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Preparation method of novel hyperbranched antibacterial peptide polymer

An antibacterial peptide and polymer technology, applied in the field of preparation of antibacterial biological materials, can solve problems such as inapplicability to systemic medication, strong hemolysis, etc., achieve good antibacterial effect and biocompatibility, simple preparation method and low synthesis cost Effect

Inactive Publication Date: 2018-07-27
UNIVERSITY OF CHINESE ACADEMY OF SCIENCES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, at higher concentrations, these polymers have strong hemolytic properties and are not suitable for systemic administration

Method used

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  • Preparation method of novel hyperbranched antibacterial peptide polymer
  • Preparation method of novel hyperbranched antibacterial peptide polymer
  • Preparation method of novel hyperbranched antibacterial peptide polymer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] like figure 1 Shown, a kind of preparation method of novel hyperbranched antimicrobial peptide polymer, the steps are:

[0025] 1) Synthesis of amino-terminated hyperbranched polyamidoamine (H-PAMAM): take a certain amount of diethylenetriamine (DETA) and dissolve it in anhydrous methanol, pass nitrogen protection, and add magnetic stirring. Add a certain amount of methacrylate (MA) dropwise to the above solution through a syringe, wherein the molar ratio of feeding is DETA:MA=1.2:1. Subsequently, the reaction device was transferred to an ice-water bath, stirred for 2 h, and then moved to room temperature for 48 h. Finally, the system was transferred to an oil bath, followed by vacuuming at 60°C / 80°C / 100°C / 120°C for 1h / 1h / 1h / 1.5h respectively to remove the solvent and unreacted monomers. After the reaction, a large amount of glacial ether was used to precipitate the product three times to obtain a yellow viscous product, namely H-PAMAM.

[0026] 2), Synthesis of Lysi...

Embodiment 2

[0029] A kind of preparation method of novel hyperbranched antimicrobial peptide polymer, the steps are:

[0030] 1) Synthesis of amino-terminated hyperbranched polyamidoamine (H-PAMAM): Take a certain amount of diethylenetriamine (DETA) and dissolve it in anhydrous methanol, pass nitrogen protection, and add magnetic stirring. Add a certain amount of methacrylate (MA) dropwise to the above solution through a syringe, wherein the molar ratio of feeding is DETA:MA=1.2:1. Subsequently, the reaction device was transferred to an ice-water bath, stirred for 2 h, and then moved to room temperature for 48 h. Finally, the system was transferred to an oil bath, followed by vacuuming at 60°C / 80°C / 100°C / 120°C / 140°C for 1h / 1h / 1h / 1.5h / 2h respectively to remove solvent and unreacted monomer. After the reaction, a large amount of glacial ether was used to precipitate the product three times to obtain a yellow viscous product, namely H-PAMAM.

[0031] 2), Synthesis of Lysine-N-Carboxylic A...

Embodiment 3

[0034] A kind of preparation method of novel hyperbranched antimicrobial peptide polymer, the steps are:

[0035] 1) Synthesis of amino-terminated hyperbranched polyamidoamine (H-PAMAM): Take a certain amount of diethylenetriamine (DETA) and dissolve it in anhydrous methanol, pass nitrogen protection, and add magnetic stirring. Add a certain amount of methacrylate (MA) dropwise to the above solution through a syringe, wherein the molar ratio of feeding is DETA:MA=1.2:1. Subsequently, the reaction device was transferred to an ice-water bath, stirred for 2 h, and then moved to room temperature for 48 h. Finally, the system was transferred to an oil bath, followed by vacuuming at 60°C / 80°C / 100°C / 120°C for 1h / 1h / 1h / 1.5h respectively to remove the solvent and unreacted monomers. After the reaction, a large amount of glacial ether was used to precipitate the product three times to obtain a yellow viscous product, namely H-PAMAM.

[0036] 2), Synthesis of Lysine-N-Carboxylic Anhydr...

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Abstract

The invention discloses a preparation method of a novel hyperbranched antibacterial peptide polymer. The preparation method comprises the following steps: 1) synthesizing an amino-terminated hyperbranched polyamidoamine: preparing an amino-terminated low-molecular-weight hyperbranched polyamidoamine through a Michael addition reaction of methyl acrylate and diethylenetriamine; 2) synthesizing lysine-N-carboxylic acid anhydride and valine-N-carboxylic acid anhydride: taking the amino-terminated hyperbranched polyamidoamine as a core, and conducting a reaction of benzyloxycarbonyl lysine with triphosgene and a reaction of valine with triphosgene to obtain the lysine-N-carboxylic acid anhydride and the valine-N-carboxylic acid anhydride; and 3) synthesizing the hyperbranched antibacterial peptide polymer: grafting the lysine-N-carboxylic acid anhydride and the valine-N-carboxylic acid anhydride onto the terminated amino groups of the hyperbranched polyamidoamine through polypeptide chainsformed by ring opening polymerization, and carrying out amino group depretection and dialysis to prepare the antibacterial peptide polymer with a hyperbranched structure. The preparation method has the beneficial effects that the preparation method is simple and convenient, the raw materials are easy to obtain, the synthesis cost is low, and the production is convenient for large-scale production.

Description

technical field [0001] The invention belongs to the technical field of preparation of antibacterial biological materials, and more specifically relates to a preparation method of a novel hyperbranched antibacterial peptide polymer. Background technique [0002] In recent years, due to the abuse of antibiotics, the emergence of drug-resistant superbugs has seriously threatened the safety of human life. Antimicrobial peptides are short peptides produced by biological organisms in defense against pathogenic microorganisms and some malignant cells. Since natural biological antimicrobial peptides are part of the eukaryotic immune system, they have broad-spectrum antibacterial properties, especially for multi-drug resistant bacteria, and the antibacterial activity has high efficiency, stability, rapidity, and is not easy to produce resistance, etc. The development and utilization of natural biological antimicrobial peptides is expected to become another new way for humans to get ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G73/02C08G83/00A61K38/02A61K47/59A61P31/04A61P17/02A61P31/02A61L31/06A61L31/04A61L31/16
CPCA61K38/02A61L31/047A61L31/06A61L31/16A61L2300/404C08G73/028C08G83/006C08L77/00C08L89/00
Inventor 王彩旗赵建亮崔含蕊董振振
Owner UNIVERSITY OF CHINESE ACADEMY OF SCIENCES
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