Probe compound for mercury ion detection as well as preparation method and application thereof

A mercury ion and compound technology, applied in the field of analysis and detection, can solve the problems of low light penetration, background interference, and large light damage, and achieve the effects of high yield, mild reaction conditions, and highly selective fluorescence detection.

Active Publication Date: 2018-12-21
HENGYANG NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The probe provided by the invention uses benzopyranyl cyanide derivatives with "push-pull" electronic effects as near-infrared fluorescent groups, and dithioacetals as recognition groups. The synthesis conditions are mild and the yield is high. , the fluorescence emission wavelength is located in the near-infrared region, which effectively overcomes the defects of serious background interference, large photodamage, and low light penetration in imaging analysis reported by most fluorescent probes.

Method used

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  • Probe compound for mercury ion detection as well as preparation method and application thereof
  • Probe compound for mercury ion detection as well as preparation method and application thereof
  • Probe compound for mercury ion detection as well as preparation method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0051] Accurately weigh 170.2 mg of DCM-CHO-OH, 21.6 mg of 1,3-propanedithiol and 71.0 mg of boron trifluoride ether in a dry round bottom flask, then add 20 ml of dichloromethane and stir at 30 °C for 12 Hour; After the reaction, the solution was dark red, and TLC monitoring found that most of the raw material DCM-CHO-OH had not reacted completely. The reaction solution was extracted, washed with water and concentrated under reduced pressure, and then separated by column chromatography to obtain a brick yellow product DCM-Hg (yield 28%).

Embodiment 2

[0053] Accurately weigh 170.2 mg of DCM-CHO-OH, 54.1 mg of 1,3-propanedithiol and 71.0 mg of boron trifluoride ether in a dry round bottom flask, then add 20 ml of dichloromethane and stir at 30 °C for 12 hour; after the reaction, the solution was dark red, and TLC monitoring found that the raw material DCM-CHO-OH was substantially completely reacted. The reaction solution was extracted, washed with water and concentrated under reduced pressure, and then separated by column chromatography to obtain a brick yellow product DCM-Hg (yield 88%).

Embodiment 3

[0055] Accurately weigh 170.2 mg of DCM-CHO-OH, 108.2 mg of 1,3-propanedithiol and 71.0 mg of boron trifluoride ether in a dry round bottom flask, then add 20 ml of dichloromethane and stir at 30 °C for 12 hour; after the reaction, the solution was dark red, and TLC monitoring found that the raw material DCM-CHO-OH had reacted completely, but there were impurity spots in the product. The reaction solution was extracted, washed with water and concentrated under reduced pressure, and then separated by column chromatography to obtain a brick yellow product DCM-Hg (yield 41%).

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Abstract

The invention provides a probe compound for mercury ion detection as well as a preparation method and application thereof. The probe compound for mercury ion detection has a chemical structural formula shown in the formula (I) in the specification, and is abbreviated as DCM-Hg. The preparation method of the probe compound for mercury ion detection in the invention has the advantages of mild reaction conditions, relatively high yield and the like. The compound DCM-Hg can achieve highly-sensitive and highly-selective fluorescence detection of mercury ions with an obvious colorimetric phenomenon,and can realize simple and effective colorimetric detection. The compound DCM-Hg can not only quantitatively detect mercury ions in environmental water samples, but also qualitatively detect the mercury ions in living cells.

Description

technical field [0001] The invention belongs to the technical field of analysis and detection, and in particular relates to a method for preparing a colorimetric / near-infrared fluorescent probe that can be used for mercury ion detection and its application in the fields of environment and biology. Background technique [0002] With the improvement of people's living standards and health and safety awareness, heavy metal ion pollution has attracted more and more attention. As the most toxic heavy metal ion, mercury ion can be converted into more toxic methylmercury through bacterial metabolism, and then enriched in organisms through the food chain. Once in the human body, even a low concentration of mercury ions can induce a series of serious health problems, such as renal failure, Minamata disease, motor nerve disease, etc. Studies have shown that mercury ions have strong sulfophilicity. After interacting with sulfhydryl groups in proteins and enzymes, they will cause inact...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D409/10C09K11/06G01N21/64
CPCC07D409/10C09K11/06C09K2211/1007C09K2211/1088C09K2211/1092G01N21/6428G01N21/643
Inventor 谷标杨紫豚肖文佩胡萌彭程陈燕霞
Owner HENGYANG NORMAL UNIV
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