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A kind of hypoheme dipeptide and its preparation method and application

A technology of hypoheme and its application, which is applied in the field of hypoheme dipeptide and its preparation, can solve problems such as no public reports, and achieve good application prospects, small molecular weight, and simple operation

Active Publication Date: 2017-08-29
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] Chinese patent CN200610131682.5 reports the use of several ferric porphyrin short peptide compounds in the preparation of anti-coronary heart disease drugs, which discloses a hypoheme dipeptide (Deuterohemin-β-Ala-His, DhHP-2) And several heme-short peptide compounds, yet, at present, the use of this class of heme-short peptide compounds as capsanthin stabilizers has not been reported publicly
[0010] In order to overcome the deficiencies in the stability of the existing capsanthin, the present invention provides a preferred hypoheme dipeptide compound formed by linking hypoheme and dipeptide, and its application as a capsanthin stabilizer

Method used

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  • A kind of hypoheme dipeptide and its preparation method and application
  • A kind of hypoheme dipeptide and its preparation method and application
  • A kind of hypoheme dipeptide and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] The solid-phase synthesis of embodiment 1 heme dipeptide

[0036] ①Resin swelling: weigh 5mmol Rink-NH 2 Resin, add 100ml dichloromethane to swell for 2h, filter with suction, wash resin 3 times with 100ml DMF (dimethylformamide);

[0037] ② Deprotection: add 200ml 20% piperidine / DMF solution, shake at room temperature for 30min, filter with suction, wash the resin 3 times with DMF, use a chromogenic reagent to detect the deprotection of amino groups, when the resin particles all turn blue, it means deprotection completely;

[0038] ③ Connected amino acid: Fmoc-α-Ala-OH, PyBOP (benzotriazol-1-yl-oxytripyrrolidinylphosphonium hexafluorophosphate), HOBT (1-hydroxybenzotriazole), NMM (N -Methylmorpholine) and Rink-NH 2 The resin is added into the reactor sequentially at a molar ratio of 2.5:2.5:2.5:2.5:1, 100ml of dimethylformamide is added to shake at room temperature for 1 hour, filtered with suction, the resin is washed 3 times with dimethylformamide, and detected wi...

Embodiment 2

[0044] Example 2 Comparison of the protective effects of vitamin C, hypoheme dipeptide, hypoheme dipeptide analogs and other hypoheme-short peptide compounds on improving the stability of capsanthin under light conditions

[0045] According to Table 1, take 25 μL of vitamin C / acetone solution, hypoheme dipeptide / acetone solution, hypoheme dipeptide analog / acetone solution and hypoheme-short peptide compound / acetone solution with a concentration of 50 μg / mL, and add 5.0 The capsanthin / acetone solution (mass ratio of 1:100) with a mL concentration of 50 μg / mL was mixed evenly, placed under light conditions for 5 days, the color value of each solution was measured, and the residual rate of the color value of each solution was calculated. See Table 1 for color valence residual rate.

[0046] Color value of capsanthin According to the national standard GB10783-2008 [14] Measured by UV spectrophotometry. Indicates the absorbance at 460nm of 0.5% of the tested sample in a 1cm cu...

Embodiment 3

[0051] Example 3 Comparison of the protective effects of vitamin C, hypoheme dipeptide, hypoheme dipeptide analogs and other hypoheme-short peptide compounds on improving the stability of capsanthin under high temperature conditions

[0052] According to Table 1, take 25 μL of vitamin C / acetone solution, hypoheme dipeptide / acetone solution, hypoheme dipeptide analog / acetone solution and hypoheme-short peptide compound / acetone solution with a concentration of 50 μg / mL, and add 5.0 The capsanthin / acetone solution (mass ratio: 1:100) with a mL concentration of 50 μg / mL was mixed evenly, and placed at 60°C for 5 days to measure the color value of each solution, and calculate the residual rate of the color value of each solution. See Table 2 for the color value residual rate of the solution

[0053] Table 2: Comparison of hypoheme dipeptide and vitamin C, hypoheme dipeptide analogues and other hypoheme-short peptide compounds on the protection of capsanthin

[0054] hypoh...

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Abstract

The invention belongs to the field of biotechnology, and in particular relates to Deuterohemin-beta-Ala-His (DhHP-2) as a capsanthin stabilizer and a preparation method and use thereof. According to the invention, the Deuterohemin-beta-Ala-His (DhHP-2) is preferably selected as the capsanthin stabilizer, the Deuterohemin-beta-Ala-His (DhHP-2) has the advantages of low cost, good stability, high hydrophobicity, strong protective effect, and the like, and has better application prospect.

Description

technical field [0001] The invention belongs to the field of biotechnology, and in particular relates to a hypoheme dipeptide as a capsanthin stabilizer and a preparation method thereof. Background technique [0002] Capsicum red pigment (Capsicum red pigment), also known as spicy red pigment, is an extract from mature red peppers. It is a kind of carotenoid pigment, and its main components are capsanthin and capsicum rubin Capson rubin, accounting for 50% to 60% of the total amount, as shown in structural formula I. [0003] [0004] Capsanthin not only has bright color, high color scale, strong coloring power, good color retention effect, can effectively prolong the shelf life of food, but also has high safety and is beneficial and harmless to human body. It has been approved by the Food Organization of the United Nations (FAO) and the world The World Health Organization (WTO) lists it as a class A pigment, and there is no restriction on its use. [0005] At present, ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07K5/062C07K1/20C07K1/06C07K1/04C09B61/00
Inventor 王丽萍修志明于欣冉李惟
Owner JILIN UNIV