Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Enzymatic degradation type polypeptide-based polyester ammonia and preparation method and application thereof

A technology based on polyester and enzyme degradation, applied in the field of biomedical materials, can solve the problems of slow degradation rate, long cycle, low drug loading rate of complexes, etc., achieve excellent biocompatibility, safe production process, and broaden the application Effect

Active Publication Date: 2019-05-10
DONGHUA UNIV
View PDF10 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The technical problem to be solved by the present invention is to provide an enzymatically degradable polypeptide-based polyester ammonia and its preparation method and application, which overcomes the need for existing polyester ammonia materials to rely on arginine in biomedical aspects, and after modification It can only be used, the degradation rate of the formed complex is very slow, and the cycle is long, especially when it is used on chronic wounds, the material needs to be replaced regularly, the structure may be unstable when the drug is loaded, the drug loading rate is low, the drug will be released explosively, and cannot last for a long time Defects such as use

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Enzymatic degradation type polypeptide-based polyester ammonia and preparation method and application thereof
  • Enzymatic degradation type polypeptide-based polyester ammonia and preparation method and application thereof
  • Enzymatic degradation type polypeptide-based polyester ammonia and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] 1. Preparation of Polypeptide-Based Diamines

[0050] (1) Preparation of tripeptide:

[0051] Using standard FMOC solid-phase peptide synthesis (SPPS) technology, the substances involved in the reaction are as follows: 2-chlorotrityl chloride resin is 2g, 1.6mmol FMOC-Lys(Boc)-OH is 3.78g, 6.4mmol FMOC-Phe-OH was 2.48 g, 6.4 mmol FMOC-Leu-OH was 2.26 g, 6.4 mmol HBTU was 2.42 g, 6.4 mmol HOBt was 0.87 g, 6.4 mmol DIEA was 3 ml, and piperidine was 5 ml. Proceed as follows:

[0052] Add the resin into the peptide synthesis device, add dry DMF and soak it for half an hour to make it fully swollen, and finally discharge the solvent DMF.

[0053] The amino acid was dissolved in DMF, and then the solution was transferred to the peptide synthesis device containing the treated resin in the previous step, and then the catalyst DIEA was added, and the reaction was carried out at room temperature for 1.5 h to fully fix it on the resin, and the resin was washed with DMF. .

[0...

Embodiment 2

[0067] 1. Preparation of Polypeptide-Based Diamines

[0068] (1) Preparation of tetrapeptide:

[0069] Using standard FMOC solid-phase peptide synthesis (SPPS) technology, the substances involved in the reaction are as follows: 2-chlorotrityl chloride resin is 2g, 1.6mmol FMOC-Lys(Boc)-OH is 3.78g, 6.4mmol FMOC-Phe-OH was 2.48 g, 6.4 mmol FMOC-Leu-OH was 2.26 g, 6.4 mmol HBTU was 2.42 g, 6.4 mmol HOBt was 0.87 g, 6.4 mmol DIEA was 3 ml, and piperidine was 5 ml. Proceed as follows:

[0070] Add the resin into the peptide synthesis device, add dry DMF and soak it for half an hour to make it fully swollen, and finally discharge the solvent DMF.

[0071] The amino acid was dissolved in DMF, and then the solution was transferred to the peptide synthesis device containing the treated resin in the previous step, and then the catalyst DIEA was added, and the reaction was carried out at room temperature for 1.5 h to fully fix it on the resin, and the resin was washed with DMF. .

...

Embodiment 3

[0086] 1. Preparation of Polypeptide-Based Diamines

[0087] (1) Preparation of tetrapeptide: The preparation method of tetrapeptide in Example 2 was used to prepare tetrapeptide.

[0088] (2) Preparation of di-tert-butyl dicarbonate anhydride-protected ethanolamine: To ethanolamine (10.0 ml, 165 mmol) in anhydrous CH at -10°C 2 Cl 2 To the solution in (500 mL) was added triethylamine (24.5 mL, 250 mmol) followed by di-tert-butyl dicarbonate anhydride (36 g, 165 mmol). The solution was stirred at 25 °C for 20 h, then washed with saturated NHCl 4 The solution (100ml) was quenched. The aqueous layer was extracted with ethyl acetate (3 x 200 ml). The combined organic layers were then washed with brine, MgSO 4 Drying and concentration under reduced pressure gave the di-tert-butyl dicarbonate anhydride protected ethanolamine as a colorless oil.

[0089] (3) reaction of tetrapeptide with phthalic anhydride, di-tert-butyl dicarbonate acid anhydride protected ethanolamine: in th...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
particle diameteraaaaaaaaaa
Login to View More

Abstract

The invention relates to enzymatic degradation type polypeptide-based polyester ammonia and a preparation method and application thereof. The preparation method includes: (1) subjecting polypeptides,anhydrides, di-tert-butyl dicarbonate anhydride protected alcohol amine micromolecules, an activating agent and a catalyst to mixed reaction to obtain polypeptide-based diamine; (2) subjecting p-nitrophenol, acyl chloride and a catalyst to mixed reaction to obtain paradinitrobenzene active ester; (3) subjecting polypeptide-based diamine and paradinitrobenzene active ester to solution polymerization to obtain the enzymatic degradation type polypeptide-based polyester ammonia applied to the biomedical field of wound antibacterial and bacteriostatic biofilms or wound repair. A production processis safe, nontoxic and low in cost.

Description

technical field [0001] The invention belongs to the technical field of biomedical materials, and in particular relates to an enzyme-degradable polypeptide-based polyester ammonia and its preparation method and application. Background technique [0002] Degradable polymers have attracted attention for their wide range of applications, especially in biomedical fields such as controlled drug release, gene transfer, and tissue engineering. Biodegradable aliphatic polyesters and polycarbonates have become the most important synthetic biomaterials due to their good biocompatibility and US Food and Drug Administration (FDA) approval for use in biomedical device administration. In practice, these classic biomedical polymers cannot meet the requirements of specific applications due to their shortcomings such as high hydrophobicity, uncontrollable degradation rate, and insufficient mechanical properties. [0003] Polyesteramides have been proposed as a new class of biomaterials with ...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C08G69/44C12P21/06A61K9/51A61K47/34A61L26/00
Inventor 吴德群李梦娜李发学王学利俞建勇
Owner DONGHUA UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com