Benzimidazole derivative phosphate anion fluorescence probe synthesis and application method

A phosphate ion and fluorescent probe technology, applied in the field of biochemistry, can solve the problems that cannot be directly identified alone, and achieve the effect of simple and fast detection operation, easy handling, and simple method

Active Publication Date: 2017-01-25
QIQIHAR UNIVERSITY
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  • Summary
  • Abstract
  • Description
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  • Application Information

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Problems solved by technology

[0004] The present invention is to solve the existing detection of PO in aqueous solution 4 3- There are fewer types of fluorescent probes, and for PO 4 3- Vulnerable to H when identified 2 PO 4 - or HPO 4 2- Affects and cannot be directly identified separately, thereby providing a method for the synthesis and use of a benzimidazole derivative phosphate ion fluorescent probe

Method used

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  • Benzimidazole derivative phosphate anion fluorescence probe synthesis and application method
  • Benzimidazole derivative phosphate anion fluorescence probe synthesis and application method
  • Benzimidazole derivative phosphate anion fluorescence probe synthesis and application method

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specific Embodiment approach 1

[0026] Specific embodiment one: the benzimidazole derivative phosphate ion fluorescent probe 1,4-phenyl-bis[(carbamoylmethyl)-N-pentyl benzimidazolium ammonium chloride][ m 5 ] The structural formula is:

[0027] .

specific Embodiment approach 2

[0028] Specific embodiment two: the benzimidazole derivative phosphate ion fluorescent probe of specific embodiment one, 1,4-phenyl-bis[(carbamoylmethyl)-N-pentyl benzimidazolium ammonium chloride] [M 5 ] The synthetic method. Follow these steps:

[0029] 1. Weigh dichloroacetyl-p-phenylenediamine and N-pentylbenzimidazole in a molar ratio of 1:(2.1-2.8) and add it to a three-necked flask with a thermometer and a reflux condensing device, and add dimethyl Sulfoxide (DMF), the ratio of the amount of dichloroacetyl-p-phenylenediamine to the volume of DMF is 1mmol:(8mL-12mL), stirred until dissolved, to obtain a reaction mixture;

[0030] 2. Raise the temperature of the reaction mixture to 110-130°C, follow the reaction by TLC, and finish the reaction for 3-6 hours, cool to room temperature, and filter to obtain the crude product;

[0031] 3. Mix methanol and ethyl acetate at a volume ratio of 1:(8-12), recrystallize the crude product three times with a mixed solvent, dry the ...

specific Embodiment approach 3

[0032] Specific embodiment three: the difference between this embodiment and specific embodiment two is that the molar ratio of dichloroacetyl-p-phenylenediamine and N-pentylbenzimidazole in step one is 1:2.5, and dichloroacetyl-p-phenylenediamine The ratio of the amount of the substance to the volume of DMF is 1mmol:10mL; others are the same as in Embodiment 2.

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Abstract

The invention discloses a method for synthesis of a benzimidazole derivative phosphate anion fluorescence probe and an application method thereof, and relates to the field of synthesis and application of the fluorescence probe. The synthesis of the benzimidazole derivative phosphate anion fluorescence probe can solve the problem that the florescence probes used for detecting PO43- are very scarce in kinds, that the identification of PO43- can be easily influenced by H2PO4- and HPO42-, and that the florescence probes can not directly carry out identification independently. The Benzimidazole derivative phosphate anion fluorescence probe is 1,4 phenyl double (carbamoyl methyl) N e alkylbenzimidazole ammonium chloride], which is obtained under quaterisation between Dichloro acetyl para-phenylene diamine and N-E alkyl benzene and imidazole. The fluorescence probe dissolves in HEPES buffered solution prepared by deionized water, and then test change in the absorbance value and fluorescence intensity to adjust the existence of PO43-. The Benzimidazole derivative phosphate anion fluorescence probe can be used to directly detect the po43- in water and blood.

Description

technical field [0001] The present invention relates to a class for phosphate ion (PO 4 3- ) novel compound for fluorescence recognition, especially relates to the synthesis of benzimidazole derivative phosphate ion fluorescent probe and its application method, belonging to the field of biochemistry. Background technique [0002] Due to the important roles played by anions in biology, chemistry, health and environmental science, the research on anion recognition has attracted more and more attention. In 2010, the article "Highly Selective Recognition of Dihydrogen Phosphate Ion Based on Imidazole-Based Fluorescent Sensor" published by Su Dongdong and others involved the detection of dihydrogen phosphate ion, and it was also reported that S 2- , F - 、AcO - and CN - Detection of other anions. Phosphate plays a key role in some important life processes, such as energy storage, gene construction and signal conversion, and excess phosphate in the blood can also cause some d...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D235/06C07D209/08C09K11/06G01N21/64
CPCC07D209/08C07D235/06C09K11/06C09K2211/1029C09K2211/1044G01N21/643
Inventor 王丽艳田莹何显优赵冰
Owner QIQIHAR UNIVERSITY
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