Peptide type tree-shaped macromolecule self-assembly body as well as preparation method and application thereof

A dendrimer self-assembly technology, applied in the field of biomedical materials, can solve the problems of limited self-assembly strategies, lack of driving force for self-assembly, and difficult synthesis

Inactive Publication Date: 2014-02-05
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Dendrimers are a class of polymer materials with monodispersity, regular three-dimensional structure, highly branched and nanoscale; peptide dendrimers also have unique advantages such as globulin-like structure and good biocompatibility. However, the synthesis of high-algebra dendrimers is difficult and prone to structural defects. Therefore, it is expected that by gathering low-algebra dendrimers t

Method used

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  • Peptide type tree-shaped macromolecule self-assembly body as well as preparation method and application thereof
  • Peptide type tree-shaped macromolecule self-assembly body as well as preparation method and application thereof
  • Peptide type tree-shaped macromolecule self-assembly body as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
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Example Embodiment

[0069] Example 1: Preparation of peptide dendrimers

[0070] a) Protect amino acids with functional groups: protect amino acids according to the different surface functional groups of the core molecule of the peptide dendrimer to be prepared. If the surface functional group of the core molecule is amino or hydroxyl, the amino group of the amino acid is protected, such as the core molecule The surface functional group is a carboxyl group to protect the carboxyl group of the amino acid;

[0071] b) Preparation of a first-generation dendrimer: Weigh the branched nuclei in proportion (the functionality is n, n> 1) Amino acids containing protective groups (1.5n equivalents), condensation agents (1.5n equivalents), catalysts (1.5n equivalents) and organic bases (4n equivalents), add a solvent to dehydration at 0°C under nitrogen protection Condensation reaction; then react at room temperature. After the reaction, the resulting solution is washed, dried, concentrated under reduced pressu...

Example Embodiment

[0077] Example 2: Specific synthesis examples of peptide dendrimers (synthetic routes such as figure 1 )

[0078] Synthesis of the first generation peptide dendrimer (G1-Poss-Lys-Boc)

[0079] Weigh 2.0g cage-type octapoly(3-aminopropyl)silsesquioxane hydrochloric acid (OAS·HCl) (compound 1, which is combined in this topic), 8.0g HBTU and 2.5g HOBT into a 100ml single-necked flask , Add 5.0g Boc-lys(Boc)-OH into a 50ml constant pressure dropping funnel, evacuate and fill with nitrogen. Use a syringe to add about 40ml of re-evaporated DMF solvent, add 3ml of DIEA under ice bath stirring, continue stirring for half an hour, remove the ice bath, and change to react at room temperature for 48h. After removing the solvent under reduced pressure, add chloroform to dissolve, and then use saturated NaHCO 3 , NaHSO 4 , NaCl washing. Use anhydrous MgSO 4 After drying, spin off the solvent and recrystallize in acetonitrile to obtain a white powdery solid G1-Poss-Lys-Boc. 1HNMR (400 MHz,...

Example Embodiment

[0087] Example 3: Preparation of functionalized short peptides

[0088] a) Synthesis of intermediate N-carboxyl ring anhydride:

[0089] b) Ring-opening polymerization: Amino acids or sector-shaped dendrimers are used to initiate the ring-opening polymerization of the N-carboxyl ring internal acid anhydride prepared in step a).

[0090] A series of terminal functionalized short peptides as shown in Formula 3 or Formula 4 were prepared by adjusting the types of amino acids in the reaction raw materials. In formula 3 and formula 4, Gm represents m-generation dendrimer, m can be 0, 1, 2, 3 or 4, and its branching unit is amino acid. In formula 3, it is anionic branching unit, which can be glutamic acid Or aspartic acid, etc., in formula 4, it is a cationic branching unit, which can be lysine, arginine or histidine, etc.; R represents the side group of the main chain amino acid, n represents the degree of polymerization, the main chain When the amino acids are aliphatic amino acids a...

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Abstract

The invention discloses a peptide type tree-shaped macromolecule self-assembly body, provides a policy of driving peptide type tree-shaped macromolecules to self assemble and constructs a type of new peptide type tree-shaped macromolecule self-assembly bodies. By utilizing the weak interaction, one movable hydrophilic-lyophobic segment is guided into the periphery of a peptide type tree-shaped macromolecule, the hydrophilic-lyophobic segment and the peptide type tree-shaped macromolecule form a two-hydrophily assembly unit without covalent binding in a cosolvent, and the formation of a self-assembly system of the peptide type tree-shaped macromolecule can be further guided. The peptide type tree-shaped macromolecule self-assembly body disclosed by the invention has excellent stability, mechanical strength and functionality, exact molecular structure and abundant surface functional groups, further has the biological characteristics of excellent biocompatibility, a proteoid structure, easiness in endocytosis of cells and the like, and has the wide application prospect in the biological material field.

Description

technical field [0001] The invention belongs to the field of biomedical materials, in particular to a peptide dendrimer self-assembly body. Background technique [0002] Self-assembly refers to the process in which basic components spontaneously form a stable and ordered whole through weak interactions, and is a phenomenon that exists widely in nature. With the gradual understanding and revelation of the essential laws of supramolecular self-assembly, self-assembly is integrated with chemistry, biology, physics, nanoscience and other fields, leading to many new major research directions. Through self-assembly, self-assembled bodies with various scales, different morphological structures, and various properties and functions have been successfully constructed; and are widely used in chemical engineering, energy materials, biomedicine and other fields. [0003] In recent years, significant progress has been made in the self-assembly of amphiphilic small molecules and linear m...

Claims

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Application Information

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IPC IPC(8): C08L87/00C08G83/00C08J3/00G01N11/00C12N15/87A61K47/42
Inventor 顾忠伟徐翔晖涂召旭李芸焜简也挺
Owner SICHUAN UNIV
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