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Potassium ion fluorescence probe as well as preparation method and application thereof

A technology of fluorescent probes and potassium ions, applied in the direction of fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc., can solve the problems of great influence, and achieve the effects of environmental sensitivity, good water solubility, and high detection accuracy

Active Publication Date: 2017-07-07
SOUTH UNIVERSITY OF SCIENCE AND TECHNOLOGY OF CHINA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] At present, most fluorescent probes detect the concentration of potassium ions through the optical signal intensity of a single wavelength, and the results obtained are greatly affected by the outside world. Therefore, it is very important to develop a ratiometric probe that can be used in aqueous solutions.
In addition, using instruments such as fluorescence spectrophotometer and ultraviolet-visible light spectrophotometer to detect the concentration change of potassium ions has brought great limitations to the detection of potassium ions. Fluorescent probes have become an urgent problem to be solved

Method used

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  • Potassium ion fluorescence probe as well as preparation method and application thereof
  • Potassium ion fluorescence probe as well as preparation method and application thereof
  • Potassium ion fluorescence probe as well as preparation method and application thereof

Examples

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Effect test

Embodiment 1

[0055] The preparation method of the fluorescent probe of the present invention is: compound I and compound II are synthesized by a known method, and then the two react to obtain a potassium ion fluorescent probe, specifically:

[0056] Add compound I (0.35 mmol) and compound II (0.3 mmol) into 10 mL of absolute ethanol, heat to reflux, react for 10 hours and then cool to room temperature. The reaction solution was evaporated and concentrated under reduced pressure to obtain a crude product, which was purified by column chromatography (silica gel, dichloromethane / methanol=1:2, v / v) to obtain a red solid compound with a yield of 92.2%, and its structure is as follows:

[0057]

[0058] Such as figure 1 For the determination of the high-resolution mass spectrum of the product, the high-resolution mass spectrometry results: Calcd.[M-I] - :611.3639; found value[M-I] - :611.3755.

Embodiment 2

[0060] Add compound I (0.3 mmol) and compound II (0.3 mmol) into 10 mL of anhydrous methanol, heat to reflux, react for 5 hours and then cool to room temperature. The reaction solution was evaporated and concentrated under reduced pressure to obtain a crude product, which was purified by column chromatography (silica gel, dichloromethane / methanol=1:2, v / v) to obtain a red solid compound with a yield of 93.4%, and its high-resolution mass spectrum Measurement result: Calcd.[M-I] - :611.3639; found value[M-I] - :611.3734.

Embodiment 3

[0062] Add compound I (0.6 mmol) and compound II (0.3 mmol) into 15 mL of anhydrous acetonitrile, heat to reflux, react for 12 hours and then cool to room temperature. The reaction solution was evaporated and concentrated under reduced pressure to obtain a crude product, which was purified by column chromatography (silica gel, dichloromethane / methanol=1:2, v / v) to obtain a red solid compound with a yield of 92.4%, and its high-resolution mass spectrum Measurement result: Calcd.[M-I] - :611.3639; found value[M-I] - :611.3688.

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Abstract

The invention provides a potassium ion fluorescence probe as well as a preparation method and application thereof. The potassium ion fluorescence probe utilizing phenylazepin-18-crown-6-amine as a recognition group and a hemicyanine dye group as a fluorescence group has the advantages of environmental sensitivity, good water solubility, high detection accuracy and high response speed to concentration change of potassium ions, is a colorimetric and instant rate type potassium ion detection probe and can be prepared into detection test paper, and the content of the potassium ions can be rapidly detected according to the color change of the test paper; and the potassium ion fluorescence probe is hopeful to be used for detecting the concentration of the potassium ions in traditional Chinese medicine injections and red wine, human urine or blood and has wide application prospects.

Description

technical field [0001] The invention belongs to the field of biological materials, and relates to a potassium ion fluorescent probe and a preparation method and application thereof. Background technique [0002] Phenyl aza-18-crown-6-amine is a recognition group that can specifically respond to potassium ions; hemicyanine dyes, as fluorescent groups, can be used in luminescent materials, chemical sensors and labeling biomolecules. [0003] Potassium ions are widely present in the human body, animals, plants, and many foods, drinks, and medicines, and play an important role in them. The normal value of urinary potassium is 25-125mmol / 24h. When the human body suffers from primary or secondary aldosteronism, renal hypertension, diabetic ketosis and other diseases, the urinary potassium will be higher than the normal value; In Addison's disease, severe glomerulonephritis, pyelonephritis, nephrosclerosis, acute or chronic renal failure and other diseases, the urine potassium wil...

Claims

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Application Information

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IPC IPC(8): C09K11/06C07D413/10G01N21/64
CPCC07D413/10C09K11/06C09K2211/1007C09K2211/1029C09K2211/1033G01N21/64G01N21/6402G01N2021/6421
Inventor 田颜清宋光杰杜继庆孙若凡
Owner SOUTH UNIVERSITY OF SCIENCE AND TECHNOLOGY OF CHINA
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