Synthesis method of water-soluble fluorescent probe and application of the water-soluble fluorescent probe to detection of antibiotics

A fluorescent probe and synthesis method technology, applied in the field of detection of antibiotics, water-soluble fluorescent probes and their synthesis, can solve the problems of complex detection steps, long detection time, poor practicability, etc., and achieve short detection time, high sensitivity, and responsiveness The effect of mild conditions

Active Publication Date: 2021-04-30
JIANGSU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These detection methods often require large precision instruments and the detection steps are complicated and cumbersome, the detection time is long, the practicability is poor, and professional staff are required

Method used

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  • Synthesis method of water-soluble fluorescent probe and application of the water-soluble fluorescent probe to detection of antibiotics
  • Synthesis method of water-soluble fluorescent probe and application of the water-soluble fluorescent probe to detection of antibiotics
  • Synthesis method of water-soluble fluorescent probe and application of the water-soluble fluorescent probe to detection of antibiotics

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] (1) Under the protection of nitrogen environment, take 410 μL (4 mmol) of 2.4-dimethylpyrrole and 328 mg (2 mmol) of methyl p-formylbenzoate and dissolve them in an appropriate amount of dichloromethane, add 400 μL of trifluoroacetic acid, and stir thoroughly at room temperature for 12 hours , to obtain a mixture.

[0038] (2) Add 454 mg (2 mmol) of DDQ to the mixture in step (1), and stir for 3-5 hours. Add 5ml (4mmol) of triethylamine and fully react for 20min. Add 5ml (4mmol) of boron trifluoride etherate complex and react for 12h to stop the reaction.

[0039] (3) The reaction solution obtained above was washed with saturated brine, extracted three times with dichloromethane, and the organic phase yellow-green solution was collected;

[0040] (4) The yellow-green solution was evaporated and concentrated, separated by silica gel column chromatography, and the bright green fluorescent solution was collected and evaporated and concentrated, then acidified to obtain t...

Embodiment 2

[0042] Embodiment 2 (BODIPY detects OTC):

[0043] Concentration gradients of 0μM, 10μM, 20μM, 30μM, 40μM oxytetracycline standard solutions were prepared. Add 33 μM of phosphate buffer solution and blank fluorescent probe sample to 5ml quartz fluorescence cuvette, add equal amount of oxytetracycline standard solution to it in turn, test the fluorescence intensity of blank probe and after adding oxytetracycline each time, as figure 2 (A) shown.

[0044] The fluorescence intensity of the blank fluorescent probe is F0, the fluorescence intensity after adding oxytetracycline sample is F, and the intensity ratio is F0 / F, and the different oxytetracycline concentrations C and the corresponding fluorescence ratio are plotted to draw a standard working curve, such as figure 2 (B) shown. The established linear formula is as follows: Y=0.973+0.02X(R 2 =0.9897), where Y is the ratio of the fluorescence intensity of the blank fluorescent probe to the fluorescence intensity after add...

Embodiment 3

[0048] Embodiment 3 (BODIPY detects TET):

[0049]Prepare tetracycline standard solutions with concentration gradients of 0 μM, 16.67 μM, 33.33 μM, 50 μM, and 66.67 μM. Add phosphate buffer solution and blank fluorescent probe sample 33 μ M to 5ml quartz fluorescent cuvette, add the same amount of tetracycline standard solution to it successively, test the fluorescent intensity of blank probe and adding tetracycline each time, as image 3 (A) shown.

[0050] The fluorescence intensity of the blank fluorescent probe is F0, the fluorescence intensity after adding the tetracycline sample is F, and the intensity ratio is F0 / F, and different tetracycline concentrations C are plotted against the corresponding fluorescence ratio to draw a standard working curve, such as image 3 (B) shown. The established linear formula is as follows: Y=1.03+0.02X(R 2 =0.9784), where Y is the ratio of the fluorescence intensity of the blank fluorescent probe to the fluorescence intensity after add...

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Abstract

The invention belongs to the technical field of chemical analysis and detection, and particularly relates to a synthesis method of a water-soluble fluorescent probe and application of the water-soluble fluorescent probe to detection of antibiotics. The fluorescent probe is prepared from raw materials such as 2,4-dimethylpyrrole, methyl p-formylbenzoate, trifluoroacetic acid, DDQ, triethylamine and a boron trifluoride diethyl etherate complex under mild reaction conditions, and is used for detecting the content of antibiotics in food, environment and other samples, such as roxithromycin, tetracycline and oxytetracycline. The detection method has the advantages of high sensitivity, good selectivity, short detection time and the like.

Description

technical field [0001] The invention belongs to the technical field of chemical analysis and detection, and specifically introduces a water-soluble fluorescent probe, a synthesis method thereof and an application for detecting antibiotics. Background technique [0002] Antibiotics are physiologically active substances whose main function is to fight against bacterial infection. They can kill and inhibit pathogenic bacteria that invade the organism, effectively control the infection, and eventually make the body heal. There are many types of antibiotics, including tetracyclines, macrolides, β-lactams, etc. Both Oxytetracycline (OTC) and Tetracycline (TET) belong to tetracycline antibiotics, and are mainly used as veterinary drugs for the treatment of animal infectious diseases. Roxithromycin is a kind of macrolide antibiotics, which is widely used in human bacterial infection diseases, and has a good curative effect on respiratory tract infections, pharyngitis and pneumonia ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F5/02C09K11/06G01N21/64
CPCC07F5/022C09K11/06G01N21/6428C09K2211/1055G01N2021/6432
Inventor 曲玲玲沈政奇陈秋云
Owner JIANGSU UNIV
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