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Synthesis and application method of benzimidazole derivative phosphate ion fluorescent probe

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

Active Publication Date: 2018-10-19
QIQIHAR UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • 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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  • Synthesis and application method of benzimidazole derivative phosphate ion fluorescent probe
  • Synthesis and application method of benzimidazole derivative phosphate ion fluorescent probe
  • Synthesis and application method of benzimidazole derivative phosphate ion fluorescent probe

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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 with 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. Add N, N -Dimethylformamide (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 t...

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 synthesizing and using a phosphate ion fluorescent probe of a benzimidazole derivative, and relates to the synthesis and application of the fluorescent probe. It is to solve the problems that the existing fluorescent probes for detecting PO43 in aqueous solution are few in variety, easily affected by H2PO4 and HPO42 when PO43 is identified, and cannot be directly identified independently. The fluorescent probe is 1,4-phenyl-bis[(carbamoylmethyl)-N-pentylbenzimidazolium ammonium chloride]. It is synthesized by quaternization reaction of dichloroacetyl-p-phenylenediamine and N-pentylbenzimidazole. Dissolve the fluorescent probe in the HEPES buffer solution prepared with deionized water, and test the absorbance value or fluorescence intensity changes before and after the addition of the sample to determine the existence of PO43‑. The fluorescent probe of the present invention can be used for direct detection of 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 Patents(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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