylene glycol as a hydrophilic shell, poly(L-glutamine Acid) is a nano-hydrogel composed of a hydrophobic core, but the preparation process of the hydrogel is relatively complicated, which is not conducive to large-scale production

Method used

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  • Preparation method of polyamino acid and polyamino acid nano-hydrogel
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  • Preparation method of polyamino acid and polyamino acid nano-hydrogel

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preparation example Construction

[0028] The present invention provides a kind of preparation method of polyamino acid, comprises the following steps:

[0029] The terminal aminated hydrophilic polymer, L-cystine-N-internal carboxylic acid anhydride and amino acid-N-internal carboxylic anhydride are dissolved in an organic solvent, and the polyamino acid is obtained after stirring and reacting.

[0030] The present invention uses end-aminated hydrophilic polymers, L-cystine-N-internal carboxylic acid anhydride and amino acid-N-inner carboxylic anhydride as raw materials to prepare polyamino acids capable of forming nano-hydrogels. Under the initiation of hydrophilic polymer, L-cystine-N-internal carboxylic acid anhydride and amino acid-N-internal carboxylic acid anhydride undergo ring-opening polymerization reaction; wherein, L-cystine-N-internal carboxylic acid anhydride contains two A ring can form a cross-linked structure during ring-opening polymerization, thereby obtaining a polyamino acid that can form a...

Embodiment 11

[0090] The preparation of embodiment 11 gamma-benzyl-L-glutamate-N-internal carboxylic acid anhydride

[0091] Mix 1 mol of L-glutamic acid and 3 mol of benzyl alcohol at 0°C, add 1.5 mol of concentrated sulfuric acid dropwise under the stirring condition of a stirrer, after the dropwise addition, raise the temperature to 70°C for 6 hours, after the reaction, add 3 mol of carbonic acid The sodium hydrogen solution neutralizes the reaction mixture, and after filtration, washing, recrystallization and freeze-drying, γ-benzyl-L-glutamic acid ester is obtained.

[0092] Mix 1 mol of the γ-benzyl-L-glutamate with 0.6 mol of bis(trichloromethyl)carbonate at 25°C, add tetrahydrofuran, heat to 50°C for 2 hours, and after the reaction, put The reaction mixture was settled in excess petroleum ether, separated, washed, recrystallized and dried to obtain γ-benzyl-L-glutamic acid ester-N-internal carboxylic acid anhydride.

Embodiment 12

[0093] The preparation of embodiment 12L-phenylalanine-N-inner carboxylic acid anhydride

[0094] Mix 1 mol of L-phenylalanine and 0.6 mol of bis(trichloromethyl)carbonate at 25°C, add tetrahydrofuran, heat to 50°C for 2 hours, after the reaction, settle the reaction mixture in excess petroleum ether, After separation, washing, recrystallization and drying, L-phenylalanine-N-internal carboxylic acid anhydride is obtained.

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Abstract

The invention provides a preparation method of polyamino acid, which comprises the following steps: dissolving a terminal-aminated hydrophilic polymer, L-cystine-N-endo-carboxylic acid anhydride and amino acid-N-endo-carboxylic acid anhydride in an organic solvent, stirring and reacting, thus obtaining the polyamino acid. The invention further provides polyamino acid nano-hydrogel which comprises the polyamino acid prepared by the method adopting the technical scheme, and water. The polyamino acid which can form the nano-hydrogel can be prepared by only one step, and the step is simple, convenient and fast. The obtained polyamino acid comprises a hydrophilic polymer and a cross-linked polyamino acid, the nano-hydrogel can be formed by dissolving the polyamino acid in the water, and the nano-hydrogel can be used as carrier materials for medicament transmission, and medicament control and release. The terminal-aminated hydrophilic polymer, the L-cystine-N-endo-carboxylic acid anhydrideand the amino acid-N-endo-carboxylic acid anhydride are used as raw materials, and the nano-hydrogel formed by the obtained polyamino acid has good biocompatibility and biodegradability.

Description

technical field [0001] The invention belongs to the technical field of polyamino acid, and in particular relates to a preparation method of polyamino acid and polyamino acid nano hydrogel. Background technique [0002] Drug controlled release is to combine the drug with the drug carrier, and release the drug at an appropriate concentration and speed through diffusion, penetration, etc. in the body, so as to fully exert the efficacy of the drug. An ideal drug carrier should have the following characteristics: good biocompatibility, biodegradability, narrow molecular weight distribution and high drug loading capacity, high molecular polymers such as polyester and polyamino acid are non-toxic and biocompatible It has become the main material of the drug controlled release carrier due to its advantages of good quality and biodegradability. [0003] The combination of polymer materials and drug molecules as drug controlled release carriers can form a variety of polymer drug cont...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G69/40C08G65/48C08J3/075A61K47/34
Inventor 庄秀丽丁建勋石丰华陈莉陈学思
Owner CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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