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Synthesis of oligopeptide and application of oligopeptide in medicine for inhibiting citrus rot-causing bacteria penicillium digitatum

A technology of oligopeptide and composition, which is applied in the potential fields of citrus preservation and biological control, can solve the problems of cumbersome purification of natural active peptides and small content, and achieve good inhibitory effect, good activity and obvious advantages

Pending Publication Date: 2020-06-12
CHINA THREE GORGES UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] One of the purposes of the present invention is to provide a preparation process of a new type of synthetic peptide. In order to solve the problem of cumbersome and small content of natural active peptides, an active oligopeptide Synpep was prepared by solid-phase synthesis.

Method used

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  • Synthesis of oligopeptide and application of oligopeptide in medicine for inhibiting citrus rot-causing bacteria penicillium digitatum
  • Synthesis of oligopeptide and application of oligopeptide in medicine for inhibiting citrus rot-causing bacteria penicillium digitatum
  • Synthesis of oligopeptide and application of oligopeptide in medicine for inhibiting citrus rot-causing bacteria penicillium digitatum

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Solid-phase synthesis process of novel synthetic peptides (from C-terminus to N-terminus):

[0027] (1) The resin is swollen, put it into a 2-chlorotriacyl chloride resin reaction tube, and shake with DCM (15 ml / g) for 30 min.

[0028] (2) Connect the first amino acid, filter out the solvent through sand core, add 3 times molar excess of Fmoc-Ser-OH amino acid relative to the resin, add DMF to dissolve, then add 10 times molar excess DIEA, shake for 60 min, Block with methanol.

[0029] (3) Deprotection, remove DMF, add 20% piperidine DMF solution (15 ml / g) for 5 min, remove and add 20% piperidine DMF solution (15 ml / g), react for 15 min.

[0030] (4) Detection, remove the piperidine solution, take 20 resins, wash with ethanol three times, add ninhydrin reagent for detection, heat at 105 ℃-110 ℃ for 5 min, turn dark blue as a positive reaction, and the deprotection reaction is complete.

[0031] (5) Rinse, followed by DMF (10 ml / g) twice, DCM (10 ml / g) twice, DMF (10 ...

Embodiment 2

[0045] The antibacterial activity of synthetic peptides was measured by the Oxford cup method:

[0046] Prepare sterile water and a clean test tube (sterilized by autoclaving at 121 °C for 20 min), add 10 ml of sterile water to the test tube, and pick out the indicator bacteria that grow well on the plate (ie Penicillium digitorum) Put it into sterile water, shake it thoroughly, filter out the mycelium with sterile cotton, count the number of spores under a microscope, and prepare the bacterial suspension with distilled water to a concentration of 10 6 cfu / mL, ready for use.

[0047] Heat and melt the PDA solid medium (1000 ml of water, 200 g of potato cubes, 20 g of glucose, and 20 g of agar; after autoclaving at 121 °C for 20 min, and then cooling for use), prepare a plate. After the plate is fully solidified, there is water vapor on the surface of the plate After drying, add 400 µl of the spare Penicillium digitorum spore suspension on the surface of the plate, spread it e...

Embodiment 3

[0050] The synthetic peptide structure provided by the present invention is: Abu-N-Me-Thr-Thr-N-Me-Val-Ser, wherein Abu is 2-aminobutyric acid; the comparative oligopeptide structure is: Baba-N-Me-Thr- Thr-N-Me-Val-Ser, in which Baba is 3-aminobutyric acid, the structures of the two oligopeptides are similar, and the only difference is in the connection position of the amino group in the first amino acid on the left, but the activity of the two oligopeptides There are distinct differences.

[0051] Prepare sterile water and a clean test tube, add 10 ml of sterile water to the test tube, pick out the indicator bacteria that grow well on the plate (that is, Penicillium finger) into the sterile water, shake well, and use sterile The mycelium was filtered out of cotton for later use, the number of spores was counted under a microscope, and the bacterial suspension was prepared with distilled water to a concentration of: 10 6 cfu / mL, ready for use. The PDA solid medium was autoc...

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Abstract

The invention discloses synthesis of oligopeptide and application of oligopeptide in a medicine for inhibiting citrus rot-causing bacteria penicillium digitatum. The oligopeptide is formed by linearlyconnecting five amino acids, is prepared by a solid-phase synthesis method, and is confirmed by high performance liquid chromatography and mass spectrometry detecting. Activity experiment results prove that the novel synthetic peptide has a good inhibition effect on Penicillium digitatum (Penicillium digitatum) which is a post-harvest rot-causing bacterium of citrus. Under the same concentrationeffect of 1 mg / ml, the preservative can be equivalent to commercially available preservatives; compared with oligopeptide with extremely small structural difference, the oligopeptide has better activity and no hemolysis phenomenon, which indicates that the substance has no obvious toxic or side effect on the human body, and indicates that the synthetic peptide Synpep prepared by the technology hasobvious advantages, is a potential citrus preservative, and can be used in industrial and agricultural production on a large scale.

Description

technical field [0001] The invention relates to a chemical synthesis process of a novel oligopeptide and its inhibitory activity on Penicillium fingertips, the main postharvest rot-causing fungus of citrus, and has the potential to be applied to citrus fresh-keeping and biological control. Background technique [0002] Oligopeptide refers to a compound formed by dehydration and condensation of several amino acids. In recent years, active oligopeptides have been widely used in medicine because of their diverse structures, broad spectrum and high efficiency, small molecular weight, good stability, high solubility and resistance to drug resistance. , food, agriculture and feed additives. According to the production method, it is divided into two kinds: natural oligopeptide and artificial synthetic oligopeptide. Due to the low content of natural oligopeptide and the unmodified structure, chemically synthesized oligopeptide occupies a very important position in basic and applied ...

Claims

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Application Information

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IPC IPC(8): C07K7/06C07K1/06C07K1/04A01N37/46A01P3/00
CPCC07K7/06A01N37/46Y02P20/55
Inventor 刘士平杨宇纯刘欢刘超权雯婧薛艳红
Owner CHINA THREE GORGES UNIV
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