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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 RGD series peptides only interact specifically with cell integrins, and the affinity efficiency of reagents containing cyclic RGD still needs to be improved

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
Comparison scheme
Effect test

Embodiment 1

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

[0047]

[0048] Synthetic 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 polypeptides is carried out on dichlorotrityl resin by the method of 9-fluorene-methoxyacyl (Fmoc). First soak a certain amount of resin with anhydrous dichloromethane for 20 minutes, add Fmoc protected glycine pre-dissolved in anhydrous dichloromethane, and N, N-diisopropylethylamine (DIPEA), and react at room temperature 2 hours. The unreacted active sites on the resin were subsequently reacted with alcohol for 15 minutes to perform capping. After completion of the reaction, clean the resin with dimethyl sulfoxi...

Embodiment 2

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

[0066]

[0067] Linear Polypeptide NH 2 -Asp(OtBu)-D-Phe-Lys[-[Lys(Boc)] 20The synthesis of -thiol(Trt)]-Arg(Pbf)-Gly-OH is similar to the synthesis steps of the linear polypeptide in Example 1, except that during the reaction of the side chain, 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 polypeptide 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=2949.89 for [M+H] + .

Embodiment 3

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

[0070]

[0071] Linear Polypeptide NH 2 -Asp(OtBu)-D-Tyr-Lys[-Arg(Pbf)-Arg(Pbf)-Arg(Pbf)-thiol(Trt)]-Arg(Pbf)-Gly-OH is synthesized and linear in Example 1 The synthesis steps of the polypeptide 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 straight-chain polypeptide with protective group, the cyclic peptide after cyclization and removal of the protective group were purified by preparative HPLC to obtain the final white pure product with a purity of 98%. MALDI-TOF MS: m / z=1177.07 for [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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