Novel thyroxine hapten luminescent marker and synthetic method thereof

A technology of luminescent markers and thyroxine, which is applied in the direction of luminescent materials, chemical instruments and methods, organic chemistry, etc., can solve problems such as being susceptible to external interference, poor thermal stability, and large differences between production batches. Fewer interference factors, improved detection sensitivity, and good luminescence performance

Inactive Publication Date: 2015-03-11
SHENZHEN MAXCHEMTECH
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Problems solved by technology

Among them, the detection of thyroxine in the acridine body system is realized by the competition method, but at present, most of the international clinical diagnostic kits use AE·NHS labeled protein macromolecules, AE·NHS markers are easy to hydrolyze and have poor thermal stability. Short shelf life and expensive
[0003...

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  • Novel thyroxine hapten luminescent marker and synthetic method thereof
  • Novel thyroxine hapten luminescent marker and synthetic method thereof
  • Novel thyroxine hapten luminescent marker and synthetic method thereof

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Embodiment Construction

[0018] The present invention will be described in further detail below in conjunction with specific embodiments.

[0019] The synthetic route of the novel compound used for chemiluminescent detection of thyroxine described in the present invention is as follows:

[0020]

[0021] specific:

[0022] Compound 2 was prepared as follows:

[0023] 1. Dissolve bis-nonyltriamine 1 (1.55g) in 100ml of acetonitrile, and add ethyl trifluoroacetate (1.56g).

[0024] 2. Stir overnight at room temperature.

[0025] 3. Monitor the completion of the reaction by thin layer chromatography.

[0026] 4. Concentrate under reduced pressure and pump to dryness to obtain 2 g of crude product of trifluoroacetamide compound 2 (Formula: C22H39F6N3O2, MW: 491.55).

[0027] Preparation of Compound 3

[0028] 1. Dissolve the crude product of trifluoroacetamide compound 2 in 100ml of acetonitrile, and first add 0.875ml of triethylamine.

[0029] 2.0.74g of succinic anhydride was added and stirred ...

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Abstract

The invention discloses a novel thyroxine hapten luminescent marker and a synthetic method thereof, wherein the synthetic method of the novel thyroxine hapten luminescent marker comprises the steps: A) preparing a trifluoroacetamide compound 2 crude product; B) preparing a trifluoroacetamide compound 3; C) preparing a trifluoroacetamide compound 4; D) preparing a thyroxine methyl ester compound 5; E) preparing a thyroxine methyl ester compound 6; F) preparing a thyroxine methyl ester compound 7; and G) preparing the target product acridine marked novel thyroxine methyl ester. The invention provides the novel compound for chemiluminescence detection of thyroxine and the synthetic route and method thereof; the small-molecular marker is easy to purify, can achieve industrialized production, and improves the detection sensitivity. The defects that protein macromolecular compounds used in conventional detection reagents are expensive and allow differences to be easily produced in the production process are solved.

Description

technical field [0001] The invention belongs to the field of organic synthesis, and in particular relates to a synthesis method of a novel thyroxine hapten luminescent marker. Background technique [0002] Existing immunoassay methods include radioimmunoassay, electrochemiluminescence immunoassay, chemiluminescence immunoassay and enzyme-linked immunoassay. Chemiluminescence immunoassay has been widely used abroad in recent years because of its high sensitivity, good precision, wide detection linear range, stable markers, easy operation and no radioactive pollution. There are currently four types of markers commonly used in chemiluminescent immunoassays: luminol, isoluminol, acridinium ester derivatives, horseradish peroxidase, and alkaline phosphatase. Among them, the detection of thyroxine in the acridine body system is realized by the competition method, but at present, most of the international clinical diagnostic kits use AE·NHS labeled protein macromolecules, AE·NHS m...

Claims

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Application Information

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IPC IPC(8): C07D219/04C09K11/06
CPCC07D219/04C09K11/06C09K2211/1022C09K2211/1029
Inventor 任琪谈宇清
Owner SHENZHEN MAXCHEMTECH
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