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Polyamino acid hydrogel as well as preparation method and application thereof

A polyamino acid and hydrogel technology, applied in medical science, prosthesis, etc., can solve the problems of few types of monomers, low imbibition, narrow application range, etc., and achieves simple and convenient synthesis method, easy operation and good degradation performance. Effect

Pending Publication Date: 2022-08-05
PEKING UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, at present, the application range of polyamino acid hydrogels in cartilage repair is relatively narrow, and there are fewer types of monomers selected.
In addition, in order to take into account both water solubility and low imbibition performance, polyamino acid precursors are often prepared by means of polyethylene glycol chain block blocks, but at the same time, polyethylene glycol chain segments are introduced to improve immunogenicity and degradability. question on

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  • Polyamino acid hydrogel as well as preparation method and application thereof
  • Polyamino acid hydrogel as well as preparation method and application thereof
  • Polyamino acid hydrogel as well as preparation method and application thereof

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preparation example Construction

[0064] In a first aspect, the present invention provides a method for preparing a polyamino acid hydrogel, the method comprising the steps of:

[0065] (1) Mix glutamic acid-N-carboxyl internal acid anhydride or glutamic acid-N-carboxyl internal acid anhydride modified with side chain and mercapto-containing N-carboxyl internal acid anhydride with the first solvent, and then add an initiator to carry out polymerization reaction , obtain polyamino acid I, preferably, described polyamino acid I is polyamino acid P(EG 3 Glu-co-Cys); in a specific embodiment of the present invention, preferably, before performing the following step (2), the step of purifying the polyamino acid I is also included; in some preferred embodiments of the present invention In the embodiment of , the glutamic acid-N-carboxyl internal acid anhydride modified by the side chain is a triethylene glycol monomethyl ether modified L -EG 3 GluNCA, the N-carboxyl anhydride containing a sulfhydryl group is cyste...

Embodiment 1

[0102] ① Synthesis of polyamino acid P(EG 3 Glu-co-Cys)

[0103] at room temperature, the L -EG 3 GluNCA (9.3 mmol) with L -CysNCA (1.8 mmol) was dissolved in DMF (3.0 mL), benzylamine initiator (75 μL×0.5 M) was added, and the reaction was stirred at room temperature and 25° C. for 4 h. Complete polymerization was checked using FT-IR. After the polymerization, it was precipitated with ether and centrifuged at 4000 rpm for 10 min. Discard the supernatant. The polymer was further purified by dialysis, and finally a white powdery solid (80% yield) was obtained, which was polyamino acid P(EG 3 Glu-co-Cys). The obtained polyamino acid P(EG 3 Glu-co-Cys) has a branched structure, which is specifically characterized as: the thiol content in the polymer is characterized by Ellman's reagent, and in the obtained results, each segment contains 7.5 thiols; the total amino / thiol content in the polymer is determined by TNBS. Reagent characterization, in the obtained results, each ...

Embodiment 2

[0115] ①Synthesis of polyglutamic acid-polycysteine ​​copolymer P(Glu-co-Cys)

[0116] At room temperature, glutamic acid-N-carboxyl anhydride ( L -GluNCA) (5mmol) with L -CysNCA (1 mmol) was dissolved in DMF (10.0 mL), benzylamine initiator (100 μL×0.5 M) was added, and the reaction was stirred at 10° C. for 18 h. Complete polymerization was checked using FT-IR. After the polymerization, it was precipitated with ether and centrifuged at 4000 rpm for 10 min. Discard the supernatant. The polymer was further purified by dialysis, and finally a white powdery solid (yield 50%) was obtained, which was polyamino acid P(Glu-co-Cys). The obtained polyamino acid P(Glu-co-Cys) has pH-dependent dissolution behavior, dissolves well in a phosphate buffer of pH=7.4, and is insoluble in a weakly acidic environment. Using this property, smart gels with responsive pore / mechanical properties can be designed; the reaction formula for the synthesis of polyglutamic acid-polycysteine ​​copolym...

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Abstract

The invention relates to polyamino acid hydrogel as well as a preparation method and application thereof. The method comprises the following steps: uniformly mixing glutamic acid-N-carboxyl anhydride or side chain modified glutamic acid-N-carboxyl anhydride with sulfydryl-containing N-carboxyl anhydride by using a solvent, and adding an initiator for reaction to obtain polyamino acid I; the preparation method comprises the following steps: dissolving sarcosine-N-carboxyl anhydride by using a solvent, then adding a multifunctional initiator for reaction to obtain a polymerization intermediate, then dissolving the polymerization intermediate by using a solvent, and then adding 3-maleimidopropionic acid hydroxyl succinimide ester for reaction to obtain polyamino acid II; preparing a polyamino acid I solution and a polyamino acid II solution, then uniformly mixing the polyamino acid I solution and the polyamino acid II solution with the oligopeptide solution, and gelatinizing to obtain the polyamino acid hydrogel. The polyamino acid hydrogel obtained by the invention has excellent biocompatibility and biodegradability, can well support stem cell growth and cartilage differentiation, and has a good immunoregulation characteristic.

Description

technical field [0001] The invention relates to the technical field of biomedical materials, in particular to a polyamino acid hydrogel and a preparation method and application thereof. Background technique [0002] Joint osteochondral injury is an extremely common joint disease. Mature articular cartilage has no blood supply and has limited self-repairing ability. If the osteochondral defect is not treated in time, the risk of developing osteoarthritis will increase by 6 times in the future. And bone and joint disease ranks first in health care costs, so early treatment and intervention is extremely important. [0003] There are many methods for the treatment of cartilage defects. At present, the commonly used method is microfracture repair, but human articular cartilage is hyaline cartilage, and the cartilage repaired by microfracture method is fibrocartilage. The mechanical strength of fibrocartilage is not as high as that of hyaline cartilage. It is more likely to brea...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08J3/075C08L77/04A61L27/58A61L27/50A61L27/52A61L27/54
CPCC08J3/075A61L27/18A61L27/50A61L27/52A61L27/54A61L27/58A61L2430/06A61L2300/412A61L2300/602A61L2300/204A61L2300/252C08J2377/04C08L77/04
Inventor 吕华余家阔张正初杨梦
Owner PEKING UNIV
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