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Macrotigmatrienone hapten, megastigmatrienone artificial antigen, preparation methods of megastigmatrienone hapten and artificial antigen, antibody and application thereof

A technology of megaditylotrienone and artificial antigen, which is applied in the field of daidzematrienone hapten, artificial antigen and preparation thereof, can solve the problems of expensive instruments, large amount of organic reagents, high requirements on environment and operator level, and achieves the high cost effect

Active Publication Date: 2022-02-25
TOBACCO RES INST CHIN AGRI SCI ACAD
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The purpose of the embodiment of the present invention is to provide a macrostigmatrienone hapten, an artificial antigen and its preparation method, antibody and application, aiming to solve the existing macrostigmatrienone detection method that has a large amount of organic reagents and equipment Expensive, high environmental and operator level requirements

Method used

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  • Macrotigmatrienone hapten, megastigmatrienone artificial antigen, preparation methods of megastigmatrienone hapten and artificial antigen, antibody and application thereof
  • Macrotigmatrienone hapten, megastigmatrienone artificial antigen, preparation methods of megastigmatrienone hapten and artificial antigen, antibody and application thereof
  • Macrotigmatrienone hapten, megastigmatrienone artificial antigen, preparation methods of megastigmatrienone hapten and artificial antigen, antibody and application thereof

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preparation example Construction

[0030] The embodiment of the present invention also provides a preparation method of the above macrostigmatrienone hapten, comprising:

[0031] Step S1, dissolving macrostigmatrienone in methanol, and adding sodium borohydride in batches under ice bath conditions for ice bath reaction, quenching the reaction with saturated aqueous ammonium chloride solution, extracting the organic phase with ethyl acetate, washing, Drying, filtration and concentration gave the compound as a colorless liquid.

[0032] Step S2, dissolving the compound in dichloromethane, adding triethylamine and adding dianhydride in batches under ice bath conditions to react at room temperature, quenching the reaction with saturated saline, extracting the organic phase with ethyl acetate, washing , dried, filtered, concentrated and purified to obtain that product.

[0033] Wherein, the molar mass ratio of the macrostigmatrienone to the dianhydride is 1:2-5.

[0034] Wherein, the dianhydride is one of succinic...

Embodiment 1

[0048] This embodiment provides a macrostigmatrienone hapten, its structural formula is as follows:

[0049]

[0050] It can be seen that the macrostigmatrienone hapten provided by the embodiment of the present invention directly introduces the carboxyl group through the hydroxyl group on the macrostigmatrienone, which retains the chemical structure and characteristics of the macrostigmatrienone to the greatest extent. And it can be directly coupled with the carrier protein, laying the foundation for the subsequent preparation of high-specificity and high-sensitivity macrostigmatrienone antibody.

Embodiment 2

[0052] This embodiment provides a method for preparing a macrostigmatrienone hapten, the steps of which are as follows:

[0053]

[0054] Step S1: Macrostigmatrienone (compound 1, 0.57 g, 3 mmol) was dissolved in methanol (50 mL), and sodium borohydride (0.22 g, 6 mmol) was added in batches under ice-bath conditions. React in an ice bath for 1 hour, quench the reaction with saturated aqueous ammonium chloride (100 mL), extract the organic phase with ethyl acetate (50 mL, 3 times), wash the organic phase with water (20 mL, 3 times), and dry over anhydrous sodium sulfate. Filtration and concentration gave compound 2 as a colorless liquid.

[0055] Step S2: Compound 2 (0.29 g, 1.5 mmol) was dissolved in dry dichloromethane (50 mL), and triethylamine was added. Succinic anhydride (0.30 g, 1.5 mmol) was added in portions under ice-cooling, and the mixture was reacted at room temperature for 5 hours. The reaction was quenched with saturated brine (100 mL), and the organic phase...

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Abstract

The invention is suitable for the technical field of quality detection, and provides a megastigmatrienone hapten, an artificial antigen, a preparation method of the artificial antigen, an antibody and an application of the megastigmatrienone hapten, the structural formula of the megastigmatrienone hapten is shown in the specification, and n is any integer from 2 to 4. According to the invention, the existing keto group on megastigmatrienone is used for reduction, and the megastigmatrienone has a carboxyl group coupled with a carrier protein by introducing a connecting arm. On one hand, the chemical structure and characteristics of megastigmatrienone can be reserved to the greatest extent, on the other hand, the introduced carboxyl group can be directly coupled with carrier protein, and both the carboxyl group and the carrier protein lay a foundation for subsequent preparation of high-specificity and high-sensitivity antibodies; specifically, the megastigmatrienone artificial antigen is prepared on the basis of the megastigmatrienone hapten, and an antibody obtained from the megastigmatrienone artificial antigen has high titer, specificity and affinity and can be applied to rapid and specific detection of megastigmatrienone in tobacco leaves.

Description

technical field [0001] The invention belongs to the technical field of quality detection, and in particular relates to a macrostigmatrienone hapten, an artificial antigen, a preparation method, an antibody and applications thereof. Background technique [0002] As the carotenoid degradation product with the highest content in the neutral aroma components of tobacco, macrostigmatrienone has tobacco aroma, floral aroma, woody aroma and spicy aroma, and is also an important main aroma component of flue-cured tobacco in my country. The content of macrostigmatrienone is positively correlated with the aroma quality and quality of tobacco leaves. Adding a small amount to cigarettes can greatly improve the aroma and taste of cigarettes, and greatly improve the aroma quality of cigarette products, so it has a great impact on the quality of flue-cured tobacco significantly. The content of macrostigmatrienone will vary with the variety, origin, production process and storage condition...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C69/40C07C69/42C07C69/44C07C67/08C07C29/143C07C35/18C07K14/765C07K14/77C07K1/107C07K16/44G01N33/577G01N33/53
CPCC07C69/40C07C69/42C07C69/44C07C67/08C07C29/143C07C35/18C07K14/77C07K14/765C07K16/44G01N33/577G01N33/5308C07C2601/16C07K2317/35C07K2317/92
Inventor 方松刘雪宁扬孔凡玉张义志王大彬邱军
Owner TOBACCO RES INST CHIN AGRI SCI ACAD
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