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A kind of polypeptide-based polyester ammonia nanoparticles and its preparation and application

A peptidyl polyester ammonia type, nanoparticle technology, applied in the field of biomedical materials, can solve the problems of unstable nanoparticle structure, can not be used for a long time, and the drug will explode, and achieve excellent biocompatibility, low cost, The effect of uniform particle size distribution

Active Publication Date: 2021-05-04
DONGHUA UNIV
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  • 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 a polypeptide-based polyester ammonia nano-particle and its preparation and application, which overcomes the unstable structure of the nano-particle formed by the electrostatic action of the existing polyester ammonia material, low drug loading rate, and drug loss. Explosive release, defects that cannot be used for a long time

Method used

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  • A kind of polypeptide-based polyester ammonia nanoparticles and its preparation and application
  • A kind of polypeptide-based polyester ammonia nanoparticles and its preparation and application
  • A kind of polypeptide-based polyester ammonia nanoparticles and its preparation and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0056] 1. Preparation of Polypeptidyl Diamines

[0057] (1) Preparation of tripeptide:

[0058] Using standard FMOC solid-phase peptide synthesis (SPPS) technology, the material ratio involved in the reaction is as follows: 2-chlorotrityl chloride resin is 2g, 1.6mmol FMOC-Lys(Boc)-OH is 3.78g, 6.4mmol FMOC-Phe-OH was 2.48g, 6.4mmol FMOC-Leu-OH was 2.26g, 6.4mmol HBTU was 2.42g, 6.4mmol HOBt was 0.87g, 6.4mmol DIEA was 3ml, piperidine 5ml. Proceed as follows:

[0059] Add the resin to the peptide synthesis device, add dry DMF and soak for half an hour to make it fully swell, and finally discharge the solvent DMF.

[0060] Dissolve the amino acid with DMF, then transfer the solution to the peptide synthesis device containing the treated resin in the previous step, then add the catalyst DIEA, react at room temperature for 1.5h, make it fully fixed on the resin, and wash the resin with DMF .

[0061] Add the piperidine / DMF solution to the resin in the previous step to react f...

Embodiment 2

[0077] 1. Preparation of Polypeptidyl Diamines

[0078] (1) Preparation of tetrapeptide:

[0079] Using standard FMOC solid-phase peptide synthesis (SPPS) technology, the material ratio involved in the reaction is as follows: 2-chlorotrityl chloride resin is 2g, 1.6mmol FMOC-Lys(Boc)-OH is 3.78g, 6.4mmol FMOC-Phe-OH was 2.48g, 6.4mmol FMOC-Leu-OH was 2.26g, 6.4mmol HBTU was 2.42g, 6.4mmol HOBt was 0.87g, 6.4mmol DIEA was 3ml, piperidine 5ml. Proceed as follows:

[0080] Add the resin to the peptide synthesis device, add dry DMF and soak for half an hour to make it fully swell, and finally discharge the solvent DMF.

[0081] Dissolve the amino acid with DMF, then transfer the solution to the peptide synthesis device containing the treated resin in the previous step, then add the catalyst DIEA, react at room temperature for 1.5h, make it fully fixed on the resin, and wash the resin with DMF .

[0082] Add the piperidine / DMF solution to the resin in the previous step to react...

Embodiment 3

[0098] 1. Preparation of Polypeptidyl Diamines

[0099] (1) Preparation of tetrapeptide: The preparation method of tetrapeptide in Example 2 was used to prepare tetrapeptide.

[0100] (2) Preparation of ethanolamine protected by di-tert-butyl dicarbonate anhydride: Add ethanolamine (10.0ml, 165mmol) 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 200ml). The combined organic layers were then washed with brine, MgSO 4 Drying and concentration under reduced pressure gave di-tert-butyl dicarbonate anhydride protected ethanolamine as a colorless oil.

[0101] (3) Reaction of tetrapeptide with phthalic anhydride and ethanolamine protected by di-tert-butyl dicarbonate anhydride: in the tetr...

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Abstract

The invention relates to a polypeptide-based polyester ammonia nano particle and its preparation and application. It is formed by degrading and assembling enzyme-degradable polypeptide-based polyester ammonia as a raw material under the action of enzymes. The preparation method comprises: dissolving enzymatically degradable polypeptide-based polyester ammonia in an organic solvent to obtain a polyester ammonia solution with a mass fraction of 5-35%, removing the solvent to form a film, The enzyme PBS solution was degraded in a water-bath shaker to obtain nanoparticles. The production process is safe, non-toxic and low in cost. The nanoparticle has a stable shape, uniform particle size distribution, excellent biocompatibility, and can be preloaded with drugs, and is widely used in biomedical fields such as wound antibacterial, bacterial biofilm inhibition, and wound repair.

Description

technical field [0001] The invention belongs to the technical field of biomedical materials, and in particular relates to a polypeptide-based polyester ammonia nanoparticle and its preparation 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 ester and ami...

Claims

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Application Information

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Patent Type & Authority Patents(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
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