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Application of fluorescent probe to hydrogen peroxide molecule detection

A fluorescent probe and hydrogen peroxide technology, applied in the field of analytical chemistry, can solve the problems of inability to detect hydrogen peroxide, lack of hydrogen peroxide probes, lack of targeting in detection, etc., and achieve strong and broad resistance to other molecular interference. Application prospect, high coincidence rate effect

Inactive Publication Date: 2015-09-30
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] However, currently for H 2 o 2 The detection lacks targeting and cannot detect the hydrogen peroxide in a specific organelle in the cell, especially the hydrogen peroxide probe targeting the lysosome in the cell, thus lacking the ability to study the lysosome in the process of cell disease. A detection tool for the change of hydrogen peroxide concentration in the enzyme body

Method used

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  • Application of fluorescent probe to hydrogen peroxide molecule detection
  • Application of fluorescent probe to hydrogen peroxide molecule detection
  • Application of fluorescent probe to hydrogen peroxide molecule detection

Examples

Experimental program
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Effect test

Embodiment 1

[0026] 1) Synthesis of Compound 1:

[0027]

[0028] Dissolve 4-bromo-1,8-naphthalic anhydride (2.77g, 10mmol, 1eq) and N-(2-aminoethyl)morpholine (1.3mg, 10mmol, 1eq) in 50mL of ethanol, under nitrogen protection, Heat to reflux at 100°C and react for 5 h. Use a TCL plate to detect the reaction. After the reaction is complete, extract with ethyl acetate, dry over anhydrous sodium sulfate, concentrate, and separate with a silica gel column. The silica gel particle size is 200-300 mesh, and the eluent ratio is methanol / dichloromethane =1:40, the yield is 80%.

[0029] 2) Compound Lys-H 2 o 2 Synthesis:

[0030]

[0031] Compound 1 (500 mg, 1.29 mmol, 1 eq), pinacol diboronate (688 mg, 1.93 mmol, 1.5 eq) and potassium acetate (378 mg, 3.86 mmol, 3 eq) were dissolved in 20 mL of 1,4-di Add bis(diphenylphosphino)ferrocenepalladium chloride (94.4 mg, 0.013 mmol, 0.1eq) to the oxygen hexane, under nitrogen protection, heat to reflux, react for 10 h, check the reaction wit...

Embodiment 2

[0033] Compound Lys-H 2 o 2 Changes of Fluorescence Spectrum of Hydrogen Peroxide Fluorescent Probe with Increase of Hydrogen Peroxide Equivalent

[0034] Get the Lys-H that embodiment 1 prepares 2 o 2 The hydrogen peroxide fluorescent probe was dissolved in N,N-dimethylformamide (DMF) to make a 1mmol / L stock solution. Take 30μL from the stock solution and add it to a 5mL centrifuge tube, add different equivalents (0-80 eq) of hydrogen peroxide standard solution, use PBS buffer solution (0.1mol / L, pH=7.5) and DMF volume ratio of 1 :1 solution was diluted to 3 mL, and its fluorescence properties were measured. , using 410 nm as the excitation light, the fluorescence spectrum is as figure 2 shown. Depend on figure 2 It can be seen that the fluorescence gradually increases with the increase of hydrogen peroxide equivalent.

Embodiment 3

[0036] Compound Lys-H 2 o 2 Selectivity of Hydrogen Peroxide Fluorescent Probes to Different Molecules or Ions

[0037] Take 30 μL from the fluorescent probe stock solution in Example 2 and add it to a 5mL centrifuge tube, add equimolar amounts of competing molecular standard solutions, one of which is added with equimolar amounts of hydrogen peroxide standard solution, and after 30 minutes, the concentration is measured at 410 nm To detect the change of the fluorescence emission spectrum of the solution by excitation light, by image 3 with Figure 4 It can be found that other metal ions on the compound Lys-H 2 o 2 The fluorescence has almost no effect, and the addition of hydrogen peroxide solution makes the compound Lys-H 2 o 2 fluorescence was significantly enhanced.

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Abstract

The invention discloses application of a fluorescent probe to hydrogen peroxide molecule detection. The fluorescent probe is used for sensing and detecting the content of hydrogen peroxide in a water environment and a cytolysosome by the processes of fluorescent detection, visual quantitative detection and cell imaging detection. The H2O2 molecular probe can realize selective quick detection and is good in selectivity and strong in ability to resist interference of other molecules. Besides, color changes of a solution can be observed with the naked eyes, and the fluorescent color changes can also be observed under a UV lamp, so that the fluorescent probe has a chromophoric sensing function. The probe can be used for detecting hydrogen peroxide in the cytolysosome, and compared with a commercial lysosome dye, the imaging superposition rate of hydrogen peroxide in the lysosome is high, and the co-localization coefficient of two dyes is 0.94.

Description

technical field [0001] The invention relates to the application of a fluorescent probe in the detection of hydrogen peroxide molecules, belonging to the technical field of analytical chemistry. Background technique [0002] Reactive oxygen species (ROS) are some oxygen-containing free radicals (hydroxyl free radicals and superoxide anion free radicals) and non-free radicals (hydrogen peroxide and hypochlorous acid, etc.) that play a very important role in many physiological and pathological processes in organisms. ) collectively. Various ROS are produced by enzymatic and non-enzymatic reactions in organisms under physiological and pathological conditions such as oxidative stress and inflammation. Modern biomedical research shows that the ROS produced in the body is closely related to the occurrence and development of some diseases and the aging of the body. hydrogen peroxide (H 2 o 2 ) As a signaling molecule, it participates in a variety of signal transduction processes...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): G01N21/64G01N21/29
Inventor 林伟英任明光邓贝贝
Owner UNIV OF JINAN
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