Self-assembled polypeptide nanorod and preparation method thereof

A self-assembly and nanorod technology, applied in the field of bioengineering, can solve problems such as unstable properties of nanorods and difficulties in nanorod methods, and achieve remarkable technological progress, simple and efficient size, and good application prospects

Active Publication Date: 2017-05-24
PEKING UNIV SHENZHEN GRADUATE SCHOOL
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0007] Aiming at the above-mentioned technical problems in the prior art, the present invention provides a self-assembled polypeptide nanorod and a preparation method thereof. The self-asse

Method used

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  • Self-assembled polypeptide nanorod and preparation method thereof
  • Self-assembled polypeptide nanorod and preparation method thereof
  • Self-assembled polypeptide nanorod and preparation method thereof

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Experimental program
Comparison scheme
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Embodiment 1

[0038] The present invention provides a method for preparing self-assembled polypeptide nanorods, which includes the following steps:

[0039] (I) Synthesis-Fmoc protected non-natural amino acid with chirality at carbon R at position 2 of the side chain; the non-natural amino acid of the present invention can be synthesized by conventional techniques ((a) YNBelokon, VITararov, VI Maleev, TFSavel'eva ,MGRyzhov.Tetrahedron:Asymmetry,1998,9,4249-4252.(b)B.Aillard,NS Robertson,ARBaldwin,S.Robins and AGJamieson,Org.Biomol.Chem.,2014,12,8775-8782 .(c)VASoloshonok,X.Tang,VJHruby and LVMeervelt,Org.Lett.,2001,3,341-343.(d)W.Qiu,VASoloshonok,C.Cai,X.Tang and VJHruby,Tetrahedron , 2000, 56, 2577-2582. (e) X. Tang, VA Soloshonok, VJ Hruby. Tetrahedron: Asymmetry, 2000, 11.2917-2925.), and will not be repeated here.

[0040] The structural formula is as follows:

[0041] Where X is

[0042]

[0043]

[0044] or Any one of the groups.

[0045] (Ii) Use the method of solid-phase synthesis of th...

Embodiment 2

[0056] Stapler cyclic peptide Ac-cyclo(1,4)-CAAS 5 (2-phenyl)-NH 2 Preparation method of peptide nanorods formed by self-assembly,

[0057] Unnatural amino acid S protected by Fmoc in R configuration 5 The structural formula of (2-phenyl) is:

[0058] First, NH is synthesized by Fmoc solid-phase peptide synthesis 2 -CAAS 5 (2-phenyl)-MBHA resin, the specific route is as follows:

[0059]

[0060]

[0061]

[0062]

[0063]

[0064] The specific operation is:

[0065] 1. Connect the first amino acid: Weigh 1.0g MBHA resin into a 100ml peptide tube, add 20ml N-methylpyrrolidone (NMP) and swell with nitrogen for 30 minutes; filter out the solvent and add 25% morpholine NMP solution by volume , Blow nitrogen for 30min, wash; ligation reaction: add Fmoc-S5(2-phenyl)-OH(0.4M in NMP) solution, HCUT(0.38M in NMP), DIEA according to 5.0ml / 5.0ml / 0.71ml, mix and add Nitrogen was bubbled through the resin for 120 minutes, and the reaction liquid was filtered off. Washing: drain the solvent in ...

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Abstract

The invention provides a self-assembled polypeptide nanorod. The self-assembled polypeptide nanorod has the structural formula as follows: FORMULA or FORMULA. The invention further provides a preparation method of the self-assembled polypeptide nanorod. The preparation method comprises the following steps: synthesizing non-natural amino acid with side chain aromatic ring substituents and terminal olefins; connecting the carboxyl terminal of the amino acid with the non-natural amino acid, continuing to connecting two amino acids, then connecting cysteine, removing a thiol protecting group of the cysteine from a product, and then performing an intramolecular thiol-ene reaction to obtain a side chain 2-position carbon chiral modified polypeptide compound, wherein the position of carbon chiral side chain coupling amino acid is i/i+3; cutting down polypeptide from resin to obtain a white powdery solid; dispersing the white powdery solid by using ultrapure water and performing ultrasonic treatment to obtain the nanorod.

Description

Technical field: [0001] The invention belongs to the field of bioengineering and relates to a nanorod, specifically a self-assembled polypeptide nanorod and a preparation method thereof. Background technique: [0002] Nanomaterials refer to materials that have at least one dimension in the nanometer size (0.1-100nm) in a three-dimensional space or are composed of them as basic units. Due to their unique structural characteristics, nanomaterials have significantly different physical properties from macroscopic substances, including: surface and interface effects, small size effects, quantum size effects, and macroscopic quantum tunneling effects. In recent years, organic nanomaterials exhibit novel special properties in optics, electricity, catalysis, medicine, biology, etc. due to their unique surface effects, quantum effects, and local field effects. They have been widely used by more and more material researchers. attention. Because of the diversity of organic molecules, it h...

Claims

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Application Information

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IPC IPC(8): C07K5/103C07K5/10C07K1/06C07K1/04C07K1/16C07K1/14C07K1/00
CPCC07K5/1008C07K5/1027Y02P20/55
Inventor 李子刚胡宽江意翔
Owner PEKING UNIV SHENZHEN GRADUATE SCHOOL
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