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Preparation method and applications of anti-cancer supramolecular hydrogel containing tyroservatide and based on D-configuration oligopeptide self-assembly

A supramolecular hydrogel and self-assembly technology, applied in the field of nano-biomedical materials, can solve problems such as poor resistance to protease degradation, and achieve the effects of improving cellular uptake, easy transformation, and high yield

Active Publication Date: 2018-08-10
INST OF RADIATION MEDICINE CHINESE ACADEMY OF MEDICAL SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The purpose of the present invention is to solve the problem of poor resistance to protease degradation of L-configuration amino acids and L-configuration active peptides, and provide a novel anti-cancer supramolecular hydrogel containing tyroservalin and self-assembled based on D-configuration short peptides Its preparation method and application

Method used

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  • Preparation method and applications of anti-cancer supramolecular hydrogel containing tyroservatide and based on D-configuration oligopeptide self-assembly
  • Preparation method and applications of anti-cancer supramolecular hydrogel containing tyroservatide and based on D-configuration oligopeptide self-assembly
  • Preparation method and applications of anti-cancer supramolecular hydrogel containing tyroservatide and based on D-configuration oligopeptide self-assembly

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Experimental program
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Effect test

Embodiment 1

[0034] A new type of anti-cancer supramolecular hydrogel containing tyroserval peptide (YSV) and self-assembled based on D-configuration short peptide, which is the covalent modification of anti-cancer short peptide YSV to gel forming factor NapG D F D F D At the C-terminus of Y, use peptide Fmoc solid-phase synthesis to synthesize the target peptide NapG D F D F D YGYSV is separated and purified by reversed-phase high performance liquid chromatography to obtain a pure product, which is heated and cooled in PBS to form a hydrogel visible to the naked eye. The specific preparation steps are as follows:

[0035] One, NapG D F D F D The solid-phase synthesis of YGYSV, the steps are as follows:

[0036] 1) Weigh 0.5g of triphenylmethyl chloride resin into the solid phase synthesis tube, add 10mL of dichloromethane to fully swell the resin and squeeze out the solvent;

[0037] 2) Weigh 0.5mmol Fmoc-Val-OH into a 20mL vial, add 1mmol DIEA and 10mL dichloromethane in sequence to fully disso...

Embodiment 2

[0050] The preparation of a suspension containing tyroserval peptide (YSV) and based on the self-assembly of the short peptide of L configuration, which is the covalent modification of the anti-cancer short peptide YSV to the C-terminus of the gel forming factor NapGFFY, and the peptide Fmoc The target peptide NapGFFYGYSV was synthesized by phase synthesis, and then separated and purified by reversed-phase high performance liquid chromatography to obtain the pure product, which was heated and cooled in PBS to form a visible suspension. The specific preparation steps are as follows:

[0051] 1. The synthesis steps of peptide NapGFFYGYSV are as follows:

[0052] The synthesis method of NapGFFYGYSV and NapG in Example 1 D F D F D The synthesis method of YGYSV is the same, the difference is that all amino acids are L-configuration amino acids.

[0053] 2. Preparation of NapGFFYGYSV suspension, the steps are as follows:

[0054] 1) The crude NapGFFYGYSV obtained by solid-phase synthesis i...

Embodiment 3

[0056] Example 3 characterizes the physicochemical properties of the two polypeptide nanostructures prepared in step 2 of Example 1 and Example 2 above

[0057] See attached figure 2 , The physicochemical characterization results of the prepared two polypeptide nanostructures are given, and the steps are as follows:

[0058] 1) Pipette 20μL of the suspension and hydrogel prepared in step 2 of Example 1 and Example 2 on a 300-mesh copper mesh, and let it stand for 1 to 2 minutes. Use filter paper to absorb excess liquid, and add 20μL dropwise to the copper mesh. After staining with uranyl acetate for 1 to 2 minutes, the filter paper absorbs the excess liquid and then places it in a desiccator to dry overnight, and detects with a transmission electron microscope (accelerating voltage of 100kV). The results showed that the microscopic morphology of the suspension formed by NapGFFYGYSV was short fibers with a diameter of about 80nm, while NapG D F D F D The micro morphology of the hyd...

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Abstract

The invention discloses a preparation method and applications of anti-cancer supramolecular hydrogel containing tyroservatide. Pentapeptide NapGDFDFDY with the D-configuration is adopted as the self-assembly gel-forming factor, anti-cancer oligopeptide YSV is bonded to the C terminal of gel pentapeptide through covalent modification, the target product NapGDFDFDYGYSV is obtained through polypeptide solid-phase synthesis, the macroscopically visible hydrogel is formed after heating-cooling, and then the anti-cancer activity of YSV is improved. The microstructure of the anti-cancer supramolecular hydrogel is composed of nanofibers, and a good inhibiting effect for various tumors including liver cancer is achieved in vitro and vivo. The preparation is simple, the yield is high, the cost is low, the biocompatibility and degradability in the body are good, and the conversion towards the clinical direction is easy. Compared with the independent anti-cancer oligopeptide YSV, the obtained nanometer material has the advantages that the capacity in resisting protease degrading and the effect in inhibiting tumor growth can be obviously improved in vitro and vivo, and the application prospectis good.

Description

Technical field [0001] The invention belongs to the field of nano-biomedical materials, and relates to a preparation method of a novel anti-cancer supramolecular hydrogel containing caser valerine (YSV) and self-assembly based on D-configuration short peptides and its use in enhancing anti-cancer activity application. Background technique [0002] Cancer is the main disease that causes death worldwide. How to overcome cancer is a huge challenge facing modern science and technology. Among the various methods for cancer treatment, chemotherapy has become an indispensable option for most cancer treatments due to its high efficiency. Recently, polypeptide anticancer drugs as a new chemotherapeutic drug have received more and more attention from researchers. Compared with traditional chemotherapy drugs, polypeptide anticancer drugs have the advantages of good solubility, low immunogenicity and good biocompatibility. But at the same time, it also faces defects such as low cell uptak...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K38/06A61K47/64A61K9/06A61P35/00
CPCA61K9/06A61K38/06A61K47/64A61P35/00
Inventor 刘鉴峰任春华刘金剑张玉民杨翠红杨丽军黄帆高阳
Owner INST OF RADIATION MEDICINE CHINESE ACADEMY OF MEDICAL SCI
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