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A kind of amino acid-based polypeptide and its preparation method

An amino acid-based, amino acid-based technology, applied in the field of polymer chemistry, can solve the problems of long reaction cycle, practical application limitations, cumbersome synthesis process, etc.

Active Publication Date: 2018-09-14
CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] The purpose of the present invention is to provide an amino acid-based clustering peptide and its preparation method in order to solve the problems of cumbersome synthesis process, long reaction cycle and limited practical application of the existing clustering peptide synthesis method

Method used

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  • A kind of amino acid-based polypeptide and its preparation method
  • A kind of amino acid-based polypeptide and its preparation method
  • A kind of amino acid-based polypeptide and its preparation method

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preparation example Construction

[0038] The present invention also provides a preparation method of amino acid-based clustering peptide, comprising:

[0039] Mix amino acid, aldehyde and isocyanide in organic solvent; or mix amino acid derivative, aldehyde and isocyanide in organic solvent to obtain amino acid-based clustering peptide. The reaction process is as follows:

[0040]

[0041] According to the present invention, amino acid or amino acid derivative, aldehyde and isocyanate are mixed in an organic solvent, the concentration of said amino acid or amino acid derivative is preferably 0.5-1 mole per liter, and polymerization is preferably performed at a temperature of 20-25°C After 48 to 96 hours, the organic solvent was removed in vacuum, the residual solid was dissolved in dichloromethane, and the solid obtained by sedimentation and centrifugation in petroleum ether was the amino acid-based polypeptide.

[0042] According to the present invention, described aldehyde is preferably that described al...

Embodiment 1

[0046] The preparation method of glycine-based aggregation peptide is as follows:

[0047]

[0048] Add glycine (10mmol), tert-butyl isocyanide (22mmol), methanol 20mL, benzaldehyde (22mmol) into a 50mL polymerization tube, polymerize at 20°C for 96h, remove volatile matter in a vacuum, and dissolve the residual solid in dichloro Settling and centrifuging in petroleum ether in methane, and drying, the obtained white solid is a glycine-based polymer peptide with a number average molecular weight of 3400 Daltons and a molecular weight distribution of 1.24.

[0049] figure 1 The NMR spectrum of the glycine-based clustering peptide prepared in Example 1 of the present invention ( 1 H NMR); figure 1 The glycine-based clustering peptide successfully prepared by the present invention is illustrated.

Embodiment 2

[0051] The preparation method of alanine-based aggregation peptide is as follows:

[0052]

[0053] Add alanine (10mmol), tert-butyl isocyanide (22mmol), methanol 20mL, and benzaldehyde (22mmol) into a 50mL polymerization tube, polymerize at 20°C for 96h, remove volatile matter in a vacuum, and dissolve the residual solid in Settling and centrifuging in petroleum ether in dichloromethane, and drying, the obtained white solid is alanine-based polymer peptide with a number average molecular weight of 3800 Daltons and a molecular weight distribution of 1.30.

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Abstract

The invention provides an amino acid based clustering peptide and a preparation method thereof and belongs to technical field of high polymer chemistry. The problem that an existing clustering peptide synthesis method is complicated in process, long in reaction cycle and restricted in practical application is solved. The structure of the amino acid based clustering peptide is shown as a formula I. The invention further provides the preparation method of the amino acid based clustering peptide. According to the method, amino acid or an amino acid derivative, aldehyde and fenvalerate are mixed in an organic solvent to obtain the amino acid based clustering peptide. The amino acid based clustering peptide is synthesized through Ugi reaction, the reaction conditions are mild, no catalyst is needed, the preparation process is simple, a reaction period is short, and experimental results show that the amino acid based clustering peptide with the concentration of 10 micro-g mL-1 to 100 micro-g mL-1 has a very good inhibiting effect on staphylococcus aureus, is superior to currently commercial epsilon-polylysine and has a good application prospect.

Description

technical field [0001] The invention belongs to the technical field of polymer chemistry, and in particular relates to an amino acid-based aggregation peptide and a preparation method thereof. Background technique [0002] Clustering peptides include α-clustering peptides, β-clustering peptides, γ-clustering peptides, δ-clustering peptides and ε-clustering peptides, etc., because they have a similar backbone structure to polypeptides, they may have Similar degradability and biocompatibility. At the same time, the substituents on the polymeric peptide amides may have better solubility, processability and stability, and have potential application value in the field of biomedicine. Therefore, it is of great significance to develop simple, efficient, and universal synthetic methods to synthesize aggregated peptide libraries with diverse structures, and to find new aggregated peptide-based materials with special properties. [0003] The synthesis methods of clustered peptides a...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G69/10C08G69/42C08G69/08C08G69/04
CPCC08G69/04C08G69/08C08G69/10C08G69/42
Inventor 王士学陶友华张效洁
Owner CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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