Fluorescent probe PMPA as well as preparation method and application of fluorescent probe PMPA

A fluorescent probe and fluorescence ratio technology, applied in the field of fluorescent probes, can solve the problem of less fluorescent probes, and achieve the effects of low detection limit, high sensitivity and simple synthesis steps.

Inactive Publication Date: 2017-06-06
SHANXI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

There are now many reports in the literature for the detection of pH or HSO 3 - fluores...

Method used

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  • Fluorescent probe PMPA as well as preparation method and application of fluorescent probe PMPA
  • Fluorescent probe PMPA as well as preparation method and application of fluorescent probe PMPA
  • Fluorescent probe PMPA as well as preparation method and application of fluorescent probe PMPA

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Experimental program
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Effect test

Embodiment 1

[0051] The preparation of embodiment 1 fluorescent probe

[0052] (1) Add 0.7436g (3.0mmol) 1-acetylpyrene, 0.5482g (4.0mmol) 6-methoxy-pyridine-dicarbaldehyde and 60mL absolute ethanol to a 250mL two-necked flask respectively, at room temperature (20°C) Stir magnetically for 10 minutes until the reactant is completely dissolved and becomes a light yellow solution;

[0053] (2) Then add 3mL of 10% sodium hydroxide solution, the reaction solution turns yellow, and continue stirring at normal temperature for 32 hours, TLC tracking reaction (V 乙酸乙酯 :V 石油醚 =1:10);

[0054] (3) During the period, the yellow solution gradually turned into yellow crystals and stuck on the wall of the flask. After adding absolute ethanol, a large amount of yellow flocculent precipitates were generated; left standing, suction filtered, and dried to obtain 0.5211g of yellow solid product, with a yield of 47.1%. .

[0055] For fluorescent probes 1 H NMR characterization, the results are as follows: ...

Embodiment 2

[0058] Embodiment 2 Fluorescence probe changes with the ultraviolet absorption spectrogram of acidity

[0059] Add 30.0 μL fluorescent probe stock solution to 2.0 mL distilled water system, and adjust the pH value with HCl, and record its ultraviolet absorption spectrum ( figure 1 ). With the weakening of acidity, the UV absorption at 330nm decreases gradually.

Embodiment 3

[0060] Fluorescence titration figure of embodiment 3 fluorescent probe PMPA changing with acidity

[0061] Add 30.0 μL of fluorescent probe stock solution to 2.0 mL of distilled water, adjust the pH value of the system with HCl, and detect it on a fluorescence spectrophotometer. With the increase of acidity, the fluorescence intensity at 527 nm gradually weakens, and the fluorescence at 417 nm The strength gradually increases ( figure 2 ). Instrument parameters: the slit widths of the excitation wavelength and emission wavelength are 5.0nm and 5.0nm respectively, the voltage is 600V, and the maximum excitation wavelength of the fluorescent probe solution is: λ ex is 370nm and the maximum emission wavelength is λ em 527nm. Relative fluorescence intensity I 417nm / I 527nm To plot the pH value and use Sigmoidal for fitting to obtain pK a =2.70; It is pH 1.26-3.97 to obtain the best linear response range of PMPA by linear fitting, and regression equation is: I 417nm / I 5...

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Abstract

The invention provides a fluorescent probe PMPA as well as a preparation method and application of fluorescent probe PMPA. The fluorescent probe is 1-(pyrene-1-yl)-3-(6-methoxypyridine-3-yl) acrylketone. The preparation method comprises the steps of dissolving 1-acetylpyrene and 6-methoxy-pyridinedicarboxaldehyde into absolute ethyl alcohol in the molar ratio of 3:(3-5); adding a sodium hydroxide solution, further stirring at a room temperature for 32h and carrying out TLC tracking reaction; finally adding the absolute ethyl alcohol to generate a bright yellow flocculent; and carrying out standing, suction filtration and dying to obtain a yellow solid. Detection of the fluorescent probe on pH is rate type, detection on HSO3- is fluorescence quenching, and the fluorescent probe can be applied to detection of pH and HSO3- changes in a biological sample through combining a laser confocal microscopy.

Description

technical field [0001] The invention relates to a fluorescent probe, in particular to a fluorescent probe and a preparation method thereof, and the probe is applied to the detection of pH and bisulfite in biological samples. Background technique [0002] HSO 3 - And pH are of great significance in modern industry and production life. Sulfites are widely used in food and beverages due to their ability to inhibit oxidation and microbial growth, as well as coloring. However, excessive sulfurous acid can cause some diseases, such as allergic reactions, asthma, gastrointestinal and skin allergies, etc. WHO stipulates that the permissible intake of sulfite per person per day is 0-0.7mg / Kg (in SO 2 count). A large amount of sulfur dioxide is released in industrial production, and the acid rain formed seriously corrodes buildings and crops, and causes excessive acidification of rivers and lakes. Therefore, convenient and rapid detection of sulfite in biological and actual samp...

Claims

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Application Information

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IPC IPC(8): C07D213/64C09K11/06G01N21/64
CPCC07D213/64C09K11/06C09K2211/1029G01N21/6428G01N2021/6432
Inventor 钞建宾王会娟宋凯伦张永斌王娟娟
Owner SHANXI UNIV
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