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Supramolecular hybrid peptide dendric macromolecule self-assembly and preparation method and applications thereof

A technology of dendrimers and supramolecules, applied in other methods of inserting foreign genetic materials, preparations for in vivo experiments, medical preparations of non-active ingredients, etc., can solve the problem of limited and increased peptide dendrimers Problems such as production cost and production difficulty, limited number of functional groups, etc., to achieve the effects of amplifying highly branched structures, green and efficient functional integration, and optimizing characteristics

Inactive Publication Date: 2014-12-10
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In its many application directions, the number of peripheral functional groups of peptide dendrimers is usually one of the key factors affecting its application effect. In order to obtain more peripheral functional groups, the usual practice is to increase the number of peripheral functional groups of peptide dendrimers However, increasing the algebra of peptide dendrimers will greatly increase the production cost and production difficulty, and the toxicity of the material will also increase, which is not conducive to its popularization and application.
In practical applications, making peptide dendrimers into spherical molecules can increase the number of functional groups around them to a certain extent. The amino acids are connected, and the number of functional groups in the inner core is extremely limited, so its effect on increasing peripheral functional groups is also limited

Method used

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  • Supramolecular hybrid peptide dendric macromolecule self-assembly and preparation method and applications thereof
  • Supramolecular hybrid peptide dendric macromolecule self-assembly and preparation method and applications thereof
  • Supramolecular hybrid peptide dendric macromolecule self-assembly and preparation method and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0071] Example 1: Preparation of Peptide Dendrimers

[0072] a) Protect the functional group of the amino acid: protect the amino acid according to the difference of the surface functional group of the core molecule of the peptide dendrimer to be prepared. If the surface functional group of the core molecule is an amino group, protect the amino group of the amino acid. If it is a hydroxyl or carboxyl group, the carboxyl group of the amino acid is protected;

[0073] b) Preparation of a first-generation dendrimer: Weigh the core molecule (functionality is n, n=1 or 2), amino acid with protective group (1.5n equivalent), condensing agent (1.5n equivalent), catalyst ( 1.5n equivalent) and organic base (4n equivalent), at 0°C, under the condition of nitrogen protection, add anhydrous solvent for dehydration condensation reaction; then react at room temperature, after the reaction, the resulting solution is washed, dried, and concentrated under reduced pressure , separated by co...

Embodiment 2

[0079] Example 2: Concrete synthetic examples of peptide dendrimers (synthetic route such as figure 1 )

[0080] 1. Modification of core molecules.

[0081] Lipoic Acid Derivatives (LA-NH 2 )Synthesis

[0082]Weigh 5.0 g of lipoic acid (LA), 4.6 g of mono-tert-butoxycarbonyl-protected ethylenediamine, 6.9 g of 1-ethyl-(3-dimethylaminopropyl) carbodiimide hydrochloride (EDCI) and 4.9 g of 1-hydroxybenzotriazole (HOBT) were added to a 100 mL single-neck bottle with a branch tube, vacuumed and filled with nitrogen. Add 40 mL of redistilled dichloromethane (DCM) with a syringe, add 15.7 mL of N,N-diisopropylethylamine (DIPEA) while stirring in an ice bath, continue stirring for half an hour, remove the ice bath, and react at room temperature for 24 h. After the solvent was removed, chloroform was added to dissolve, followed by saturated NaHCO 3 , NaHSO 4 , NaCl wash, with anhydrous MgSO 4 After drying, filter, spin off the solvent, and separate by column chromatograph...

Embodiment 3

[0096] Example 3: Preparation of Supramolecular Hybrid Peptide Dendrimers

[0097] The synthesis of supramolecular hybrid peptide dendrimers can be arbitrarily selected from the following two methods:

[0098] method one:

[0099] ① Reduction of peptide dendrimers. Dissolve the peptide dendrimers in the mixed solvent of ethyl acetate and water, add the same amount of NaBH 4 , after stirring for 1 h, the solution was diluted with water and extracted three times with chloroform, the organic phases were combined, anhydrous MgSO 4 After drying, filtering and spin-off of solvent, the crude product was separated by column chromatography to obtain reduced peptide dendrimers.

[0100] ②Coordination assembly into supramolecular hybrid peptide dendrimers. Disperse the inorganic nanoparticles in the organic phase, add a large excess of the salt solution of the reduced peptide dendrimers, react at room temperature for 30 minutes, raise the temperature to 60°C and react overnight to...

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Abstract

The invention discloses a supramolecular hybrid peptide dendric macromolecule self-assembly and a preparation method and applications thereof. The supramolecular hybrid peptide dendric macromolecule self-assembly comprises an inorganic nanoparticle core and peptide dendritic macromolecules, wherein the peptide dendritic macromolecules are assembled at the periphery of inorganic nanoparticles by coordination interaction. Through the introduction of the coordination interaction, the peptide dendritic macromolecules are assembled on the surfaces of the inorganic nanoparticles. The coordination interaction is a relatively strong weak interaction, and an obtained supramolecular hybrid peptide dendric macromolecule self-assembly is stable in structure and good in dispersibility, and enriches the self-assembly strategy of dendritic macromolecules. By using the supramolecular self-assembly strategy, the spontaneous, rapid, green and efficient function integration of low-algebra dendritic macromolecules is realized, so that the highly branched structure of dendritic macromolecules is effectively amplified, and the function effect of the supramolecular hybrid peptide dendric macromolecule self-assembly reaches and is even higher than the function effect of classic high-algebra dendritic macromolecules.

Description

technical field [0001] The invention belongs to the field of biological materials, and relates to a supramolecular hybrid peptide dendrimer self-assembly body. technical background [0002] Peptide dendrimers have a wide range of applications in the biomedical field due to their good biocompatibility and abundant functional groups around them. In its many application directions, the number of peripheral functional groups of peptide dendrimers is usually one of the key factors affecting its application effect. In order to obtain more peripheral functional groups, the usual practice is to increase the number of peripheral functional groups of peptide dendrimers However, increasing the algebra of the peptide dendrimers will greatly increase the production cost and production difficulty, and the toxicity of the material will also increase, which is not conducive to its popularization and application. In practical applications, making peptide dendrimers into spherical molecules ...

Claims

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Application Information

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IPC IPC(8): C12N15/87A61K47/34A61K49/00A61K49/12
Inventor 顾忠伟徐翔晖李芸焜简也挺李亚超钟单张志军
Owner SICHUAN UNIV
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