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Star-shaped polyglutamic acid as well as injectable hydrogel and preparation method thereof

A technology of polyglutamic acid and star structure, applied in the field of polyglutamic acid with star structure, injectable hydrogel and its preparation, can solve the problem of poor compatibility, affecting mechanical properties and dimensional stability, release Dose and dynamics are difficult to control and other issues, to achieve the effect of broad application prospects

Inactive Publication Date: 2016-04-13
SHANGHAI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Polyglutamic acid is a degradable polyamino acid with good biocompatibility. However, its hydrogel is a typical hydrophilic material. When loading hydrophobic drugs, the compatibility of hydrophobic drugs with the hydrogel matrix is ​​poor. , easy to self-aggregate and precipitate from the hydrogel, making it difficult to control the release dose and kinetics, and the uneven structure of the hydrogel will seriously affect its mechanical properties and dimensional stability

Method used

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  • Star-shaped polyglutamic acid as well as injectable hydrogel and preparation method thereof
  • Star-shaped polyglutamic acid as well as injectable hydrogel and preparation method thereof
  • Star-shaped polyglutamic acid as well as injectable hydrogel and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0031] Take a dry 250ml round bottom flask, add 40ml DMF and 10.2g triphenylphosphine, after fully dissolved, slowly add 10.2g iodine under ice bath condition, the system turns dark brown, then the temperature gradually rises to 50°C, add 2.9gβ- Cyclodextrin, stirred and reacted for 18 hours under an inert gas atmosphere. Then stop heating, distill 20ml of DMF under reduced pressure, and then ice bath, add 10ml of sodium methylate to the flask to terminate the reaction, add 200ml of anhydrous methanol to settle the reaction after 30 minutes, filter, wash with methanol for several times and then vacuum dry to obtain a white powder Shaped solid 3.5g, that is, polyiodide β-cyclodextrin.

[0032] Dissolve 2.9g of polyiodo-β-cyclodextrin in 50ml of DMF, add 1g of sodium azide, stir at 60°C for 20 hours under inert gas conditions, then distill 25ml of DMF under reduced pressure, pour into 500ml of water to settle, filter, After washing several times and drying in vacuum, a white po...

Embodiment 2

[0039] This example is basically the same as Example 1, except that in Step 4, 0.26g of polyamino β-cyclodextrin is added, 50ml of dioxane treated with calcium hydride to remove water is injected, and the suspension is obtained by stirring , Add 5 g of L-glutamic acid-N-carboxylic acid anhydride. The finally obtained polyglutamic acid with a star structure has a molecular weight of about 23000 Daltons. The dosage and operating conditions of other reagents remained unchanged. The finally obtained injectable hydrogel had a gelation time of 242s and an elastic modulus of 0.72KPa.

Embodiment 3

[0041] This example is basically the same as Example 1, except that in Step 4, 2.3g of polyamino β-cyclodextrin was added, 50ml of dioxane treated with calcium hydride to remove water was injected, and the suspension was obtained by stirring , Add 5 g of L-glutamic acid-N-carboxylic acid anhydride. The finally obtained polyglutamic acid with a star structure has a molecular weight of about 14,000 Daltons. The dosage and operating conditions of other reagents remained unchanged. The finally obtained injectable hydrogel had a gelation time of 260s and an elastic modulus of 0.7KPa.

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Abstract

The invention relates to a star-shaped polyglutamic acid as well as injectable hydrogel and a preparation method thereof. According to the preparation method, firstly, polyamino beta-cyclodextrin is stereospecifically synthesized, secondly, a plurality of polymerization reaction initiation sites are introduced so as to initiate ring-opening polymerization of L-glutamate-N-carboxylic acid anhydride, and finally the L-glutamate-N-carboxylic acid anhydride subjected to ring-opening polymerization is modified to be used as a first component of hydrogel; meanwhile, modified polysaccharide polymer is used as a second component of the hydrogel, the two components are mixed according to a certain ratio, through chemical crosslinking of the Schiff base reaction, the star-polyglutamic acid hydrogel is obtained, and the gelation time is 7-300 s. The hydrogel is characterized by having an excellent apparent appearance, mechanical properties, biocompatibility and biodegradability; in addition, beta-cyclodextrin is used as a core of the star-shaped polyglutamic acid, so that additional stable crosslinking sites are provided, the improvement of the mechanical strength of the hydrogel is facilitated, and the loading and controlled release properties to hydrophobic drugs are improved. The hydrogel has a wide application prospect in the fields of drug controlled release, tissue engineering, regenerative medicine and the like.

Description

technical field [0001] The invention relates to a polyglutamic acid with a star structure, an injectable hydrogel and a preparation method thereof. Background technique [0002] Hydrogel is a cross-linked network composed of a three-dimensional network structure polymer and an aqueous solution. Water is used as a dispersion medium to gel through chemical cross-linking or physical cross-linking. It has good biocompatibility, degradability and water permeability. Among them, the research on injectable hydrogels is particularly attractive. For example, in the field of regenerative medicine, injectable hydrogels can be used for controlled release of bioactive molecules, cell embedding, and tissue scaffold materials. Hydrogels are formed in situ in the body, which can avoid highly traumatic surgical procedures, accelerate healing, reduce patient pain, and reduce medical costs. Especially when used to repair complex-shaped tissues, injectable hydrogels are self-adaptive and can ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G69/48C08G69/40C08B37/16C08J3/24C08J3/075C08L77/02C08L5/04A61K47/48A61K9/06A61L27/20A61L27/52
CPCA61K9/0024A61K9/06A61L27/20A61L27/52A61L2400/06C08B37/0012C08G69/40C08G69/48C08J3/075C08J3/246C08J2305/04C08J2377/02C08J2405/04C08J2477/02C08L5/04C08L77/02C08L2203/02C08L2205/025
Inventor 颜世峰邸豪冯龙尹静波
Owner SHANGHAI UNIV
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