A fluorescent probe for detecting hypochlorous acid in biological systems and its application

A technology of fluorescent probe and hypochlorous acid, which is applied in the field of fluorescence analysis, can solve the problems of incomparable and incomparable fluorescence imaging technology, and achieve the effects of good fluorescence emission spectrum characteristics, low preparation cost and simple synthesis process

Inactive Publication Date: 2018-07-31
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Traditional hypochlorous acid detection mainly uses titration method, but this technology is not comparable to fluorescence imaging technology in terms of accuracy and applicability

Method used

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  • A fluorescent probe for detecting hypochlorous acid in biological systems and its application
  • A fluorescent probe for detecting hypochlorous acid in biological systems and its application
  • A fluorescent probe for detecting hypochlorous acid in biological systems and its application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Example 1: Preparation of the fluorescent probe 1a for detecting hypochlorous acid in the biological system of the present invention

[0030] Add 3-acetyl-7-hydroxycoumarin (204mg, 10mmol), 4-(diethylamino) salicylaldehyde (193mg, 10mmol) and methanesulfonic acid (5mL) into a 50mL single-necked flask, and reflux for 6 After hours, cool, pour into 10g ice, filter and dry.

[0031] The obtained solid was purified by column chromatography (dichloromethane:methanol=10:1) to obtain 371 mg of dark blue product, which is the fluorescent probe 1a for detecting hypochlorous acid in the biological system of the present invention, with a yield of 67%.

[0032] The above-mentioned fluorescent probe 1a for detecting hypochlorous acid in biological systems 1 H NMR chart see figure 1 .

Embodiment 2

[0033] Example 2: The selectivity of the fluorescent probe 1a for detecting hypochlorous acid in the biological system of the present invention to different substances

[0034] Prepare 8 5mL 5μM probe PBS solutions (containing 5% methanol, p H=7.4) in advance, and then add 50μL of 10mM NaClO and Na respectively to the system. 2 S, Na 2 SO 3 , NO, H 2 O 2 , CH 3 COOOH, HClO 4 , Cys, GSH, NaNO 2 PBS solution of VC, etc. Then perform fluorescence detection (λ Ex =410nm,λ Em =452nm); calculate the fluorescence intensity in each system; evaluate the selectivity of the probe to hypochlorous acid (see image 3 ).

[0035] A similar method is used to analyze the fluorescence spectra of the fluorescent probe 1a for detecting hypochlorous acid in the biological system of the present invention under different pH conditions, and the results are shown in figure 2 .

Embodiment 3

[0036] Example 3: Analysis of the absorption and fluorescence changes of the fluorescent probe 1a for detecting hypochlorous acid in the biological system of the present invention reacting with different concentrations of hypochlorous acid

[0037] Prepare 1 mL of acetonitrile solution with a concentration of 0-1 mM hypochlorous acid, and then add 9 mL of probe PBS solution (containing 5% methanol, pH=7.4) with a concentration of 5 μM. After reacting for 10 minutes, perform absorption spectrum test (see Figure 4 ); perform fluorescence detection (λ Ex =410nm,λ Em =452nm), calculate the fluorescence intensity in each system, and establish a standard curve between fluorescence intensity and hypochlorous acid concentration (see Figure 5 ) To determine the lower limit of the probe for detection of hypochlorous acid.

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Abstract

The invention discloses a fluorescence probe for detecting hypochlorous acid in a biological system. The fluorescence probe is a benzopyran derivative containing different substituent groups, and the chemical construction general formula of the fluorescence probe is shown as the formula (I). The fluorescence probe is easy to manufacture and low in cost, has the high specificity, can make a chemical reaction with the hypochlorous acid to generate a corresponding oxidative product, cannot be disturbed by other components when the corresponding hypochlorous acid content detecting process is executed, can be used for quantitative and qualitative determination on the content of the hypochlorous acid in living cells and has the wide application prospect.

Description

Technical field [0001] The invention relates to a fluorescent probe for detecting hypochlorous acid in a biological system and its application, and belongs to the technical field of fluorescence analysis. Background technique [0002] Hypochlorous acid (HClO) is a very important reactive oxygen species, which participates in many physiological and pathological processes in biological systems. Hypochlorous acid in biological systems is mainly derived from the reaction of hydrogen peroxide and chloride ions in the body under conditions catalyzed by myeloperoxidase. Hypochlorous acid can oxidatively modify a variety of biological macromolecules in the body such as protein, lipid, DNA and RNA. As a strong nucleophilic non-radical oxidizing agent, hypochlorous acid can prevent the invasion of microorganisms by promoting the fusion of intracellular lysosomes and phagosomes. It also plays a role in resisting exogenous substances and neutralizing toxins. Important role. Chloramine pro...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09K11/06C07D311/58G01N21/64
Inventor 林伟英董宝利宋学真王超唐永和
Owner UNIV OF JINAN
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