Fluorescent labeling method of pyraclostrobin and its application

A technology of fluorescent labeling and pyraclostrobin, applied in fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc., can solve the problems of long half-life and low sensitivity, and achieve the effect of simple steps, high application value and good labeling effect

Inactive Publication Date: 2016-04-13
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

because 14 C has a long half-life, and there is a problem of low sensitivity when using its radioactivity (activity) for detection

Method used

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  • Fluorescent labeling method of pyraclostrobin and its application
  • Fluorescent labeling method of pyraclostrobin and its application
  • Fluorescent labeling method of pyraclostrobin and its application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Preparation of fluorescently labeled pyraclostrobin with dansyl chloride.

[0024] a. Amidation of pyraclostrobin with ethylenediamine:

[0025] Weigh 412mg (1mmol) of pyraclostrobin, add 10mL of methanol, add 200mg of solid alkali oxide roasted at 500°C, add dropwise 0.67mL (~10mmol) of ethylenediamine, slowly heat up to 40°C and react for 6 hours. After filtration, the reaction solution was evaporated to dryness, and purified by preparative chromatography column chromatography (eluent composed of dichloromethane:methanol=20:1) to obtain 374mg (0.85mmol) pyraclostrobin derivatives, and the yield was 85%; chemical reaction formula as follows:

[0026]

[0027] b. Amidation with dansyl chloride to introduce a fluorescent group:

[0028] Weigh 188mg (0.43mmol) of the above pyraclostrobin derivatives, 127mg (~0.47mmol) of dansyl chloride, 5.2mg (0.043mmol) of 4-dimethylaminopyridine (DMAP), then add 2mL of dichloromethane, 72mg (0.71 mmol) triethylamine and 100 mg of...

Embodiment 2

[0031] Detection experiment on the relevant properties of the dansyl chloride fluorescently labeled pyraclostrobin prepared in Example 1.

[0032] (1) Determination of the dissociation mechanism of the structural fragment ions of pyraclostrobin.

[0033] After the ester group of pyraclostrobin was derivatized with amino reagent, the fluorescent marker dansyl chloride was labeled, and the trace analysis method of pyraclostrobin was established by high performance liquid chromatography, and the metabolism of pyraclostrobin fluorescent marker was designed. experiment method. First through pyraclostrobin full scan mass spectrogram (see figure 1 ), confirm [M+H] + The ion peak is 413.2, 435.1 is [M+Na] + Ion peaks, in [M+H] + Ion peak 413.2 is the precursor ion for secondary mass spectrometry analysis (see figure 2 ). Depend on figure 2 It can be seen that the fragment ions 145.0 and 205.0 with the two strongest signals in the secondary mass spectrum, and the fragment ion ...

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Abstract

The invention relates to a fluorescence labeling method for pyraoxystrobin and applications thereof. The invention discloses a rapid and efficient fluorescence labeling method for a pesticide pyraoxystrobin, which comprises simple steps, namely, under the action of a catalyst, pyraoxystrobin is amidated by using ethylenediamine, then obtained pyraoxystrobin derivatives and dansyl chloride are further amidated under the support of silver hydroxide to introduce a fluorescent group; the dansyl chloride labeled pyraoxystrobin has obvious fluorescence characteristic; by using a fluorescence confocal microscopy technology, parts by which the fluorescence labeled pyraoxystrobin passes in a living body can be determined, and then the metabolic pathway of the pyraoxystrobin can be traced and determined by the dansyl chloride fluorescence labeled pyraoxystrobin.

Description

technical field [0001] The invention relates to a method for carrying out fluorescent labeling on pyraclostrobin and its application for detection of pyraclostrobin metabolic pathway. Background technique [0002] Pyrastrostrobin is a methoxyacrylate-based high-efficiency and low-toxicity fungicide with broad-spectrum fungicidal activity. Pesticides with pyraclostrobin as the main active component have a very wide range of applications and can effectively control cucumber downy mildew , Wheat powdery mildew, also has good antibacterial activity against Sclerotinia sclerotiorum, Grape white rot, Apple ringworm, Apple spotted leaf rot, etc. [0003] But so far, pyraclostrobin and its pesticides with pyraclostrobin as the main active ingredient have not obtained the pesticide registration certificate of the Ministry of Agriculture, and they cannot be sold directly abroad. One of the main reasons is that they have not conducted complete pharmacological experiments and environmen...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D231/20C09K11/06G01N21/64
CPCC07D231/20C09K11/06C09K2211/1007C09K2211/1011C09K2211/1044G01N21/643G01N2021/6439
Inventor 石磊李杰程舸刘晓梅
Owner JILIN UNIV
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