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Cadmium ion fluorescence probe, preparation method and applications thereof

A fluorescent probe, cadmium ion technology, applied in fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc., to achieve the effect of simple synthesis route, simple and convenient post-processing, and good photostability

Inactive Publication Date: 2017-12-22
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the reported cadmium ion probes can only detect cadmium ions in a narrow pH range

Method used

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  • Cadmium ion fluorescence probe, preparation method and applications thereof
  • Cadmium ion fluorescence probe, preparation method and applications thereof
  • Cadmium ion fluorescence probe, preparation method and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Embodiment 1: The basic synthesis process of cadmium ion fluorescent probe is as follows:

[0039] (1) Synthesis of intermediate 4-amino-7-nitrobenzoxadiazole: 400 mg (1 mmol) of 4-chloro-7-nitrobenzoxadiazole was dissolved in 20 mL of methanol, and 4 mL of 28 wt.% ammonia was added at room temperature aqueous solution. The reaction solution was reacted at room temperature for 24 hours under the protection of nitrogen. After the reaction was completed, the reaction solution was spin-dried, and the crude product was separated with a silica gel column. The eluent was petroleum ether: ethyl acetate 1:1, and 194 mg of a brown solid was obtained with a yield of 54%.

[0040]

[0041] (2) Synthesis of intermediate 2-chloro-N-(7-nitrobenzoxadiazole-4-) amide: 194mg (1.08mmol) 4-amino-7-nitrobenzoxadiazole and 171mg (1.40mmol ) 4-dimethylaminopyridine was dissolved in 20 mL of dry dichloromethane, and the solution was stirred in an ice bath. 146 mg (1.30 mmol) of 2-chlor...

Embodiment 2

[0046] Fluorescent probe 4 prepared in embodiment 1 is to the absorption titration of cadmium ion

[0047] 0.0042g of probe 4 was dissolved in 5mL DMSO to prepare a 2mM stock solution. Make a 10μM solution with HEPES (pH=7.4), gradually add 2mM Cd(ClO 4 ) 2 solution. Test for changes in its absorption. The result is as image 3 shown.

Embodiment 3

[0049] Fluorescence response titration of fluorescent probe 4 prepared in Example 1 to cadmium ions

[0050] 0.0042g of probe 4 was dissolved in 5mL DMSO to prepare a 2mM stock solution. Make a 10μM solution with HEPES (pH=7.4), gradually add 2mM Cd(ClO 4 ) 2 solution. Test for its fluorescence change. (The excitation wavelength is 468nm, the slit [5,5].) The results are as follows Figure 4 shown.

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Abstract

The present invention provides a cadmium ion fluorescence probe, a preparation method and applications thereof. According to the present invention, the probe has specific binding selectivity and fluorescence response to cadmium ions; 4-amno-7-nirobenzoxadiazole is used as a fluorophore and amide DPA is used as a receptor in the probe, and the acceptor can have the variation ability through the tautomerism of the amide functional group, wherein the isomer of the imidic acid binds the cadmium ions, and the structure of the amide isomer binds other metal ions so as to provide the specific binding selectivity to the cadmium ions; and the unique identification on the cadmium ions by the probe is achieved, the obtained probe can be used for detecting the cadmium ions in cells, and can further be used for the cadmium ion detection in other organisms and environments due to the wide pH value working range.

Description

technical field [0001] The invention belongs to the field of chemical analysis and detection, and in particular relates to a cadmium ion fluorescent probe and its preparation method and application. The cadmium ion fluorescent probe can detect cadmium ions in a wide pH working range. Background technique [0002] Cadmium is a heavy metal that has a serious toxic effect on human health. It can cause renal insufficiency, calcium metabolism disorders, and increase the incidence of lung cancer, prostate cancer, pancreatic cancer, and kidney cancer. Cadmium is widely used in industry and agriculture, resulting in a large amount of accumulation in soil and water, absorbed by various animals and plants and enriched through the food chain into the human body. Although cadmium ions have adverse effects on the environment and human health, the pathogenic mechanism of cadmium ions is still unclear. Therefore, it is very necessary to find a fast and efficient detection method for cadmi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D413/14C09K11/06G01N21/64
CPCC07D413/14C09K11/06C09K2211/1029C09K2211/1033G01N21/6428G01N21/643G01N21/6486
Inventor 徐兆超刘洋
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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