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Sorbic acid hapten, synthesis methods thereof, sorbic acid artificial antigen, sorbic acid antibody and application of antibody

A synthetic method and artificial antigen technology, applied in the field of immunochemical analysis, to achieve the effects of simple reaction operation, easy availability of raw materials, high purity and yield

Active Publication Date: 2019-07-05
SHENZHEN BIOEASY BIOTECHNOLOGY CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, at present, there is no relevant report on sorbic acid hapten in China

Method used

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  • Sorbic acid hapten, synthesis methods thereof, sorbic acid artificial antigen, sorbic acid antibody and application of antibody
  • Sorbic acid hapten, synthesis methods thereof, sorbic acid artificial antigen, sorbic acid antibody and application of antibody
  • Sorbic acid hapten, synthesis methods thereof, sorbic acid artificial antigen, sorbic acid antibody and application of antibody

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Experimental program
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Effect test

preparation example Construction

[0035] Specifically, the formula ( ) The synthetic method of the sorbic acid hapten of the shown structure comprises the following steps:

[0036] S1. Under the catalysis of dipolyrhodium acetate, furan reacts with ethyl azidoacetate to obtain intermediate 1, which has the structural formula ;

[0037] S2. The intermediate 1 is subjected to a hydrolysis reaction to obtain the formula ( ) of the sorbic acid hapten with the structure shown.

[0038] Wherein, the step S1 includes the following steps: firstly add dimeric rhodium acetate and furan into the reactor, then slowly add ethyl azidoacetate dropwise under ice bath, after the dropwise addition, continue to stir the reaction at room temperature, after the reaction ends , add water, extract with ethyl acetate, collect the organic phase, evaporate the organic phase to dryness and redissolve with anhydrous dichloromethane, then add iodine particles, ultrasonically dissolve, and continue to stir the reaction at room tempera...

Embodiment 1

[0064] A kind of hapten for sorbic acid immunization, its synthesis method comprises the steps:

[0065]S1. Add rhodium acetate and furan to the reactor first, and then slowly add ethyl azidoacetate dropwise under ice bath. Carry out extraction, collect the organic phase, redissolve the organic phase with anhydrous dichloromethane after evaporating to dryness, then add iodine particles, ultrasonically dissolve, continue to stir the reaction at room temperature, add an oxidant after the reaction is completed, and evaporate the separated organic phase to dryness , column purification, to obtain intermediate 1; wherein, the ratio of the amount of the furan and ethyl azidoacetate is 2:1; the quality of the dipoly rhodium acetate is the quality of the ethyl azidoacetate 0.08%; The amount of the substance of the iodine particle is 2.5 times of the amount of the ethyl azidoacetate substance;

[0066] S2. Weigh intermediate 1, dissolve it with methanol, add alkaline solution, heat to...

Embodiment 2

[0068] A kind of hapten for sorbic acid immunization, its synthesis method comprises the steps:

[0069] S1. Add rhodium acetate and furan to the reactor first, and then slowly add ethyl azidoacetate dropwise under ice bath. Carry out extraction, collect the organic phase, redissolve the organic phase with anhydrous dichloromethane after evaporating to dryness, then add iodine particles, ultrasonically dissolve, continue to stir the reaction at room temperature, add an oxidant after the reaction is completed, and evaporate the separated organic phase to dryness , column purification, to obtain intermediate 1; wherein, the ratio of the amount of the furan and ethyl azidoacetate is 3:1; the quality of the dipoly rhodium acetate is the quality of the ethyl azidoacetate 0.1; The amount of substance of described iodine grain is 2 times of the amount of ethyl azidoacetate substance;

[0070] S2. Weigh intermediate 1, dissolve it with methanol, add alkaline solution, heat to reflux,...

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Abstract

The invention discloses sorbic acid haptens, synthesis methods thereof, a sorbic acid artificial antigen, a sorbic acid antibody and an application of the antibody. Two sorbic acid haptens with different structures are provided, wherein the sorbic acid hapten having a structure represented by formula (I) is used as a sorbic acid immunization hapten, the sorbic acid immunization hapten is highly similar to a target analyte sorbic acid, maximally reserves the characteristic structures of the sorbic acid, and can well expose the antigenic determinant of the hapten, so the sorbic acid hapten has obviously enhanced immunogenicity, and has the aldehyde group which can be coupled with a carrier protein; and when a sorbic acid immunizing antigen obtained after coupling the sorbic acid hapten withthe carrier protein is used to immunize an animal, it is beneficial to stimulating the immune response of the animal to produce the antibody with a high specificity and a high sensitivity, the IC50 ofthe sorbic acid antibody detected by indirect competitive ELISA is 11 mg / L, and a basis is provided for subsequent establishing of various immunoassay methods for sorbic acid.

Description

technical field [0001] The invention relates to the technical field of immunochemical analysis, in particular to sorbic acid hapten, artificial antigen, antibody and their synthesis method and application. Background technique [0002] Sorbic acid and potassium sorbate are good food preservatives, which are widely used in agricultural products, food and other industries. Through the application of potassium salt and sorbic acid, the growth of microorganisms can be effectively controlled and the shelf life can be extended. In the field of food, the daily allowable amount of potassium sorbate and sorbic acid is strictly defined. Excessive consumption of these two substances will cause harm to the human body, which is not conducive to the maintenance of the balance of normal intestinal flora and is not conducive to the Normal maintenance of metabolism. In severe cases, it will lead to the inhibition of bone growth and threaten the health of the liver and kidneys. my country's...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C59/74C07C51/09C07C59/52C07C51/367C07C69/738C07C67/343C07K14/765C07K16/44G01N33/577
CPCC07C51/09C07C51/367C07C59/52C07C59/74C07C67/343C07K14/765C07K16/44C07K19/00G01N33/577C07C69/738
Inventor 付辉李细清杨星星王伟维杨林林曾文涛周巧妮曾楚怡张克俊艾泉
Owner SHENZHEN BIOEASY BIOTECHNOLOGY CO LTD
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