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Fluorescent probe capable of analyzing ferrous ions in highly-selective and ultrasensitive manner

A hydrogen atom, benzothiazole vinyl dimethyl aniline technology, applied in the field of benzothiazole vinyl compounds as divalent iron ion fluorescent probes, can solve problems such as difficulty in divalent iron ion detection, and is beneficial to commercialization popularization and application, good stability and good water solubility

Inactive Publication Date: 2016-10-05
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The content of iron ions in organisms is only 0.004%, which brings great difficulties to the detection of ferrous ions in living organisms. Therefore, it is necessary to develop analytical methods that can detect ferrous ions in living organisms with high sensitivity.

Method used

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  • Fluorescent probe capable of analyzing ferrous ions in highly-selective and ultrasensitive manner
  • Fluorescent probe capable of analyzing ferrous ions in highly-selective and ultrasensitive manner
  • Fluorescent probe capable of analyzing ferrous ions in highly-selective and ultrasensitive manner

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036]

[0037] (Scheme 1) Dissolve 331mg (1mmol) benzothiazoleethylene dimethylaniline compound and 84mg (1mmol) sodium bicarbonate in 15mL of dichloride, cool to zero degrees Celsius, then add 173mg (1mmol) m-chloroperoxybenzoic acid Stir at room temperature for 3 hours, and then use a high-pressure pump to perform suction filtration to obtain a filter cake, which becomes our crude product. If you want to get a purer product, you can recrystallize the filter cake with a mixed system of dichloromethane and petroleum ether (for example, v / v, 1:5) to get a pure product. Obtained 284.5 mg of red pure product with a yield of 82%.

[0038] (Scheme 2) Dissolve 331mg (1mmol) of benzothiazoleethylene dimethylaniline compound and 92.4mg (1.1mmol) of sodium bicarbonate in 15mL of dichloride, cool to zero degrees Celsius, and then add 190.3mg (1.1mmol) of m-chlorine Stir the peroxybenzoic acid at room temperature for 3 hours, and then use a high-pressure pump to perform suction filt...

Embodiment 2

[0044] ( figure 1 ) is the probe (5μM) added Fe 2+ (5μM) Fluorescence spectra in different systems. The system contains absolute ethanol and ultrapure water in different proportions.

[0045] pass figure 1 , we found that absolute ethanol: water (3:7) system is the most suitable system for determination.

Embodiment 3

[0047] ( figure 2 ) is the probe (5μM) added Fe 2+ (5μM) test results of response time. First, pipette 50 μL of the probe stock solution (1 mM) into a 10 mL colorimetric tube, add 3 mL of absolute ethanol to it, then add 0.1 mL of HEPES solution (pH 7.4, 500 mM), and dilute to volume with ultrapure water to 10 mL, and finally add 5 μL of ferrous ion stock solution (10 mM), shake quickly, and measure by timing, wherein the probe used is the probe prepared in Example 1. The test results show that the response time is 15 minutes. The result is as figure 2 shown.

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Abstract

The invention relates to a fluorescent probe capable of analyzing ferrous ions in highly-selective and ultrasensitive manner. Particularly, the probe is a benzothiazole ethylene dimethylaniline compound containing N-O functional groups, and the compound can serve as a ferrous ion fluorescent probe to be used for ferrous ion detection. The fluorescent probe has at least one of the advantages that highly selective recognition of the ferrous ions can be realized; quick response to the ferrous ions can be realized; ultrasensitive analysis of the ferrous ions can be realized; the fluorescent probe is stable in property and can be stored for use for a long time, conducive to detecting the ferrous ions under physiological level conditions and high in interference resistance.

Description

technical field [0001] The present invention relates to a benzothiazole ethylene compound containing N-O functional groups as a fluorescent probe for ferrous ions, which can be used for highly selective and ultrasensitive recognition of ferrous ions at physiological levels, or it can be used to measure samples concentration of ferrous ions in the Background technique [0002] As an essential element and the most abundant excess element in the human body, iron ions play a very important role in living systems. The redox reaction of iron ions plays a key role in some physiological activities in the living body, such as oxygen transport, antiheme synthesis, enzyme reaction, metabolism and electron transfer. Once the iron ion content in the living body cannot be maintained within the normal physiological range, many diseases will occur in the living body, including cancer, hepatitis, renal failure, cardiovascular disease, Alzheimer's disease and Parkinson's syndrome. Iron is a...

Claims

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Application Information

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IPC IPC(8): C07D277/64C09K11/06G01N21/64
CPCC07D277/64C09K11/06C09K2211/1037G01N21/643
Inventor 舒伟柳彩云朱宝存唐成城王作凯王雅伟
Owner UNIV OF JINAN
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