Cell adhesion promoting polypeptide and preparation method thereof

A cell adhesion, a part of the technology, applied in the field of peptides and its preparation, can solve the problem that the affinity efficiency needs to be improved

Inactive Publication Date: 2010-09-01
FUDAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

(Haubner, R.; Schmitt, W.; Holzemann, G.; Goodman, S.L.; Jonczyk, A.; Kessler, H., 1996 J.Am.Chem.Soc., 118:7881-7891) but the current environment Cyclic

Method used

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  • Cell adhesion promoting polypeptide and preparation method thereof
  • Cell adhesion promoting polypeptide and preparation method thereof
  • Cell adhesion promoting polypeptide and preparation method thereof

Examples

Experimental program
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Example Embodiment

[0045] Example 1

[0046] The detailed structural formula of the cyclic peptide / linear peptide hybrid polypeptide molecule (1) referred to as RGD-K can be seen figure 1 , After using the single character of amino acid residue, the structural formula can be expressed as:

[0047]

[0048] The synthesis steps include:

[0049] 1) Linear polypeptide

[0050] NH 2 Synthesis of -Asp(OtBu)-D-Phe-Lys[-Lys(Boc)-Lys(Boc)-Lys(Boc)-thiol]-Arg(Pbf)-Gly-OH

[0051] The synthesis of linear peptides is synthesized by the method of 9-fluorene-methoxyacyl (Fmoc) on dichlorotrityl resin. First, soak a certain amount of resin in anhydrous dichloromethane for 20 minutes, add Fmoc to protect glycine and N,N-diisopropylethylamine (DIPEA) dissolved in anhydrous dichloromethane, and react at room temperature 2 hours. Subsequently, the alcohol is reacted with the unreacted active sites on the resin for 15 minutes to perform end-capping. After the reaction is complete, clean the resin with dimethyl sulfoxide...

Example Embodiment

[0064] Example 2

[0065] The synthesis of polypeptide molecule (2), the structural formula is as follows:

[0066]

[0067] Linear peptide NH 2 -Asp(OtBu)-D-Phe-Lys[-[Lys(Boc)] 20 The synthesis of -thiol(Trt)]-Arg(Pbf)-Gly-OH is similar to that of the linear polypeptide in Example 1, except that when the side chain is reacted, the sequence of the added amino acid becomes Fmoc-Gly-OH, Fmoc-Arg(Pbf)-OH, Aloc-Lys(Fmoc)-OH, repeat the polycondensation reaction of Fmoc-Lys(Boc)-OH 20 times, 3-Tritylmercapto-Propionic acid, Fmoc-D-Phe-OH, Fmoc- Asp(OtBu)-OH. The linear peptide with protective group, the cyclic peptide / linear peptide hybrid polypeptide after cyclization and removal of the protective group are purified by preparative HPLC to obtain the final white pure product with a purity of 98%. MALDI-TOF MS: m / z=2949.89for[M+H] + .

Example Embodiment

[0068] Example 3

[0069] The synthesis of polypeptide molecule (3), the structural formula is as follows:

[0070]

[0071] Linear peptide NH 2 Synthesis of -Asp(OtBu)-D-Tyr-Lys[-Arg(Pbf)-Arg(Pbf)-Arg(Pbf)-thiol(Trt)]-Arg(Pbf)-Gly-OH and the linear chain in Example 1 The synthesis steps of the peptide are similar, except that when the side chain is reacted, the sequence of the added amino acid becomes Fmoc-Gly-OH, Fmoc-Arg(Pbf)-OH, Aloc-Lys(Fmoc)-OH, Fmoc-Arg(Pbf ) -OH, Fmoc-Arg(Pbf)-OH, Fmoc-Arg(Pbf)-OH 3-Tritylmercapto-Propionic acid, Fmoc-D-Tyr-OH, Fmoc-Asp(OtBu)-OH. The linear peptide with protective group, the cyclic peptide after cyclization and removal of the protective group is purified by preparative HPLC to obtain the final pure white product with a purity of 98%. MALDI-TOF MS: m / z=1177.07for[M+H] + .

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Abstract

The invention belongs to the technical field of biological materials, regenerative medicine and pharmacy and particularly relates to a polypeptide capable of obviously inducing and synchronously promoting the specific and nonspecific adhesion of cells, preparation method thereof and use thereof. The polypeptide of the invention comprises two structures. One end of the polypeptide is a circular peptide chain which has affinity with integrin, is favorable for the specific adhesion of the cells and has an arginine-glycine-aspartic acid sequence; and the other end of the polypeptide is a linear peptide chain which can react with cell envelopes to promote the non-specific adhesion of the cells. Meanwhile, the end of the branch chain of the polypeptide has a group which can be modified for functionalization, so that the polypeptide can be immobilized on the surfaces of biomaterials such as gold and polylactic acid-polyglycolide. Thus, the polypeptide can improve biocompatibility considerably and is favorable for improving cell adhesion. The polypeptide can be used for modifying biomaterials and used in targeted medicaments.

Description

technical field [0001] The invention belongs to the technical fields of biological materials, regenerative medicine and pharmacy, and specifically relates to a polypeptide capable of significantly promoting cell adhesion, a preparation method and application thereof. Background technique [0002] The interaction between cells and materials is an important basic research in biomaterials research. Adhesion of cells to the surface of biomaterials is the first step in the response of cells to materials, and affects the subsequent spreading, growth, migration, apoptosis and other cell behaviors of cells, which can be divided into specific adhesion and non-specific adhesion. Specific adhesion is achieved through the selective combination of integrins on the cell membrane and ligands on the extracellular matrix. Integrin is a series of transmembrane proteins combined with cell surface and cytoskeleton, which is a heterodimer composed of α, and β subunits. Integrin regulates cell ...

Claims

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Application Information

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IPC IPC(8): C07K7/64C07K1/20C07K1/06C07K1/04C07K17/14C07K17/08
CPCY02P20/55
Inventor 丁建东赖毓霄
Owner FUDAN UNIV
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