Synthetic oligopeptide and uses thereof

An oligopeptide and cysteinyl technology, which is applied in the agricultural field to achieve the effects of high biological activity, high physiological activity, improved stability and high efficiency

Active Publication Date: 2009-05-20
CHINA AGRI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

There is no report on the antioxidant activity of synthetic GSH analogues

Method used

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  • Synthetic oligopeptide and uses thereof
  • Synthetic oligopeptide and uses thereof
  • Synthetic oligopeptide and uses thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Embodiment 1: Preparation of oligopeptide glutamyl-cysteinyl-γ-aminobutyric acid

[0019] Weigh 2 g of 2-chlorotrityl chloride resin, add 20 ml of N-methylpyrrolidone to swell the resin for 2 hours, and drain the liquid; add 20 ml of dichloromethane, mix for 1 minute, empty the reactor, and then add N - 20 ml of methylpyrrolidone, mix for 1 minute, empty the reactor, repeat 2 times; weigh 2 g of 9-fluorenylmethoxycarbonyl γ-aminobutyric acid, dissolve with 5 ml of N-methylpyrrolidone and transfer to the reactor , add 40 microliters of 3M diisopropylethylamine, mix well and add to the reactor, then add 15 milliliters of N-methylpyrrolidone to react for 2 hours. Empty the reactor, add 20 ml of dichloromethane, mix for 1 minute, empty the reactor, add 20 ml of N-methylpyrrolidone, mix for 1 minute, empty the reactor, repeat 2 times. Sampling for testing.

[0020] Add 20 ml of 20% hexahydropyridine, empty the reactor after 30 minutes of reaction, then add 20 ml of 20% hex...

Embodiment 2

[0026] Embodiment 2: the preparation of oligopeptide prolyl-cysteinyl-glycine (Pro-Cys-Gly)

[0027] Weigh 2 g of 2-chlorotrityl chloride resin, add 20 ml of N-methylpyrrolidone to swell the resin for 2 hours, and drain the liquid; add 20 ml of dichloromethane, mix for 1 minute, empty the reactor, and then add N -Methylpyrrolidone 20 ml, mix for 1 minute, empty the reactor, repeat 2 times; weigh 2 g of 9-fluorenylmethoxycarbonylglycine, dissolve and transfer to the reactor with 5 ml of N-methylpyrrolidone, add 40 μ liter of 3M diisopropylethylamine was added into the reactor after mixing, and then 15 ml of N-methylpyrrolidone was added to react for 2 hours. Empty the reactor, add 20 ml of dichloromethane, mix for 1 minute, empty the reactor, add 20 ml of N-methylpyrrolidone, mix for 1 minute, empty the reactor, repeat 2 times. Sampling for testing.

[0028]Add 20 ml of 20% hexahydropyridine, empty the reactor after 30 minutes of reaction, then add 20 ml of 20% hexahydropyrid...

Embodiment 3

[0033] Example 3: Synthetic oligopeptides scavenge free radicals under in vitro conditions

[0034] 1. Experimental method

[0035] The scavenging of free radicals by oligopeptides under in vitro conditions is evaluated by the scavenging rate of 1,1-diphenylpicrylphenylhydrazine (DPPH) free radicals: the oligopeptides are configured into a 0.2mmol / L solution, and DPPH ethanol The solution was mixed and reacted for 30 minutes, and the absorbance value was measured at a wavelength of 517 nm with a CARY 100 Bio UV-visible spectrophotometer (CARY 100 Bio UV-visible spectrophotometer, produced by VARIAN, USA), with acetic acid buffer as a blank and GSH as a positive control. The in vitro clearance rate of oligopeptide to DPPH was calculated by the following formula:

[0036]

[0037] Each sample was repeated 5 times and the average value was taken.

[0038] 2. Experimental results

[0039] The in vitro scavenging rate of the eight synthetic oligopeptides on organic free radic...

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Abstract

The invention relates to a synthetic oligopeptide containing three aminophenols; cysteine is in the middle of a sequence, one end of the sequence is glutamic acid or glycin, and the other end of the sequence is aminophenol proline or Gamma-propalanine having antiretroviral function. The function of the synthetic oligopeptide is similar to that of glutathione, i.e., removing 1, 1-DPPH free radicals under in-vitro condition, improving the oxidation resistance of anabaena and tobacco cells, and the activity of oxidizing enzymes under salt stress, and improving the heat resistance of wheat seedlings.

Description

technical field [0001] The invention belongs to the field of agricultural technology. The invention relates to a novel oligopeptide with antioxidant activity synthesized by simulating the structure of glutathione. The invention also relates to the in vitro antioxidant effect of these oligopeptide substances, improving the antioxidant capacity of cells and improving Heat resistance of wheat seedlings. Background technique [0002] Under normal physiological conditions, the production and removal of reactive oxygen species (ROS) in the body are relatively balanced, but when subjected to various biotic and abiotic stresses, the balance of ROS production and removal in the body is disrupted (Wang Feng etc., Chemical Journal of Chinese Universities, 2007, 28: 1071-1076), resulting in negative oxygen ions (·O 2- ) and hydrogen peroxide (H 2 o 2 ) and other massive accumulation of ROS, triggering oxidative damage to proteins, nucleic acids and lipids. [0003] Glutathione (GSH)...

Claims

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Application Information

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IPC IPC(8): C07K5/027C07K5/083C07K5/093C07K5/097A01N63/00A01P21/00
Inventor 段留生李召虎祁虹谭伟明田晓莉董学会张明才李建民翟志席
Owner CHINA AGRI UNIV
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