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Artificial hapten and artificial antigen of scopolamine as well as preparation method and application of artificial hapten and artificial antigen

A technology of artificial hapten and scopolamine, applied in the field of artificial antigen and its preparation, scopolamine artificial hapten, can solve the problems of time-consuming detection and expensive instruments, and achieve the effects of high affinity, high sensitivity and strong specificity

Pending Publication Date: 2022-07-26
HANGZHOU TONGZHOU BIOTECHNOLOGY CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The present invention is to overcome the disadvantages of expensive instruments, time-consuming detection, and the need for professional technicians to operate in the detection methods of scopolamine in the prior art, and provides a scopolamine artificial hapten, artificial antigen and its preparation method and application to overcome above defects

Method used

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  • Artificial hapten and artificial antigen of scopolamine as well as preparation method and application of artificial hapten and artificial antigen
  • Artificial hapten and artificial antigen of scopolamine as well as preparation method and application of artificial hapten and artificial antigen
  • Artificial hapten and artificial antigen of scopolamine as well as preparation method and application of artificial hapten and artificial antigen

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0068] This implements a kind of preparation method of scopolamine artificial antigen (reaction process such as figure 1 ), including the following steps:

[0069] (1) Preparation of scopolamine artificial hapten I-I:

[0070] ①Weigh 200 mg (0.457 mmol) of scopolamine hydrobromide trihydrate and dissolve it in 10 ml of purified water, adjust the pH of the solution to 9 with concentrated ammonia, and then extract with 3*20 ml of dichloromethane, collect the organic phase, and dry it with anhydrous magnesium sulfate , filtered and concentrated to obtain a slightly white oily substance A132mg (0.436mmol);

[0071] The slightly white oil A was detected by TLC, and the chromatographic solution was dichloromethane: 95% ethanol: 1,4-dioxane: ammonia water=10:8:1:1 (v / v), product R f =0.9;

[0072] ② Dissolve 132 mg (0.436 mmol) of the slightly white oily substance A in 10 ml of pyridine, then add 87 mg (0.87 mmol) of succinic anhydride and 13 mg of 4-dimethylaminopyridine (10% of ...

Embodiment 2

[0084] This implements a kind of preparation method of scopolamine artificial antigen (reaction process such as Figure 5 ), including the following steps:

[0085] ① The same as in Example 1.

[0086] ②Dissolve 128 mg (0.422 mmol) of the slightly white oily substance A in 10 ml of pyridine, then add 96 mg (0.84 mmol) of glutaric anhydride and 13 mg of 4-dimethylaminopyridine (10% of the raw material mass), and put it in an oil bath at 110 °C. The reaction was refluxed and stirred for 18 hours; after the reaction was completed, it was naturally cooled to room temperature, and the solvent was evaporated to dryness under reduced pressure to obtain a brown-black oily substance. 20ml of dichloromethane was added to dissolve the residue, and the organic phase was washed with 2*20ml of purified water. Dry over magnesium sulfate, filter, and evaporate to dryness under reduced pressure to obtain a brown-black oily residue. The residue was subjected to thin layer chromatography (TLC)...

Embodiment 3

[0091] This implements a kind of preparation method of scopolamine artificial antigen (reaction process such as Image 6 ), including the following steps:

[0092] ① The same as in Example 1.

[0093] ② Dissolve 122 mg (0.403 mmol) of the slightly white oily substance A in 10 ml of pyridine, then add 104 mg (0.81 mmol) of adipic anhydride and 12 mg of 4-dimethylaminopyridine (10% of the raw material mass), and put it in an oil bath at 90°C. The reaction was stirred under reflux for 24 hours; after the reaction was completed, it was naturally cooled to room temperature, and the solvent was evaporated to dryness under reduced pressure to obtain a brown-black oil, 20 ml of dichloromethane was added to dissolve the residue, the organic phase was washed with 2*20 ml of purified water, Dry over magnesium sulfate, filter, and evaporate to dryness under reduced pressure to obtain a brown-black oily residue. The residue was subjected to thin layer chromatography (TLC) (solvent and el...

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Abstract

The invention discloses a scopolamine artificial hapten, a scopolamine artificial antigen and a preparation method and application of the scopolamine artificial hapten and the scopolamine artificial antigen. The molecular structure of the scopolamine artificial hapten is shown as a formula (I), and the molecular structure of the scopolamine artificial antigen is shown as a formula (II). According to the scopolamine artificial hapten, the characteristic structures of scopolamine are reserved to the maximum extent, active groups capable of being coupled with carrier protein are introduced to the end positions far away from the main characteristic structures, and the scopolamine artificial hapten can be used as an antigenic determinant; the further prepared artificial antigen of the scopolamine can be used for performing mouse immunization to obtain an anti-scopolamine monoclonal antibody with high affinity, high sensitivity and strong specificity, and can be used for performing rapid and accurate immunodetection and immunoassay on the scopolamine.

Description

technical field [0001] The invention belongs to the technical field of biochemical industry, and in particular relates to a scopolamine artificial hapten, an artificial antigen and a preparation method and application thereof. Background technique [0002] Scopolamine (Scopolamine) is a tropane-type alkaloid, mainly found in Solanaceae belladonna and Datura. Clinically, scopolamine is mainly used for analgesia, anesthesia, anti-motion sickness, Parkinson's disease, improving microcirculation, detoxification and drug poisoning, pesticide poisoning, etc., and the market demand is huge. [0003] Since it was successfully used in the treatment of some critically ill patients in the late 1950s, the drug has been widely concerned, especially in recent years, its application in clinical medicine has become more and more extensive, and remarkable curative effects have been achieved. For example, it has important uses in the treatment of respiratory diseases, septic shock, cardiovas...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D451/10C07K14/765C07K16/44C07K1/02C07K1/107G01N33/94G01N33/577G01N33/531
CPCC07D451/10C07K14/765C07K16/44G01N33/948G01N33/577G01N33/531C07K2317/35C07K2317/92
Inventor 王镇邵越水丁枭科
Owner HANGZHOU TONGZHOU BIOTECHNOLOGY CO LTD
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