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Trivalent iron porphrin and its derivative-short peptide compound and its synthesis

A technology of derivatives and ferric iron, applied in the direction of peptides, etc., can solve the problems of many purification process steps, difficult artificial synthesis, time-consuming and labor-intensive, etc., and achieve the effects of broad drug development and application prospects, saving raw materials, and simple and easy process.

Inactive Publication Date: 2003-06-18
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the difficulty in artificial synthesis of microperoxidases, numerous steps in the purification process, time-consuming and laborious, low purity and complex components, and easy degradation in the body, their application is limited.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Example 1. Determination of the optimal relative position of the active group histidine (His) and sub-heme or heme in the peptide chain

[0022] The sub-heme in the sub-heme-nonapeptide (DhHP-9) of the present invention has a different connection mode with the peptide chain than in MP-9, so the relative positions of His and the sub-heme in the primary structure and spatial structure are also different. Different from MP-9, it is necessary to determine the optimal relative position of His and hypoheme (Dh) in DhHP-9. For this reason, a series of hypoheme-short peptides were synthesized with SP-3 automatic peptide synthesizer: Dh-H, Dh-A-H, Dh-A2-H, Dh-A3-H, Dh-A4-H, Dh-A5 -H, Dh-A6-H.

[0023] The in vitro activity test showed that the specific activity of Dh-A-H enzyme with one Ala between the hypoheme and His was the highest, which was close to the level of natural MP-9 in value, and then the enzyme activity gradually decreased with the increase of the number of Ala. ...

Embodiment 2

[0025] Embodiment 2, the design of optimum short peptide

[0026]The most suitable short peptides were designed according to the experimental results such as assay activity: monomer subhemin-hexapeptide (DhHP-6: Deuterohemin-His-Peptide, Dh-AHTVEK) and heme-hexapeptide. The synthesis is carried out according to the technological process of the present invention by using an automatic polypeptide synthesizer, and the "deprotection coupling cycle" is carried out five times. Vitality assays in vitro showed that the enzyme specific activity (U / μmol) of DhHP-6 had reached the level of natural MP-9. At the same time, heme is replaced by hypoheme in the DhHP-6 molecule, and the peptide chain has three amino acids less than MP-9, so the molecular weight is smaller than natural MP-9, and the specific activity per μg of DhHP-6 is higher than that of natural MP-9, which is relatively Ideal peroxidase mimetic.

Embodiment 3

[0027] Embodiment 3, the synthesis of monomer hypoheme-A(D)-HTVEK and monomer heme-β-AHTVEK

[0028] (D)-H and β-A were introduced, and monomeric hypoheme-A(D)-HTVEK and monomeric heme-β-AHTVEK were synthesized with SP-3 automatic peptide synthesizer, both of which were active in vitro.

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Abstract

A trivalent iron-porphyrin and its derivative-short peptide compound and its synthesizing process are disclosed. Said compound is composed of heme or subheme and short peptide, and is prepared from heme or subheme and amino acid derivative as raw materials and dimethyl formamide as solvent through swelling, removing protecting, coupling, cyclic removing protecting and coupling, coupling heme or subheme and severing. Its advantages are high antioxidizing activity and the activity of peroxidase, high purity and low toxin.

Description

technical field [0001] The invention belongs to the field of biological technology, in particular to a peroxide mimetic enzyme and a method for synthesizing the peroxide mimetic enzyme. Background technique [0002] Cataract has become one of the main blinding eye diseases in the world today, and its sick population is still on the rise every year. Since the mechanism of oxidative damage has been proved more and more, various exogenous antioxidants and antioxidative traditional Chinese medicine preparations have been used in the treatment of cataract. [0003] Peroxidase (POD) widely exists in animals, plants and aerobic microorganisms, and it can mainly catalyze the following reactions: <chemistry num="001"> <chem file="02144902_cml001.xml" / > < / chemistry> , so it plays an important role in the metabolism of active oxygen in the body. According to the different catalytic groups, peroxidases are divided into two types: one class uses selenocysteine ​​as...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07K5/00C07K7/00
Inventor 李惟刘亚丽郭莉莉
Owner JILIN UNIV
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