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Reduction sensitive polyamino acid nano hydrogel and preparation method thereof

A nano hydrogel and polyamino acid technology, applied in the field of hydrogel, can solve the problems of complex polyester preparation process and unfavorable large-scale production, and achieve rapid release of reduction response, good biodegradability and biocompatibility , improve the effect of curative effect

Active Publication Date: 2016-01-13
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

[0004] The prior art discloses a variety of reduction-sensitive polymer nanohydrogels, such as the preparation of polyester-based nanohydrogels by click chemistry (ACS MacroLett. 2013, 2, 40-44), although this nanohydrogel In the presence of glutathione, the encapsulated molecules can be quickly released to achieve a targeted release effect, but the preparation process of this functionalized polyester is relatively complicated, which is not conducive to large-scale production

Method used

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  • Reduction sensitive polyamino acid nano hydrogel and preparation method thereof
  • Reduction sensitive polyamino acid nano hydrogel and preparation method thereof
  • Reduction sensitive polyamino acid nano hydrogel and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0061] Add 1.1 g of aminated polyethylene glycol monomethyl ether with a number-average molecular weight of 550 to the dry reaction flask, remove water with 100 mL of anhydrous toluene at 130 ° C for 2 h, and vacuum dry the remaining Toluene; the obtained solid was dissolved in 10 mL of dry N,N-dimethylformamide to obtain the first solution; 2.06 g of γ-propynyl-L-glutamate-N-carboxylic acid anhydride was dissolved in 30 mL of dry In N,N-dimethylformamide, the second solution was obtained; in a nitrogen atmosphere, the first solution was mixed with the second solution, stirred under nitrogen protection conditions, and reacted at 40°C for 24h; after the reaction, reduce N,N-dimethylformamide was dried under pressure, and then the obtained solid was dissolved in chloroform, then settled with ether, filtered by suction, and dried to obtain polyethylene glycol monomethyl ether-poly(γ-propyne base-L-glutamate) block copolymer;

[0062] Dissolve 0.04 g of the obtained polyethylene ...

Embodiment 2

[0065] Add 1 g of aminated polyethylene glycol monomethyl ether with a number-average molecular weight of 2000 to the dry reaction flask, and remove the water by azeotroping with 100 mL of anhydrous toluene at 130°C for 2 h, then vacuum the remaining toluene to dryness ; The resulting solid was dissolved in 10 mL of dry N,N-dimethylformamide to obtain a first solution; 1.26 g of γ-propynyl-L-glutamate-N-carboxylic acid anhydride was dissolved in 20 mL of dry In N,N-dimethylformamide, the second solution was obtained; in a nitrogen atmosphere, the first solution was mixed with the second solution, stirred under nitrogen protection conditions, and reacted at 20°C for 72h; after the reaction, the pressure was reduced Drain N,N-dimethylformamide, then dissolve the obtained solid in chloroform, settle with ether, filter with suction, and dry to obtain polyethylene glycol monomethyl ether-poly(γ-propynyl -L-glutamate) block copolymer;

[0066] Dissolve 0.04 g of the obtained polyet...

Embodiment 3

[0069] Dissolve 0.04 g of the polyethylene glycol monomethyl ether-poly(γ-propynyl-L-glutamate) block copolymer obtained in Example 2 in 10 mL of N,N-dimethylformamide, and then Slowly add it dropwise into 20mL of ultrapure water, and after stirring for two hours, remove the organic solvent by dialysis to obtain a micellar solution of the polymer, add 0.01g of cross-linking agent to the micellar solution, and then blow it with nitrogen Soak for 30 minutes, add 0.003g CuSO 4 ·5H 2 0, after bubbling for 5 minutes, add 0.01g sodium ascorbate, seal, under nitrogen atmosphere, 25 ℃ of reaction 24h, after reaction finishes, reaction solution is added in the dialysis bag, with distilled water dialyzing for three days, freeze-drying then, That is, the polyamino acid nanohydrogel with a cross-linking degree of 50% is obtained.

[0070] The polyamino acid nano-hydrogel that embodiment 3 obtains is carried out in vitro simulated release experiment, and the result shows, the release of ...

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Abstract

The invention provides a reductive and sensitive type polyaminoacid nano-hydrogel and a preparation method thereof, belonging to the technical field of hydrogel. The hydrogel is prepared by carrying out a polymerization reaction for terminal-aminated polyethylene glycol monomethyl ether and gamma-propynyl-L-glutamate-N-carboxylic anhydride to obtain block polymers, dissolving in an organic solvent, adding in drops into water to obtain a micellar solution of the polymers, and crosslinking with a crosslinking agent containing a disulfide bond. The preparation method provided by the invention is simple, the obtained nano-hydrogel not only is good in biodegradability and biocompatibility, but also has reductant sensitivity, and can realize targeted quick release of drug in cells and improve curative effect of the drugs.

Description

technical field [0001] The invention belongs to the field of hydrogel technology, and in particular relates to a reduction-sensitive polyamino acid nano hydrogel and a preparation method thereof. Background technique [0002] Polymer nano hydrogel is a gel formed by dispersing internally cross-linked nano-polymer particles in water. It is a polymer network system that is not easily affected by the blood circulatory system for sudden release of drugs and has good Biocompatible, ideal for drug carriers. If the polymer nanohydrogel can respond to the stimulation of the tumor cell environment and release the drug rapidly in the tumor cell, it can greatly improve the chemotherapy effect. [0003] Polymer nanohydrogels cross-linked by disulfide bonds can be broken in the presence of glutathione, thereby releasing the drug entrapped in the nanogels, while the high concentration of glutathione in tumor cells It provides feasibility for this reduction-sensitive nanohydrogel as an i...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08L77/04C08G69/40C08G65/48C08J3/24C08K5/372C08J3/075A61K47/34
Inventor 贺超良成一龙于双江任凯旋庄秀丽陈学思
Owner CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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