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Fluorescent probe having rapid hypochlorous acid detecting function and preparation method and application

A technology of fluorescent probes and hypochlorous acid, which is applied in the fields of life sciences, environmental sciences, and analytical chemistry, can solve the problems of high cost investment, complicated detection process, and restricted method application, and achieve low cost input, simple synthesis route, and post-production Easy to handle effects

Active Publication Date: 2016-07-06
HUNAN UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, most of the detection methods are costly and the detection process is too complicated. These factors have seriously restricted the application of some methods in actual detection.

Method used

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  • Fluorescent probe having rapid hypochlorous acid detecting function and preparation method and application
  • Fluorescent probe having rapid hypochlorous acid detecting function and preparation method and application
  • Fluorescent probe having rapid hypochlorous acid detecting function and preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] A preparation method of a fluorescent probe with hypochlorous acid detection function, comprising the following steps:

[0025] (1) Preparation of product 1.

[0026] Dissolve 4-bromo-1,8-naphthalene dianhydride (3mmol) and 4-(2-aminoethyl)morpholine (12mmol) in ethylene glycol methyl ether (100ml) and place on N 2 Under the conditions of protection and avoiding light, heat up to 90°C and stir and reflux for 6 hours. After the reaction is completed, filter, and then rotary evaporate to remove 85%~95% of ethylene glycol methyl ether, until the volume is about 5ml, then precipitate with water, and filter with suction to obtain The desired product was dried in vacuo to synthesize product 1.

[0027] (2) Product 2 was synthesized from product 1 and piperazine.

[0028] Dissolve the product 1 (0.3mmol) and piperazine (12mmol) synthesized in step (1) in dehydrated ethylene glycol methyl ether (10ml), and place the mixed solution in the dark and N 2Stir at room temperature ...

Embodiment 2

[0031] Embodiment 2: detection experiment of hypochlorous acid.

[0032] Take 12 5ml sample bottles, add respectively 3ml of the solution of the fluorescent probe configuration obtained in Example 1 (the concentration of the fluorescent probe is 10 μM, and it is prepared with an aqueous solution solution with a pH of 5 and an ethanol content of 13.6%), and then respectively Set the concentration to [ClO - ]=0(a), 1.0×10 -6 mol / l (b), 5.0×10 -6 mol / l (c), 2.0×10 -5 mol / l(d), 5×10 -5 mol / l(e), 8.0×10 -5 mol / l (f), 1.0×10 -4 mol / l (g), 1.5×10 -4 mol / l (h), 2.0×10 -4 mol / l(i), 2.5×10 -4 mol / l(j), 3.0×10 -4 mol / l (k), 3.5×10 -4 Add 3 μl hypochlorous acid solution of mol / l (l) into 12 sample vials, stir at room temperature for 20 seconds, and use 420nm as the excitation wavelength to measure the fluorescence intensity of these samples respectively, and obtain the fluorescence emission spectrum change diagram of the 12 samples, See image 3 . The measurement results show...

Embodiment 3

[0033] Example 3: Comparative detection experiment of other ions and the influence of peroxide.

[0034] Get 9 5ml sample bottles, respectively pack into 3ml of the fluorescent probe solution gained in Example 1 (the fluorescent probe concentration is 10 μ M, is to be the aqueous solution preparation of 13.6% ethanol content that is 5 with pH 5), then respectively The concentration is 1.0×10 - 4 mol / l Zn 2+ 、Ni 2+ , Mg 2+ 、Cu 2+ 、Co 2+ , TBHP (tert-butanol peroxide), F - , and ClO - Take 3 μl each and add to the other first 8 sample vials, and sample No. 9 is the blank sample. Then respectively measure the fluorescence emission intensity at 420nm wavelength excitation and 550nm wavelength emission of 9 samples, the results are shown in Figure 5 . The measurement results show that, except hypochlorous acid, other above-mentioned ions and peroxides have no obvious influence on the fluorescence intensity of the prepared fluorescent probe. (Note: The stirring time of H...

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Abstract

The invention discloses a fluorescent probe having a rapid hypochlorous acid detecting function and a preparation method and application.The fluorescent probe is a novel fluorescent probe prepared by using 4-bromine-1,8-naphthoyl dianhydride, 4-(2-aminoethyl) morpholine, piperazine and phenyl isothiocyanate as raw materials.The fluorescent probe can achieve high-selectivity and high-sensitivity rapid detection of hypochlorous acid in the mixed solution of water and a small amount of ethanol (13.6%).Compared with an existing fluorescence detection technology, the obtained fluorescent probe has high-selectivity rapid response to hypochlorous acid and low residual organic solvent content after detection, is suitable for amplification, synthesis and actual production and application and has huge application prospect in the technical fields of analytical chemistry, life science, environmental science and the like, the input cost is lower, a synthetic route is simple, and a detection device and a detection method are simple and convenient.

Description

technical field [0001] The invention relates to technical fields such as analytical chemistry, life science and environmental science, and specifically relates to a fluorescent probe with hypochlorous acid detection function and its preparation. Background technique [0002] Among the ions and biologically active species that exist in many environments and organisms, reactive oxygen species (ROS) is a very important species widely present in biological cells, and its signal transduction, differentiation, migration and cellular immunity in biological cells plays a very important role in both. However, due to its high activity, low content, and uneven distribution in organisms, people have encountered some difficulties in in-depth research on its properties. The place where reactive oxygen species are produced in biological cells is mainly the mitochondria, and about 0.1-2% of the oxygen entering the mitochondria will be converted into various reactive oxygen species. The div...

Claims

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Application Information

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IPC IPC(8): C07D221/14C09K11/06G01N21/64
CPCC07D221/14C09K11/06C09K2211/1029C09K2211/1033C09K2211/1044G01N21/643
Inventor 张培盛王宏陈建洪永想钟维邦吕锟
Owner HUNAN UNIV OF SCI & TECH
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