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A kind of estrogen hapten, complete antigen and preparation method thereof

A complete antigen and hapten technology, which is applied in the field of immunochemistry and detection, can solve the problems of low product purity, long reaction time, and uncontrollable reaction, and achieve high product purity, no need for heat treatment, and the effect of saving reaction substrates

Active Publication Date: 2021-05-04
广州安基利生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

At present, because DES, HEX, and DIS contain two phenolic hydroxyl groups, during the activation reaction, both phenolic hydroxyl groups may be activated. Adopt the weaker catalyzer of activity, as potassium carbonate, sodium carbonate or triethylamine etc., but its reaction often needs heating, and the reaction time is longer; And use strong catalyzer to exist again (two phenolic hydroxyl groups are all activated) product purity is not good High, uncontrollable response and other issues

Method used

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  • A kind of estrogen hapten, complete antigen and preparation method thereof

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Embodiment approach

[0018] The estrol hapten is an estrol derivative, and the hapten introduces a carboxyl group on the phenolic hydroxyl side of the estrol to form an estrol-monocarboxymethyl ether compound.

[0019] Specifically, the structural formulas of the estrol haptens prepared in the examples of the present invention are shown in Formula I, Formula II, and Formula III:

[0020]

[0021] As mentioned in the background technology, there are many deficiencies in the existing synthesis of estrol haptens. The present invention redesigns and optimizes the hapten synthesis process, and finally obtains an efficient synthesis method of high-purity estrol haptens.

[0022] In a specific embodiment, the present invention discloses a method for preparing an estrol hapten, the method comprising: carrying out estrol and monochloroacetate in an organic solvent at normal temperature and in the presence of a catalyst. The reaction is terminated with ice water, the unreacted estrols are extracted with ...

Embodiment 1

[0036] Embodiment 1: Preparation method of diethylstilbestrol hapten

[0037] Weigh 295 mg of diethylstilbestrol and place in 6 mL of dry dimethyl sulfoxide, add 1.540 g of potassium hydroxide into the solution, and stir for 5 min. Add 64 mg of sodium monochloroacetate. At room temperature of 10°C, after magnetic stirring for 35 min, 50 mL of ice water was added to terminate the reaction. Add 24 mL of ethyl acetate and extract three times to remove unreacted diethylstilbestrol. The aqueous phase was acidified with 100 mL of 1.5 mol / L hydrochloric acid while stirring, and a white precipitate appeared. Filter through a funnel, wash the precipitate with distilled water until neutral, and dry it in an oven to obtain the diethylstilbestrol hapten with a yield of about 28% and a purity of about 98%.

Embodiment 2

[0038] Embodiment 2: Dienestrol hapten preparation method

[0039] Weigh 293 mg of dienestrol and place in 4 mL of dry dioxane, add 0.924 g of potassium hydroxide into the solution, and stir for 5 min. 128 mg of sodium monochloroacetate was added. At room temperature of 10°C, after magnetic stirring for 35 min, 50 mL of ice water was added to terminate the reaction. Add ethyl acetate 24mL and extract twice to remove unreacted dienestrol. Acidify the aqueous phase with 100mL 2.5mol / L nitric acid while stirring, and a white precipitate appears. Filter through a funnel, wash the precipitate with distilled water until neutral, and dry it in an oven to obtain the dienestrol hapten with a yield of about 29% and a purity of about 97%.

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Abstract

The invention discloses an estrogen hapten, a complete antigen and a preparation method thereof. The method comprises: reacting estrols and monochloroacetate in an organic solvent at normal temperature and in the presence of a catalyst, terminating the reaction with ice water, taking the unreacted estrols of the organic extractant, and using acid Acidification produces a white precipitate, which is the estrol hapten. By optimizing the catalyst and reaction time in the synthesis, this method provides a simple method without heating and controlling the pH, and the hapten can be obtained in a short time; the unreacted product and the substrate are used to remove the unreacted hapten by using the extraction method. At the same time, the obtained estrols can continue to be used through recovery, saving the reaction substrate; finally, the method of crystallization by hydrochloric acid acidification can obtain high-purity estrols haptens; Haptens are linked to carrier proteins to obtain complete antigens.

Description

technical field [0001] The invention relates to the technical field of immunochemistry and detection, in particular to an estrol hapten, a complete antigen and a preparation method thereof, in particular to diethylstilbestrol (DES), hexestrol (HEX) and dienestrol (DIS) Hapten preparation method. Background technique [0002] Environmental estrogen refers to a class of compounds that have estrogenic effects, can simulate natural estrogen, and interfere with endocrine function. Diethylstilbestrol (DES), hexestrol (HEX) and dienestrol (DIS), are non-steroidal anabolic hormones, which can promote the increase of nitrogen retention in animals, and have the effect of increasing protein deposition and reducing fat deposition, because of its simple structure , easy to synthesize, low cost and other characteristics, it is used to promote the growth of livestock and poultry, increase the lean meat rate, etc. Since DES, HEX, DIS, etc. are all environmental estrogens, they can affect ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C51/367C07C59/70C07K14/765C07K14/77C07K14/795G01N33/74G01N33/535
CPCC07C51/367C07C59/70C07K14/765C07K14/77C07K14/795G01N33/535G01N33/74
Inventor 贾敏
Owner 广州安基利生物科技有限公司
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