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Oligopeptide compound with HIV-1 protease inhibitory activity, and preparation method and application thereof

A technology of HIV-1 and compounds, applied in the direction of peptide preparation methods, biochemical equipment and methods, chemical instruments and methods, etc., can solve the problems of active ingredients being unstable to heat and difficult for active ingredients

Active Publication Date: 2012-11-07
MEDICINE & BIOENG INST OF CHINESE ACAD OF MEDICAL SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, since the content of the active ingredient in the fermentation broth of the strain is generally small, and the active ingredient is unstable to heat, it is difficult to extract and separate the active ingredient from the fermentation broth of the strain.

Method used

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  • Oligopeptide compound with HIV-1 protease inhibitory activity, and preparation method and application thereof
  • Oligopeptide compound with HIV-1 protease inhibitory activity, and preparation method and application thereof
  • Oligopeptide compound with HIV-1 protease inhibitory activity, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0130] The medium and culture conditions used for actinomycetes CGMCC 4766 are as follows:

[0131] 1. The slant culture medium of actinomycetes CGMCC 4766: yeast extract (Beijing Shuangxuan Microbial Medium Products Factory, BR) 0.4%; malt extract (Beijing Shuangxuan Microbial Medium Products Factory, BR) 1%; glucose (Beijing Chemical Industry plant, AR) 0.4%; agar (Beijing Shuangxuan Microbial Culture Medium Products Factory, BR) 1.2%.

[0132] 2. Liquid culture medium of actinomycetes CGMCC 4766:

[0133] Glucose (Beijing Chemical Plant, AR) 0.5%; yeast extract (Beijing Shuangxuan Microbial Medium Products Factory, BR) 0.5%; peptone (Beijing Shuangxuan Microbial Medium Products Factory, BR) 0.5%; beef extract (Beijing Shuangxuan Microbial culture medium product factory, BR) 0.5%; Corn steep liquor (Beijing Shuangxuan microbial culture medium product factory, BR) 0.4%; Soybean flour (Beijing Shuangxuan microbial plant, AR) 2%; CaCO 3 0.4%;COCl 2 (Beijing Chemical Plant, AR...

Embodiment 2

[0137] Separation and purification of oligopeptide compounds

[0138] Using the actinomycetes fermentation broth (i.e., actinomyces culture) obtained in Example 1, the oligopeptide compounds were separated and purified through the following steps:

[0139] 1. Use, for example, a Buchner funnel to carry out suction filtration, and divide the fermentation broth into supernatant and mycelia.

[0140] 2. Soak the mycelium with acetone for 24 hours, filter and volatilize the acetone in the filtrate to obtain the extract of the mycelium.

[0141] 3. Perform column chromatography on the supernatant from step 1 and / or the mycelia extract from step 2 using a macroporous resin (purchased from Beijing Lvbaicao Technology Development Co., Ltd.). Resin adopts hp-20 (Mitsubishi, DIANON). Equilibrate the column with deionized water, and elute with deionized water, 30% acetone, 50% acetone, 70% acetone, 100% acetone (the elution volume of each fraction is 3 column volumes, and the flow rate...

Embodiment 3

[0147] Purity determination

[0148] The purity of the oligopeptide compound 4862F was determined using the HPLC area normalized quantitative method (Handbook of Analytical Chemistry (Second Edition) Volume 5, Gas Chromatographic Analysis). The chromatographic conditions used are as follows: the column is Shimadzu Shimpack VP-ODS 0122358 (150 × 4.6mm); the mobile phase is 45% CH 3 OH; the flow rate is 1.0 mL / min; the temperature of the column is 40° C.; the detector is a Shimadzu SPD-M10A detector, and the detection wavelength is 280 nm. The test results are shown in figure 2 .

[0149] figure 2 It is the liquid chromatogram of oligopeptide compound 4862F. from figure 2 It can be seen that the retention time of oligopeptide compound 4862F is 6.237 minutes. According to the HPLC area percentage method, the purity of the oligopeptide compound 4862F is greater than 95% (close to 100.00%).

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Abstract

The present invention provides an oligopeptide compound with an amino acid sequence of Tyr-Leu-Val-Leu-His (SEQ ID NO:1) and HIV-1 protease inhibitory activity. The oligopeptide compound provided by the invention can be produced from chemical synthesis, or recombination, or microorganism (particularly actinomycetes) extraction. The invention also provides an extract obtained from microorganism (particularly actinomycetes) and having HIV-1 protease inhibitory activity and a preparation method thereof. The extract contains the oligopeptide compound provided by the invention. The invention also provides microorganisms (particularly actinomycetes, such as Actinomyces CGMCC 4766) for obtaining the oligopeptide compound or extract provided by the invention. The oligopeptide compound or extract provided by the invention can be used for prevention and treatment of HIV infection related diseases, such as AIDS.

Description

technical field [0001] The invention relates to the field of biomedicine. In particular, the present invention provides an oligopeptide compound having the amino acid sequence Tyr-Leu-Val-Leu-His (SEQ ID NO: 1), which has HIV-1 protease inhibitory activity. The oligopeptide compound of the present invention may be chemically synthesized or recombinantly produced, or may be extracted from microorganisms (especially actinomycetes). The present invention also provides an extract obtained from microorganisms (especially actinomycetes) with HIV-1 protease inhibitory activity and a preparation method thereof. The extract contains the oligopeptide compound of the present invention. The present invention also provides microorganisms (especially actinomycetes, such as actinomycetes CGMCC 4766) for obtaining the oligopeptide compounds or extracts of the present invention. The oligopeptide compound or extract of the present invention can be used to prevent and treat diseases related to...

Claims

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Application Information

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IPC IPC(8): C07K7/06C12P21/02C07K1/36C07K1/22C07K1/20A61K38/08A61P31/18C12N1/20C12R1/465
Inventor 司书毅陶佩珍刘晓姜威董飙章天蒋建东余利岩魏玉珍白硕可樊秀勇
Owner MEDICINE & BIOENG INST OF CHINESE ACAD OF MEDICAL SCI
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