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Porphyrin-modified cell-penetrating peptide and preparation and application thereof

A technology of penetrating peptides and porphyrins, applied in the field of anti-tumor drug design and synthesis, achieving low cost, good biocompatibility, and favorable effects for industrial production

Inactive Publication Date: 2020-03-27
FUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The purpose of the present invention is to provide a porphyrin-modified penetrating peptide and its preparation and application in view of the problems existing in the existing membrane-penetrating peptides

Method used

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  • Porphyrin-modified cell-penetrating peptide and preparation and application thereof
  • Porphyrin-modified cell-penetrating peptide and preparation and application thereof
  • Porphyrin-modified cell-penetrating peptide and preparation and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0034] A preparation method of porphyrin-modified penetrating peptide PPA-K6L9 specifically includes the following steps:

[0035] (1) Add 0.0215 mmol pyropheophytin a, 0.0633 mmol, benzotriazole-N,N,N',N'-tetramethylurea hexafluorophosphate (HBTU) to 2 mL N,N- Add 93.3 μL of N,N-diisopropylethylamine (DIEA) to dimethylformamide (DMF), and stir for 30 min at room temperature;

[0036] (2) Add 43.3 mg of N-terminal exposed and C-terminal GGK6L9 penetrating peptide with resin to the reaction system of step (1), and stir overnight at room temperature;

[0037] (3) After the reaction is completed, the remaining reactants are washed with DMF until the supernatant is colorless, and then the DMF is replaced with methanol and then lyophilized;

[0038] (4) Soak the lyophilized solid with 95% trifluoroacetic acid for 4 hours, and then filter to obtain the filtrate; use 10 times the volume of the filtrate to precipitate the solid, and centrifuge to obtain the solid;

[0039] (5) The solid is fre...

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Abstract

The invention discloses porphyrin-modified cell-penetrating peptide and preparation and application thereof, and belongs to the technical field of design and synthesis of antitumor drugs. Carboxyl ofpyromagnesium chlorophyll a is utilized and is linked to cell-penetrating peptide with exposed amino through amidation. The pyromagnesium chlorophyll a which is a porphyrin derivative and has similarproperty to hemoporphyrin can be embedded into a cavity of human serum albumin, so that the in-vivo circulation time of polypeptide is prolonged. In combination with the photodynamic effect of porphyrin, the peptide has a more efficient killing effect on tumors. The compound is simple in synthetic method, easily available in raw materials, low in cost, less in side reaction, high in yield, easy topurify and beneficial to industrial production.

Description

Technical field [0001] The invention belongs to the technical field of anti-tumor drug design and synthesis, and specifically relates to a porphyrin-modified penetrating peptide and its preparation and application. Background technique [0002] Nowadays, the rapid development of science and technology has brought the discovery and treatment of diseases into a new stage. Many intractable diseases have corresponding optimized solutions, but cancer is still weighed on the hearts of patients, doctors and scientific researchers. A heavy stone. According to survey statistics of the World Health Organization, cancer is the second leading cause of death in the world, causing 8.8 million deaths in 2015 alone. If you look at global death statistics, nearly one-sixth of deaths are caused by cancer. For early-stage patients, traditional treatment methods include surgical resection, chemotherapy, and radiotherapy, but these methods also bring greater side effects to the patient to a certain...

Claims

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Application Information

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IPC IPC(8): C07K7/08C07K1/107A61K47/64A61K41/00A61P35/00
CPCC07K7/08A61K47/64A61K41/0071A61P35/00C07K2319/10
Inventor 李金宇徐芃宋美如程子微刘以畅
Owner FUZHOU UNIV
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