Acid-activated CSP targeted antimicrobial peptide and preparation method and applications thereof

An antimicrobial peptide and acid-activated technology, applied in the field of peptides, can solve the problems of bacterial drug resistance, side effects, fluorine resistance, etc.

Inactive Publication Date: 2012-12-19
LANZHOU UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Moreover, clinically commonly used antibacterial agents such as chlorhexidine, fluorine preparatio

Method used

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  • Acid-activated CSP targeted antimicrobial peptide and preparation method and applications thereof
  • Acid-activated CSP targeted antimicrobial peptide and preparation method and applications thereof
  • Acid-activated CSP targeted antimicrobial peptide and preparation method and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] Acid-activated CSP-targeted antimicrobial peptide, which is made by reacting 2,3-dimethylmaleic anhydride (DMMAn), antimicrobial peptide melittin, and CSP-targeted molecule, has the following chemical formula:

[0046]

[0047] Specifically, the three molecules of 2,3-dimethylmaleic anhydride are respectively connected to the three lysine side chain amino groups of the antimicrobial peptide melittin; the CSP targeting molecule is connected to the antimicrobial peptide melittin through a disulfide bond. on the sulfhydryl group of the N-terminal cysteine.

[0048] Preparation Examples:

Embodiment 2

[0050] Acid-activated CSP targeting antimicrobial peptides are prepared through the following steps:

[0051] (1) Psy-CSP C16 Synthesis

[0052] a. Targeting peptide CSP C16 Solid-phase synthesis of N-terminal cysteine-containing targeting peptide CSP using the classic Fmoc solid-phase chemical synthesis method on Rink-Amide MBHA resin C16 ; Separation and purification were carried out by reverse-phase high-performance liquid chromatography, the main peak was collected, and a white pure peptide solid powder was obtained after freeze-drying;

[0053] b. Targeting peptide CSP C16 Activation of cysteine ​​side chain sulfhydryl group in medium: Dissolve 0.4 mmol of dithiobipyridine in 2 ml of methanol solution, then dissolve 0.04 mmol of Cys-MitP in 1 ml of methanol / water at a V / V ratio of 1:1, and drop Add the above-mentioned methanol solution of dithiobipyridine, react for 10-16 h, and purify by C18 reverse-phase high-performance liquid chromatography to obtain sulfhydryl-ac...

Embodiment 3

[0060] The difference from Example 2 is that the V / V of methanol / water used in the steps is 1:5.

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PUM

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Abstract

The invention provides an acid-activated CSP targeted antimicrobial peptide, which is prepared by reacting 2,3-dimethylmaleic anhydride (DMMAn), an antimicrobial peptide melittin and a CSP targeted molecule. Moreover, the invention provides a preparation method and two applications of the acid-activated CSP targeted antimicrobial peptide. According to the acid-activated CSP targeted antimicrobial peptide, the selectivity of the antibacterial peptide and the aggregation degree of the antibacterial peptide on the surface of SM (Streptococcus Mutans) bacteria can be improved through the CSP targeted molecule, and the toxicity of the antibacterial peptide melittin is lowered through the protection of the DMMAn on amidogens; and after entering a decayed tooth, the CSP targeted antibacterial peptide can be activated by the acid condition of a microenvironment, so that the CSP targeted antibacterial peptide has sterilizing activity.

Description

technical field [0001] The invention relates to a polypeptide, in particular to an acid-activated CSP targeting antibacterial peptide and its preparation and application. Background technique [0002] Caries is a chronic, progressive and destructive infectious disease that occurs in dental hard tissues under the influence of various factors, mainly bacteria . WHO lists it as the third major non-communicable key disease after cardiovascular disease and tumor . Streptococcus mutans ( Streptococcus mutans , SM) is the main pathogenic bacteria of dental caries , a gram-positive bacterium, anaerobic or facultative anaerobic, inhibition of its growth is effective in the treatment of caries . [0003] Streptococcus mutans exists in the form of biofilm (SM biofilm) and causes caries. Bacteria existing in the form of biofilm have many obvious differences in metabolic characteristics and physiological phenomena compared with bacteria existing in planktonic state, such as se...

Claims

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Application Information

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IPC IPC(8): C07K19/00C07K1/107A61K38/17A61K47/48A61P31/04A61P1/02
Inventor 周建业张伟王记增林志伟陈熙明李志杰
Owner LANZHOU UNIVERSITY
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