Carbazole fluorescent probe for detecting ClO- and preparation method and application thereof

A fluorescent probe and carbazole-based technology, applied in the field of carbazole-based fluorescent probes and their preparation, can solve the problems of complex preparation methods, expensive raw materials, etc., and achieve simple reaction conditions, good cell membrane penetration, and sensitive reactions. Effect

Inactive Publication Date: 2016-09-28
SHANXI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The object of the present invention is to detect ClO for existing - The existing fluorescent probes have problems such as complex preparation methods and exp

Method used

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  • Carbazole fluorescent probe for detecting ClO- and preparation method and application thereof
  • Carbazole fluorescent probe for detecting ClO- and preparation method and application thereof
  • Carbazole fluorescent probe for detecting ClO- and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Embodiment 1 measures ClO - Preparation of Fluorescent Probes

[0033] (1) Synthesis of 9-butylcarbazole

[0034] Add 8.35g (0.050mol) of carbazole and 60mL of dimethyl sulfoxide into a 100mL three-necked flask equipped with a magnetic stirring device, a thermometer and a reflux condenser. After stirring to dissolve, quickly add 3.0g (0.054mol) Potassium hydroxide, heated to 90°C, reacted under stirring until the solids were completely dissolved, continued to react for 30 minutes, cooled, installed a constant pressure dropping funnel, and slowly added 5.5mL (0.051mol) bromobutyl dropwise after the reaction solution cooled to below 38°C alkyl. Keep stirring at 90°C for 4-6 hours. After the reaction is completed, pour it into ice water twice the volume while it is still hot, and let it stand overnight. A white precipitate precipitates out. Suction filtration, wash the filter cake with water 2-3 times, remove inorganic matter and dimethyl sulfoxide, and dry to obtain th...

Embodiment 2

[0044] The ClO of embodiment 2 fluorescent probes - Fluorescence titration

[0045] Add 20 μL fluorescent probe stock solution to 1.6 mL water and 0.4 mL ethanol system for ClO - In the fluorescence titration experiment, the fluorescence intensity at 440nm is gradually enhanced with the addition of the sample to be tested on a fluorescence spectrophotometer. Instrument parameters: the slit widths of the excitation wavelength and emission wavelength are 2.5nm and 5.0nm respectively, the voltage is 600V, and the maximum excitation wavelength of the fluorescent probe solution is: λ ex 370nm (see figure 1 ).

Embodiment 3

[0046] The ClO of embodiment 3 fluorescent probes - UV titration

[0047] Add 30 μL fluorescent probe stock solution to 1.6 mL water and 0.4 mL ethanol system for ClO - The ultraviolet titration experiment is detected on the ultraviolet spectrophotometer. With the addition of the sample to be tested, the ultraviolet absorption intensity at 415nm is gradually weakened (see figure 2 ).

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Abstract

The invention discloses a carbazole fluorescent probe for detecting ClO- and a preparation method and application thereof. The preparation method of the fluorescent probe comprises the steps that carbazole and bromobutane are dissolved in a DMSO/KOH mixed solution, stirred and heated, and 9-butyl carbazole is generated; a DMF is used as a solvent, POC13 reacts with the product, and 3-formoxyl-9-butyl carbazole is obtained; the 3-formoxyl-9-butylcarbazole and 3-pyridine acetonitrile are mixed in methyl alcohol, potassium tert-butoxide is added, and 1-methyl-3-(9-butylcarbazole-3-cyanogen vinyl)pyridine is generated; the product is dissolved in HCC13, CH3I is added, suction filtration and drying are carried out, and a saffron yellow solid product is obtained. The probe displays high sensitivity and selectivity for CIO- and displays large Stocks displacement when detecting CIO- ions, the detection process is easy and convenient, and the detection result is accurate. By means of laser confocal scanning microscopy, a fluorescence image of the novel fluorescent probe in living cells can be obtained.

Description

technical field [0001] The invention relates to carbazole fluorescent probes, in particular to a method for measuring ClO - The carbazole fluorescent probe and its preparation method and application. Background technique [0002] Hypochlorite ion is an oxidant widely used in our lives, such as our commonly used disinfectant, drinking water disinfectant, household bleach, etc., all of which contain hypochlorous acid. As an important active oxide in living organisms, hypochlorous acid or hypochlorite plays a pivotal role in the body's immune defense against various microorganisms and bacteria and various inflammations. Maintaining a certain physiological concentration of hypochlorous acid in the body is very important for the normal functioning of many cells. However, excessive hypochlorous acid concentration can cause damage to body tissue cells and certain diseases, such as: nephrotic syndrome, atherosclerosis, cardiovascular disease, cancer and other diseases. Accurate d...

Claims

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Application Information

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IPC IPC(8): C07D401/06C09K11/06G01N21/64
CPCC07D401/06C09K11/06C09K2211/1029G01N21/6486
Inventor 钞建宾李志清张永斌
Owner SHANXI UNIV
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