A detection h 2 Fluorescent probe of s and its preparation method and use

A technology of fluorescent probes and uses, applied in the field of fluorescent detection, can solve the problem of scarcity of fluorescent probes

Active Publication Date: 2021-09-10
JIANGSU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, many fluorescent probes for detecting hydrogen sulfide have been reported, but hydrogen sulfide probes in the prior art are mostly used in live cell imaging, and fluorescent probes for detecting hydrogen sulfide in food are rare

Method used

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  • A detection h <sub>2</sub> Fluorescent probe of s and its preparation method and use
  • A detection h <sub>2</sub> Fluorescent probe of s and its preparation method and use
  • A detection h <sub>2</sub> Fluorescent probe of s and its preparation method and use

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] Synthesis of fluorescent probes.

[0035] The preparation steps are summarized as:

[0036]Step 1. Weigh phenanthrenequinone and p-hydroxybenzaldehyde and dissolve them in absolute ethanol, then add ammonium acetate to obtain mixed solution A, heat and stir the mixed solution for reaction; cool to room temperature after the reaction, and filter the precipitate under reduced pressure Obtain a filter cake, and then recrystallize with a solvent to obtain an intermediate product;

[0037] Step 2. Add the intermediate product obtained in step 1 and 2,4-dinitrofluorobenzene into acetonitrile, and then add anhydrous potassium carbonate to obtain a mixed solution B, stir and react at room temperature, remove the solvent after the reaction, and purify by column chromatography can be detected H 2 S fluorescent probe.

[0038] Specific steps are as follows:

[0039] (1) Add 0.60g to 1.2g of phenanthrenequinone, 0.35g to 0.75g of p-hydroxybenzaldehyde, and 0.67g to 1.34g of amm...

Embodiment 2

[0042] The fluorescent probe that embodiment 1 obtains pairs H 2 Selectivity of S fluorescence detection.

[0043] Concentrate 5×10 in DMF -4 M fluorescent probe molecular mother solution, ready to use. Prepare a concentration of 1×10 with deionized water -3 M's HS - , K + , Ca 2+ ,Mg 2+ ,Zn 2+ , Cl - ,Br - ,I - ,ClO 4 - , SO 3 2- , SO 4 2 -,S 2 o 3 2- ,SCN - ,NO 2 - ,NO 3 - ,CO 3 2- , HCO 3 - ,CH 3 COO - , Gly, Lys, Cys, Hcy, GSH and Glucose solutions, when 12 equivalents of various analyte solutions are added to the test solution of 10μM fluorescent probe molecules, the excitation wavelength is 320nm, the fluorescence spectrum is measured, and the probe molecules are detected The response to different analytes, the measurement results are as follows: figure 2 shown

[0044] From figure 2 The results can be found that only HS - The fluorescence of the fluorescent probe can be significantly enhanced, and the addition of other ions or molecul...

Embodiment 3

[0046] Other common ions or molecules interfere with the detection of hydrogen sulfide by the fluorescent probe obtained in Example 1.

[0047] Prepare the test solution according to Example 2, first add 12 equivalents of other possible interfering substances to the 10 μM fluorescent probe molecule test solution, including blank, K + , Ca 2+ ,Mg 2+ ,Zn 2+ , Cl - ,Br - ,I - ,ClO 4 - , SO 3 2- , SO 4 2 -,S 2 o 3 2- ,SCN - , NO 2 - ,NO 3 - ,CO 3 2- , HCO 3 - ,CH 3 COO - , Gly, Lys, Cys, Hcy, GSH and Glucose, and then add 12 equivalents of sodium hydrosulfide (providing hydrogen sulfide) to these solutions. After mixing for 30 minutes, the fluorescence spectrum test was carried out under the same conditions with excitation at 320 nm, and the fluorescence spectra of each group of solutions were obtained.

[0048] From image 3 It can be found from the results that when the system is added with K + , Ca 2+ ,Mg 2+ ,Zn 2+ , Cl - ,Br - ,I - ,ClO 4 - ...

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Abstract

The invention relates to the technical field of fluorescence detection and provides a method for detecting H 2 The fluorescent probe of S and its preparation method and application, the preparation steps are as follows: Step 1, weigh phenanthrenequinone and p-hydroxybenzaldehyde and dissolve them in absolute ethanol, then add ammonium acetate to obtain mixed solution A, and heat and stir the mixed solution reaction; after the reaction is finished, cool to room temperature, filter the precipitate under reduced pressure to obtain a filter cake, and recrystallize with a solvent to obtain an intermediate product; step 2, combine the intermediate product obtained in step 1 with 2,4-dinitrofluorobenzene Add in acetonitrile, and then add anhydrous potassium carbonate to obtain a mixed solution B, stir at room temperature for reaction, remove the solvent after the reaction, and purify by column chromatography to obtain a fluorescent probe for detecting H2S. The invention develops a novel high-performance hydrogen sulfide fluorescent probe, which is successfully applied to detect hydrogen sulfide in food.

Description

technical field [0001] The invention relates to the technical field of fluorescence detection, in particular to a method for detecting H 2 A fluorescent probe for S, its preparation method and application. Background technique [0002] With the development of modern society, people pay more and more attention to food quality and safety issues. Among them, hydrogen sulfide is involved in the production, preservation and deterioration of many foods. Hydrogen sulfide in fruits and vegetables rich in organic sulfur can prolong the storage of fruits and vegetables through antioxidant enzymes, and also contribute to human health, such as relaxing blood vessels, protecting the heart, soothing nerves, anti-inflammation, anti-oxidation and anti-cancer, etc. . However, high concentrations of hydrogen sulfide residues in food can also have adverse effects on the human body. The World Health Organization (WHO) declares that hydrogen sulfide is one of the gases that threaten human he...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D235/02C09K11/06G01N21/64
CPCC07D235/02C09K11/06C09K2211/1007C09K2211/1014C09K2211/1044G01N21/6428
Inventor 龙凌亮曹思雨袁湘琦韩园园
Owner JIANGSU UNIV
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