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Preparation method and application of fluorescent probe

A technology of fluorescent probes and volume ratios, which is applied in the direction of fluorescence/phosphorescence, chemical instruments and methods, and luminescent materials. It can solve the problems of low spatial resolution, low sensitivity of fluorescent probes, and easy interference, and achieve a sensitive response Effect

Inactive Publication Date: 2015-04-08
HARBIN NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] The present invention is to solve existing Cu 2+ Fluorescent probes have the problems of low sensitivity, low spatial resolution and easy interference, and provide a method for preparing a fluorescent probe and its application

Method used

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  • Preparation method and application of fluorescent probe
  • Preparation method and application of fluorescent probe
  • Preparation method and application of fluorescent probe

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Experimental program
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specific Embodiment approach 1

[0012] Specific embodiment one: the preparation method of a kind of fluorescent probe of this embodiment is to carry out according to the following steps:

[0013] 1. Preparation of compound A: dissolving pyropheophorbide-a methyl ester in tetrahydrofuran, then adding NaOH solution with a mass fraction of 10% therein, and then heating from room temperature to 65° C. under nitrogen protection for 5 h to reflux After 12 hours, naturally cool to room temperature and then add dichloromethane layering, the upper layer is the water layer, the lower layer is the dichloromethane layer, then dropwise add 2% hydrochloric acid to the water layer to adjust the pH to 5, and then use Dichloromethane was extracted 3 to 5 times, the reaction solution was concentrated, and a solvent was used to recrystallize to obtain compound A; the mass ratio of the pyropheophorbide-a methyl ester to tetrahydrofuran was 1 mg: (0.1 to 0.5) mL The mass of the pyropheophorbide-a methyl ester and the mass fracti...

specific Embodiment approach 2

[0016] Embodiment 2: This embodiment differs from Embodiment 1 in that the volume ratio of the mass of pyropheophorbide-a methyl ester described in step 1 to tetrahydrofuran is 1 mg:0.2 mL. Others are the same as in the first embodiment.

specific Embodiment approach 3

[0017] Embodiment 3: The difference between this embodiment and Embodiment 1 or 2 is that the volume ratio of the mass of pyropheophorbide-a methyl ester described in step 1 to tetrahydrofuran is 1 mg:0.4 mL. Others are the same as in the first or second embodiment.

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Abstract

The invention discloses a preparation method and an application of a fluorescent probe and relates to the preparation method and the application of the fluorescent probe. The invention aims to solve the problem that existing Cu<2+> fluorescent probe is low in sensitivity, low in spatial resolution and easy to cause interference. The preparation method comprises the following steps: I, dissolving pyropheophorbide acid-a methyl ester in tetrahydrofuran, adding a sodium hydroxide aqueous solution and backflow-stirring, cooling a reaction liquid to room temperature, adding dichloromethane, dividing a water layer, adjusting the pH to 5 by using 2% hydrochloric acid, extracting three times by using dichloromethane, concentrating the reaction liquid, and recrystallizing dichloromethane / normal hexane to obtain a compound A; and II, dissolving the compound A in chloroform, adding hydramine, stirring 24 hours under nitrogen protection, concentrating the reaction liquid to obtain a viscous residuum, dispersing the residuum in dichloromethane, washing three times by water, drying an organic layer by using anhydrous sodium sulfate, filtering and concentrating, and carrying out silica gel column chromatography separation on the residuum to obtain the fluorescent probe. The fluorescent probe disclosed by the invention serves as a probe and is used for detecting copper ions in water.

Description

technical field [0001] The invention relates to a preparation method and application of a fluorescent probe. Background technique [0002] The pollution of heavy metals to the environment and the harm to organisms are becoming more and more serious, which has aroused widespread concern. The detection of heavy metals in the environment and organisms is particularly important. Copper is a common heavy metal element widely present in the environment and organisms, and copper has become one of the important environmental pollutants. The content of copper ions in the human body is only lower than that of zinc ions and iron ions. In the human body, it participates in hematopoiesis, enzyme reactions and some biological redox processes. The presence of an appropriate amount is beneficial to maintain the normal work of the body, but excessive amounts can lead to diseases such as Wilson's syndrome, Menkes syndrome, Parkinson's disease and kidney disease. Fluorescence method has bee...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D487/22C09K11/06G01N21/64
CPCC07D487/22C09K11/06C09K2211/1029C09K2211/1074G01N21/643
Inventor 金英学朱国华李文婷王志强
Owner HARBIN NORMAL UNIVERSITY