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Synthetic method and application of carbofuran amination hapten

A synthesis method and hapten technology, applied in chemical instruments and methods, organic chemistry, animal/human proteins, etc., can solve problems such as harm to human health, environmental pollution, etc., to meet the needs of detection, and the effect of simple and effective reaction synthesis steps

Active Publication Date: 2016-03-30
XINJIANG ACADEMY OF AGRI & RECLAMATION SCI +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the traditional triphosgene synthesis process is commonly used at home and abroad to prepare carbofuran carboxylated hapten. Due to the use of a large amount of phosgene and toluene, it is very easy to endanger human health and cause environmental pollution.

Method used

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  • Synthetic method and application of carbofuran amination hapten
  • Synthetic method and application of carbofuran amination hapten
  • Synthetic method and application of carbofuran amination hapten

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Example 1 Preparation of Budweiser Aminated Hapten.

[0022] (1) Place the four-neck flask on a magnetic stirrer and configure a thermometer. Dissolve 2.6g of furanol in 50mL of dichloromethane, add 1.7g of triethylamine under ice-cooling, stir for 10 minutes, dissolve 4.9g of bis(p-nitrophenyl)carbonate in 15mL of dichloromethane, slowly drop Into the above reaction system, gradually raise the temperature to 30°C and continue to stir for 1 hour, and monitor the completion of the reaction with a TLC plate. The developer is petroleum ether: ethyl acetate = 10:1, and the intermediate product (II) is obtained.

[0023] (2) Weigh 2.8g of 3-tert-butoxycarbonylaminopropylamine alkalized by triethylamine, dissolve it in 10mL of dichloromethane, and add it to the reaction solution of the above-mentioned intermediate product (II) under ice-bath conditions. Rise to room temperature and continue to stir overnight; wash with 50mL water and saturated brine twice respectively; after...

Embodiment 2

[0025] Example 2 Preparation of Budweiser artificial antigen.

[0026] (1) Weigh 21mg of hapten and 67mg of bovine serum albumin and dissolve it in 5mL of PBS buffer, stir it under magnetic force at room temperature until fully dissolved, react in the dark and add 14ul of 25% glutaraldehyde solution dropwise, and gently stir for 30 minutes Finally, sodium borohydride solution was added to the reaction solution to a final concentration of 10 mg / mL, and then reacted at 4°C in the dark for 2 hours to obtain an artificial antigen mixture.

[0027] (2) Transfer the artificial antigen mixture into the treated dialysis bag, dialyze with 0.01M PBS buffer solution under magnetic stirring at 4°C for 2 days, then dialyze with deionized water for 1 day, and change the dialysate 3 times a day; After the end, centrifuge to take the supernatant, and use the freeze-drying method to make it into powder to obtain the carbofuran artificial antigen: CAR-BSA.

Embodiment 3

[0028] Example 3 Preparation of Budweiser antiserum.

[0029] Use the artificial antigen prepared in Example 2 as the immunogen, mix it with Freund's complete adjuvant in an equal amount, select 2-month-old healthy female New Zealand white rabbits after emulsification is complete, and inject them subcutaneously at multiple points on the back of the neck, and boost the immunization once every 3 weeks . On the 7th day after the fourth immunization, blood was collected from the ear vein, and the antiserum was obtained by centrifugation.

[0030] Experimental results show that the antiserum obtained by immunizing rabbits with the carbofuran artificial antigen prepared by the present invention has a four-immunity titer of up to 128,000, and has good selective recognition ability for carbofuran.

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Abstract

The invention discloses a synthetic method and application of a carbofuran amination hapten, and relates to a biological chemical technology. The synthetic method of the novel carbofuran amination hapten is simple and effective in synthetic step and high in yield, and avoids the harmfulness of a lot of phosgene and methylbenzene used in a conventional triphosgene synthetic method in preparation of carbofuran carboxylation hapten. According to the synthetic method, furan phenol is used as an initial raw material, and by virtue of esterification, aminolysis, Boc protection and de-protection reaction, an arm chain containing 3 carbons and amino terminals is introduced to form an amination hapten; and a glutaraldehyde method is adopted to ensure that the hapten is subjected to condensation with amino groups on a carrier protein to expose a carbofuran antigenic determinant to the maximum extent. An immune animal experiment shows that the artificial antigen prepared by the method disclosed by the invention has good immunogenicity. The hapten and the artificial antigen provided by the invention can be completely applied to carbofuran immunoassay to meet domestic requirements for detecting carbofuran residues, and have a broad application prospect.

Description

technical field [0001] The invention relates to a synthesis method and application of carbofuran aminated hapten, belonging to the technical field of biochemical industry. Background technique [0002] Carbofuran (Carbofuran, CAR), the chemical name is 2,3-dihydro-2,2-dimethyl-7-benzofuranyl-N-methylcarbamate, the trade name is carbofuran, and it belongs to Carbamate pesticides. As a broad-spectrum insecticide and nematicide in agricultural production, it can be irreversibly combined with cholinesterase, so that acetylcholine cannot be decomposed and accumulated in the body, affecting the conduction of the nerve center and having neurotoxicity. Carbofuran has systemic properties and can be absorbed by plant roots and transported to various organs of plants. It does not degrade rapidly in the soil, and it is very easy to pollute soil and groundwater sources, posing a potential threat to the safety of agricultural products and the environment. In recent years, carbofuran has...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/79C07K14/765G01N33/531
CPCC07D307/79C07K14/765G01N33/531
Inventor 孙凤霞彭夏雨罗小玲卢春霞罗瑞峰王静谢勇党富民康立超
Owner XINJIANG ACADEMY OF AGRI & RECLAMATION SCI