Dicofol hapten, artificial antigen and antibody, and synthesis method and application thereof

A technology for dicofol and its synthesis method, which is applied in the field of immunochemical analysis, can solve the problems of dicofol antibody specificity and sensitivity constraints, unsuitability for large-scale promotion and application, and relatively high accuracy requirements, and achieve easy control of reaction conditions and low synthesis cost Advantages, the effect of easy access to raw materials

Active Publication Date: 2020-03-31
SHENZHEN BIOEASY BIOTECHNOLOGY CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Common detection methods for dicofol include packed column gas chromatography, capillary gas chromatography, and gas chromatography-mass chromatography. These detection methods have relatively high accuracy, but the actual operation is difficult, and the accuracy of the work is relatively high, and the detection cost Also relatively high, not suitable for large-scale promotion and application
However, the inventors of the present application found that the specificity and sensitivity of the dicofol antibody of the above-mentioned technology have certain limitations in the process of realizing the embodiment of the present application.

Method used

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  • Dicofol hapten, artificial antigen and antibody, and synthesis method and application thereof
  • Dicofol hapten, artificial antigen and antibody, and synthesis method and application thereof

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preparation example Construction

[0038] Specifically, the formula ( ) The synthetic method of the dicofol hapten of the structure shown comprises the following steps:

[0039] S1. Under the catalysis of the catalyst, (trichloromethyl)trimethylsilane (TMSCCl 3 ) reacts with 4-chloro-3-nitrobenzophenone to obtain intermediate 1, which has the structural formula ;

[0040] S2. The intermediate 1 is hydrolyzed to obtain the intermediate 2, and the intermediate 2 has the structural formula

[0041] ;

[0042] S3. The intermediate 2 is subjected to a reduction reaction to obtain the formula ( ) of the dicofol hapten of the structure shown.

[0043] Wherein, the step S1 comprises the following steps: first add 4-chloro-3-nitrobenzophenone, a catalyst dissolved in DMF to the reactor, and slowly add DMF-dissolved (trichloromethyl ) trimethylsilane, after the dropwise addition, the reaction was continuously stirred at room temperature. After the reaction, water was added, extracted with ethyl acetate, and th...

Embodiment 1

[0060] A kind of dicofol hapten, the steps of its synthetic method are as follows:

[0061] S1. First add 2.3g of 4-chloro-3-nitrobenzophenone and 0.23g of sodium formate dissolved in 30mL of DMF to the one-necked bottle, and then slowly add 2g of (trichloromethyl) trichloromethyl trichloride dissolved in DMF dropwise at room temperature. After the addition of methyl silane, continue stirring at room temperature for 2 hours. After the reaction, add water, extract 2-3 times with ethyl acetate, collect the organic phase, evaporate the organic phase to dryness, and then purify the column to obtain the intermediate 1, the intermediate 1 has the structural formula ;

[0062] S2. Weigh 2g of intermediate 1, dissolve it in 50mL of methanol, add 10mL of 20% hydrochloric acid solution, heat to reflux, and carry out the hydrolysis reaction for 15h; after the reaction, evaporate the methanol to dryness, add water to dilute, and then extract 2-3 times with ethyl acetate , the organic p...

Embodiment 2

[0065] A kind of dicofol hapten, the steps of its synthetic method are as follows:

[0066] S1. First add 2.3g of 4-chloro-3-nitrobenzophenone and 0.77g of ammonium acetate dissolved in 30mL of DMF to the one-mouth bottle, then slowly add 2g of (trichloromethyl) dissolved in DMF dropwise at room temperature After the dropwise addition of trimethylsilane, continue stirring at room temperature for 1 hour. After the reaction, add water, extract 2-3 times with ethyl acetate, collect the organic phase, evaporate the organic phase to dryness, and then pass column purification to obtain intermediate Body 1, said intermediate 1 has the structural formula ;

[0067]S2. Weigh 2g of intermediate 1, dissolve it with 50mL of methanol, add 10mL of 20% hydrobromic acid aqueous solution, heat to reflux, and carry out the hydrolysis reaction for 24h; The ester is extracted 2-3 times, and the organic phase is evaporated to dryness and purified by a column to obtain intermediate 2, which has ...

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Abstract

The invention discloses dicofol hapten, artificial antigen and antibody, and a synthesis method and an application thereof. The invention, for the first time, discloses a dicofol hapten in a novel structure, which has high similarity as a target to-be-test substance, dicofol, wherein the characteristic structure of the dicofol is maintained as most as possible. An amino group is introduced to theposition of phenylchlorine group of the dicofol, so that the antigenic determinant of the hapten can be exposed better, the immunogenicity of the dicofol hapten is significantly enhanced, and the dicofol hapten has an amino group that can be coupled with a carrier protein. After the coupling with the carrier protein, a dicofol immunizing antigen can stimulate the immune response of animals betterto form an antibody having stronger specificity and higher sensitivity when being used for immunizing animals. Indirect competitive ELISA detects proves that the IC 50 of the dicofol hapten is 23.5 [mu]g/L. The result lays the foundation of establishing various immunoassay methods for the dicofol.

Description

technical field [0001] The invention relates to the technical field of immunochemical analysis, in particular to a dicofol hapten, an artificial antigen, an antibody and a synthesis method and application thereof. Background technique [0002] Dicofol, also known as Kaile San, chemical name 2,2,2-trichloro-1,1-bis(4-chlorophenyl)ethanol. It is generally 20% emulsifiable concentrate, the appearance is light yellow to reddish brown single-phase transparent oily liquid, the pure product is solid, stable in acid, easy to decompose in case of alkali, it is a broad-spectrum low-toxic organic chlorine synthesized based on the principle of DDT Acaricide, effective on adult mites, juvenile nymphs and eggs, has good selectivity, does not harm natural enemies, mainly contacts harmful mites, has a long residual effect period, and has no systemic effect. It is mainly used to control cotton and fruit trees , flowers, etc. a variety of mite damage. Since dicofol is not easy to decompose ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C215/68C07C213/02C07K14/795C07K14/765C07K1/107C07K16/44G01N33/577G01N33/53
CPCC07C215/68C07C213/02C07C201/12C07F7/188C07K14/795C07K14/765C07K16/44G01N33/577G01N33/5308C07C205/19
Inventor 王西丽杨星星魏雄军邓启福杨中黎维杨林林付辉金虹李城张鑫
Owner SHENZHEN BIOEASY BIOTECHNOLOGY CO LTD
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