Ultra-sensitive high-selectivity hypochlorite colorimetric fluorescent probe

A sulfonic acid group and compound technology, which is applied in fluorescence/phosphorescence, luminescent materials, material analysis by optical means, etc., can solve the problems of complex synthesis, poor selectivity and low sensitivity, and achieve simple synthesis, good stability and cost. low cost effect

Inactive Publication Date: 2017-08-04
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are still some problems with the fluorescent probes reported so far, including low sensitivity, poor selectivity, and complex synthesis.

Method used

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  • Ultra-sensitive high-selectivity hypochlorite colorimetric fluorescent probe
  • Ultra-sensitive high-selectivity hypochlorite colorimetric fluorescent probe
  • Ultra-sensitive high-selectivity hypochlorite colorimetric fluorescent probe

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037]

[0038](Scheme 1) Dissolve p-nitroaniline (1.1 g, 8 mmol) in water and hydrochloric acid (v:v=5:5), add sodium nitrite and stir for 20 minutes at low temperature. 3-Hydroxy-N,N-diethylaniline (1.97,7 mmol) was dissolved in methanol, and the mixture was stirred at room temperature for 30 minutes. Then the dark brown solid was obtained by suction filtration. The dark brown solid (731mg, 1.7mmol) and 1-naphthylamine (243mg, 1.7mmol) were added with HOCl at 165°C under DMF reflux 4 (1 mL) was stirred for 15 minutes, then cooled to room temperature. The resulting mixture was treated with CH 2 Cl 2 extracted, washed with water, and then washed with anhydrous MgSO 4 dry. Purify v(CH by silica gel column chromatography 2 Cl 2 ) / v(CH 3 OH) (100:1, 50:1 to 25:1) to give a dark blue solid (130 mg, 23.8%).

[0039] (Scheme 2) Dissolve p-nitroaniline (1.1 g, 8 mmol) in water and hydrochloric acid (v:v=5:5), add sodium nitrite and stir for 20 minutes at low temperature. ...

Embodiment 2

[0044] The inventor of the present invention has carried out following test: (a) under the condition of PBS pH=7.4, different concentrations of sodium hypochlorite are to the influence of probe (20 μ M) solution color; (b) under the condition of PBS pH=5.0, different concentrations of sodium hypochlorite are to probe (20 μ M) the influence of solution color; Above-mentioned mensuration is carried out in the pure aqueous solution of 10mM PBS, and the probe used is the probe prepared in embodiment 1, and all spectroscopic tests are that NaClO adds effect under 25 ℃ measured after 1 min. See results figure 1 .

[0045] from figure 1 (a) It can be seen that the sodium hypochlorite whose concentration gradually increases under the condition of PBS pH=7.4 can make the color of the probe solution gradually become lighter; from figure 1 (b) It can be seen that the sodium hypochlorite whose concentration gradually increases under the condition of PBS pH=5.0 cannot change the color o...

Embodiment 3

[0047] Test results of the response time of the probe (5 μM) to NaClO (5 μM). The above determinations were carried out in 10 mM PBS, pH 7.4 aqueous solution, the probe used was the probe prepared in Example 1, and all spectral tests were measured at 25°C. See results figure 2 .

[0048] from figure 2 It can be seen that after adding an equal concentration of sodium hypochlorite, the fluorescence intensity drops suddenly, and the response can be completed within 20s.

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PUM

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Abstract

The invention relates to a speedy high-sensitivity high-selectivity hypochlorite identification colorimetric fluorescent probe. The speedy high-sensitivity high-selectivity hypochlorite identification colorimetric fluorescent probe particularly is an amino xanthene compound and can be used as a hypochlorite colorimetric fluorescent probe for detecting hypochlorite. The speedy high-sensitivity high-selectivity hypochlorite identification colorimetric fluorescent probe has at least one of the technical advantages that the hypochlorite can be identified in a high-sensitivity and high-selectivity manner and can be accurately detected; the speedy high-sensitivity high-selectivity hypochlorite identification colorimetric fluorescent probe can quickly response to the hypochlorite; the hypochlorite can be detected in real time; the speedy high-sensitivity high-selectivity hypochlorite identification colorimetric fluorescent probe is stable in property and can be stored and used for a long term; the speedy high-sensitivity high-selectivity hypochlorite identification colorimetric fluorescent probe is favorable for detecting (in-vivo / in-vitro) hypochlorite in actual samples.

Description

technical field [0001] The present invention relates to aminoxanthene compounds as colorimetric fluorescent probes for hypochlorite, which can perform rapid, ultra-sensitive and highly selective detection of endogenous hypochlorite in pure water systems, or can measure actual water samples The concentration of hypochlorite in the. Background technique [0002] In the human body, hypochlorite (ClO - ) can be produced in a regulated manner of hydrogen peroxide and chloride ions from the myeloperoxidase (MPO) catalyzed reaction, which is important for innate host defense and for killing various pathogens. In vitro, swimming pool poisoning incidents due to excessive hypochlorite concentration in swimming pool water still occur frequently. Excessive production or accumulation of hypochlorite in the body can cause a variety of diseases, including cardiovascular disease, atherosclerosis, osteoarthritis, rheumatoid arthritis and lung damage, and even cancer. Therefore, detecting ...

Claims

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Application Information

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IPC IPC(8): C07D265/34C09K11/06G01N21/64
CPCC07D265/34C09K11/06C09K2211/1033G01N21/643
Inventor 王雅伟吴柳张萌赵子扬李雪妍柳彩云朱宝存
Owner UNIV OF JINAN
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