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Fluazinam hapten, fluazinam artificial antigen, fluazinam antibody, preparation methods of hapten and artificial antigen, and application of antibody

A technology of artificial antigen and fluazinam, which is applied in the preparation methods of peptides, chemical instruments and methods, animal/human proteins, etc., to achieve the effects of enhanced immunogenicity, easy availability of raw materials, and simple reaction operations.

Active Publication Date: 2019-11-26
BEIJING KWINBON BIOTECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, there is no relevant report on the fluazinam hapten in China

Method used

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  • Fluazinam hapten, fluazinam artificial antigen, fluazinam antibody, preparation methods of hapten and artificial antigen, and application of antibody
  • Fluazinam hapten, fluazinam artificial antigen, fluazinam antibody, preparation methods of hapten and artificial antigen, and application of antibody
  • Fluazinam hapten, fluazinam artificial antigen, fluazinam antibody, preparation methods of hapten and artificial antigen, and application of antibody

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preparation example Construction

[0029] In a second aspect, the present invention provides a method for preparing the above-mentioned fluazinam hapten, which comprises the following steps:

[0030] 1) 2,4-dichloro-3,5-dinitrobenzotrifluoride reacts with 2-aminobutyric acid methyl ester-3-chloro-5-trifluoromethylpyridine to obtain intermediate 1, the intermediate Body 1 has the formula

[0031] 2) The intermediate 1 is hydrolyzed to obtain the fluazinam hapten.

[0032] Preferably, the step 1) includes the following steps: dissolving 2,4-dichloro-3,5-dinitrobenzotrifluoride in an organic solvent, adding anhydrous potassium carbonate and methyl 2-aminobutyrate-3 -Chloro-5-trifluoromethylpyridine, oil bath heating reaction, after the reaction, rotary steaming, adding water, extracting with ethyl acetate, collecting the organic phase, after the organic phase was evaporated to dryness, dichloromethane-cyclohexane 2,4-dichloro-3,5-dinitrotrifluorotoluene, anhydrous potassium carbonate and 2-aminobutyric acid me...

Embodiment 1

[0051] A method for preparing a fluazinam hapten, comprising the steps of:

[0052] 1) Dissolve 0.304g of 2,4-dichloro-3,5-dinitrobenzotrifluoride in 80mL of acetonitrile, add 0.32g of anhydrous potassium carbonate and 0.21g of methyl 2-aminobutyrate-3-chloro-5 -Trifluoromethylpyridine, heated in an oil bath for 12 hours. After the reaction, acetonitrile was removed by rotary evaporation, 60 mL of water was added, extracted with 80 mL of ethyl acetate, and the organic phase was collected. : 3 dichloromethane-hexanaphthene beating, suction filtration, washing with n-hexane to obtain intermediate 1;

[0053] 2) Weigh intermediate 1, add alkaline solution, heat to reflux, and carry out hydrolysis reaction; after the reaction, adjust the pH to slightly acidic with hydrochloric acid, then extract with ethyl acetate, and obtain the obtained product after the organic phase is evaporated to dryness and purified by column Describe fluazinam hapten; Wherein, described alkaline solution...

Embodiment 2

[0055] A method for preparing a fluazinam hapten, comprising the steps of:

[0056] 1) Dissolve 0.304g of 2,4-dichloro-3,5-dinitrobenzotrifluoride in 80mL of acetonitrile, add 0.28g of anhydrous potassium carbonate and 0.17g of methyl 2-aminobutyrate-3-chloro-5 -Trifluoromethylpyridine, heated in an oil bath for 12 hours. After the reaction, acetonitrile was removed by rotary evaporation, 60 mL of water was added, extracted with 80 mL of ethyl acetate, and the organic phase was collected. : 3 dichloromethane-hexanaphthene beating, suction filtration, washing with n-hexane to obtain intermediate 1;

[0057] 2) Weigh intermediate 1, add alkaline solution, heat to reflux, and carry out hydrolysis reaction; after the reaction, adjust the pH to slightly acidic with hydrochloric acid, then extract with ethyl acetate, and obtain the obtained product after the organic phase is evaporated to dryness and purified by column Describe fluazinam hapten; Wherein, described alkaline solution...

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Abstract

The invention discloses a fluazinam hapten, a fluazinam artificial antigen, a fluazinam antibody, preparation methods of the hapten and the artificial antigen, and an application of the antibody. Thefluazinam hapten maximally reserves the characteristic structure of fluazinam, so the immunogenicity of the fluazinam hapten is significantly enhanced, and the fluazinam hapten contains carboxyl groups that can be conjugated with a carrier protein; and immunization of animals with the fluazinam antigen obtained by coupling the fluazinam hapten with the carrier protein is in favor of stimulating animal immune response to produce the antibody with high specificity and high sensitivity, and a detection result shows that the sensitivity of the fluazinam antibody can reach 0.1 [mu]g / L, and the fluazinam antibody has a low cross reaction rate with other pesticides, and provides a basis for subsequently building various immunoassay methods of fluazinam.

Description

technical field [0001] The invention belongs to the field of food safety detection. More specifically, the present invention relates to fluazinam haptens, artificial antigens and antibodies and their preparation methods and applications. Background technique [0002] Fluazinam (Fluazinam) is a 2,6-dinitroaniline low-toxicity and broad-spectrum fungicide independently developed and produced by Ishihara Industry in Japan. It has obtained registration and has good control effect on plant-eating mites and clubroot of cruciferous plants. But its environmental toxicity is worrying. Studies have shown that fluazinam can trigger diseases such as asthma and dermatitis that damage the human immune system. [0003] At present, there are mainly analytical methods such as gas chromatography, high performance liquid chromatography, and liquid chromatography-mass spectrometry for the detection of fluazinam at home and abroad. The instrumental detection method has disadvantages such as c...

Claims

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Application Information

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IPC IPC(8): C07D213/74C07K14/765C07K14/77C07K14/795C07K16/44C07K19/00C07K1/02G01N33/53
CPCC07D213/74C07K14/765C07K14/77C07K14/795C07K19/00C07K16/44G01N33/53
Inventor 崔廷婷冯才伟何方洋刘玉梅冯月君魏力杰赵正苗马玉华
Owner BEIJING KWINBON BIOTECH
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