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Short peptide modified tannic acid nano-antibacterial agent and preparation method thereof

A technology of nano antibacterial agent and tannic acid, which is applied in the field of short peptide modified tannic acid nano antibacterial agent and its preparation, can solve problems such as hemolysis, and achieve high antibacterial activity, simple preparation, and high reproducibility

Active Publication Date: 2018-06-19
SOUTHEAST UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] As a new type of antibacterial agent, engineered short peptides based on cationic structures often contain amphiphilic structures, and their hydrophobic regions bind to lipids, but this also leads to hemolysis

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] The tetrapeptide KRWR was synthesized by Fmoc solid-phase synthesis method, and a solution with a concentration of 2.0 mg / mL was prepared with a phosphate buffer solution of pH 7.4, and 0.25 g of tannic acid was added to 2 mL of the tetrapeptide solution, and reacted for 3 hours under magnetic stirring , the product was concentrated and purified by ultrafiltration, and then freeze-dried. The prepared tetrapeptide-modified tannic acid (TA-KRWR) was formulated into 1 mL of a solution with a concentration of 5.0 mg / mL, stirred vigorously, and 38.2 μL of trimethylolpropane triglycidyl ether was added, and the cross-linking reaction was carried out for 36 hours. TA-KRWR nanometer antibacterial agent was obtained after centrifugal separation and water washing. Characterized by transmission electron microscope, its diameter is 350±42nm. The minimum inhibitory concentration was tested by double dilution method, and the results showed that the minimum inhibitory concentration o...

Embodiment 2

[0027] Tetrapeptide CVRR was synthesized by Fmoc solid-phase synthesis method, and a solution with a concentration of 5.0 mg / mL was prepared with pH 7.4 phosphate buffer solution, and 0.20 g of tannic acid was added to 1 mL of tetrapeptide solution, and reacted for 1 hour under magnetic stirring , the product was concentrated and purified by ultrafiltration, and then freeze-dried. Prepare tetrapeptide-modified tannic acid (TA-CVRR) into 1 mL of a solution with a concentration of 2.5 mg / mL, stir vigorously, add 500 mg of polyethylene glycol diglycidyl ether (Mn 500), and simultaneously add 10 μL of triethylene glycol Amines are used to increase the reaction rate, the cross-linking reaction is 24 hours, and the TA-CVRR nanometer antibacterial agent is obtained after centrifugal separation and water washing. Characterized by transmission electron microscope, its diameter is 221±22nm. Methicillin-resistant Staphylococcus aureus (MRSA) was proliferated and cultured in Mueller-Hint...

Embodiment 3

[0029] Synthesize tetrapeptide KRIR by Fmoc solid-phase synthesis method, prepare a solution with a concentration of 1.0mg / mL with pH 8.0 phosphate buffer, add 0.5g tannic acid to 10mL tetrapeptide solution, and react for 1 hour under magnetic stirring , the product was concentrated and purified by ultrafiltration, and then freeze-dried. The prepared tetrapeptide modified tannic acid (TA-KRIR) was formulated into 1 mL of a solution with a concentration of 10 mg / mL, stirred vigorously, added 200 μL of 100 mg / mL sodium trimetaphosphate aqueous solution, and cross-linked for 48 hours. After centrifugation, After washing with water, TA-KRIR nanometer antibacterial agent is obtained. Characterized by transmission electron microscope, its diameter is 135±26nm. The minimum inhibitory concentration was tested by double dilution method, and the results showed that the minimum inhibitory concentration of TA-KRIR nano antibacterial agent against Staphylococcus epidermidis was 2 μg / mL, a...

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Abstract

The invention discloses a short peptide modified tannic acid nano-antibacterial agent. The agent is obtained from short peptide modified tannic acid by crosslinking reaction and has particle size of 100-500 nm. The nano-antibacterial agent has wide antibacterial spectrum, and the minimum antibacterial concentration for most gram-negative bacteria, gram-positive bacteria and drug-resistant bacteriais lower than 20 mu g / mL. The invention further discloses a preparation method of the short peptide modified tannic acid nano-antibacterial agent. The preparation method comprises the two steps of preparation of short peptide modified tannic acid and preparation of the nano-antibacterial agent by cross-linking. After tannic acid is modified with ultra-short tripeptide, nanoparticles are obtainedby crosslinking, and the interaction between short peptide and bacterial cells is enhanced by a nano-structure. The agent has the characteristics of being easy to prepare, high in antibacterial activity, low in cytotoxicity, not prone to drug resistance and the like, thereby having potential application prospect.

Description

technical field [0001] The invention belongs to biomedical materials, in particular to a short peptide modified tannic acid nano antibacterial agent and a preparation method thereof. Background technique [0002] Tannic acid is a complex polyphenolic acid that exists widely in nature. It is a typical glucosinolate compound and is rich in the bark and fruit of many trees. The phenolic hydroxyl group of tannic acid molecule can complex with biomacromolecules such as proteins, alkaloids, polysaccharides, nucleic acids, cell membranes, etc., and the reaction mechanism is mostly based on the combination of functional groups such as amine, sulfhydryl, and acyl groups. The ortho phenolic hydroxyl group of the tannic acid molecule is a strong donor of hydrogen or neutrons, which is transformed into quinones in the oxidized state, and quinones are considered to have anti-inflammatory, antibacterial, antiviral and anticancer effects a class of compounds. In organisms, tannic acid ca...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07K5/08C07K5/10C07K1/107A61K38/06A61P31/04
CPCA61K38/06C07K5/08C07K5/10C07K19/00
Inventor 姚琛周宾
Owner SOUTHEAST UNIV