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Fluorescent probe for detecting biological cells Hg<2+> and synthetic method of fluorescent probe

A fluorescent probe, biological cell technology, applied in the direction of sugar derivatives, sugar derivatives, fluorescence/phosphorescence, etc., can solve the problems of poor selectivity, poor water solubility, and low sensitivity of fluorescent probes, and achieve good anti-interference ability and resolution. The effect of short time and high detection sensitivity

Inactive Publication Date: 2018-08-10
QUANGANG PETROCHEM RES INST OF FUJIAN NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0011] In order to solve the problems of poor selectivity, poor water solubility and low sensitivity of fluorescent probes, the present invention provides a novel method for detecting Hg in biological cells. 2+ Fluorescent probes and their synthesis methods and applications

Method used

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  • Fluorescent probe for detecting biological cells Hg&lt;2+&gt; and synthetic method of fluorescent probe
  • Fluorescent probe for detecting biological cells Hg&lt;2+&gt; and synthetic method of fluorescent probe
  • Fluorescent probe for detecting biological cells Hg&lt;2+&gt; and synthetic method of fluorescent probe

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Experimental program
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Effect test

Embodiment 1

[0030] (1) KOH (5.60g) and anhydrous THF (20mL) suspension was cooled to -5°C, N 2 Protect. Add 2-bromoacetamide solution dissolved in anhydrous THF to KOH and anhydrous THF suspension drop by drop, react at -5°C for 10 minutes after addition, add propyne bromide dropwise, react at -5°C for 10 minutes, then control the temperature React overnight at 35°C, add deionized water, CHCl 3 Extraction, washed with saturated brine, anhydrous MgSO 4Dry, filter, concentrate, and purify by column chromatography to obtain a yellow liquid (compound 1);

[0031] (II) Cool NaH (0.01mol) and anhydrous THF (10mL) suspension to -5°C, N 2 Protect. Dissolve rhodamine lactam (0.01mol) in anhydrous THF (15mL), add dropwise to the reaction solution under stirring, react at -5°C for 30min after the addition, and then add the pre-configured solution (0.01mol compound 1 and 10mL Anhydrous THF) was added dropwise to the reaction system, after the addition was completed, the temperature was controlle...

Embodiment 2

[0035] Such as figure 2 As shown, add 5 times the equivalent of K to the probe solution + 、Na + , Ca 2+ , Mg 2+ , Zn 2+ 、Cd 2+ , Mn 2+ , Fe 3+ , Pb 2+ When ionized, the probe solution is colorless, and the fluorescence intensity at 580nm does not change. It can be seen that the probe maintains its original structure and can exist stably in these solution systems. When Hg is added to the probe solution 2+ After that, the solution changed from colorless to red, and the fluorescence intensity at 580nm was obviously enhanced, and a strong emission peak appeared. This is due to Hg 2+ Reaction with the probe causes the rhodamine helix to open, resulting in fluorescence emission.

Embodiment 3

[0037] Such as image 3 As shown, taking the fluorescence intensity at the position of the maximum emission peak as the ordinate, and the metal ion as the abscissa, first add 5 times the equivalent of interference ions (K + 、Na + , Ca 2+ , Mg 2+ , Zn 2+ 、Cd 2+ , Mn 2+ , Fe 3+ , Pb 2+ ), and then add 3 times the equivalent of Hg 2+ , the solution turns red immediately from the colorless state, and its fluorescence intensity is tested. It can be seen from the figure that in the presence of other interfering ions, the probe is not sensitive to Hg 2+ Still have good recognition ability.

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Abstract

The invention belongs to the field of biological cell diagnosis, and particularly relates to a fluorescent probe for detecting biological cells Hg<2+> and a synthetic method of the fluorescent probe.The structural formula of the fluorescent probe is as shown in the figure, the fluorescent probe comprises a rhodamine fluorophore with high sensitivity, good light stability, high fluorescence quantum yield and long wavelength, and peracetylated glycosylated azide of glucose is subjected to copper (I) catalytic click chemical reaction and deacetylation reaction to obtain the fluorescent probe with a special structure for detecting the biological cells Hg<2+>. The probe has excellent selectivity for mercury ions and good interference resistance for metal ions such as K<+>, Na<+>, Ca<2+>, Mg<2+>, Zn<2+>, Cd<2+>, Mn<2+>, Fe<3+> and Pb<2+>, is high in detection sensitivity and short in resolution time, can be applied to detection of mercury ions in environmental water samples and live cells and has a wide application prospect.

Description

technical field [0001] The invention belongs to the field of biological cell diagnosis, in particular to a method for detecting Hg of biological cells 2+ Fluorescent probes and their synthesis methods. Background technique [0002] Mercury is a typical heavy metal ion, which is extremely toxic and can cause permanent damage to the biological nervous system. Mercury in the environment is oxidized into water-soluble divalent mercury ions in the air. Once mercury ions enter the water environment, they will be converted into organic methylmercury by bacteria and microorganisms, and quickly accumulate in organisms (such as fish) thus entering the food chain. Methylmercury damages the human nervous system, causing brain damage, cognitive and motor disorders, etc. The "Minamata disease" that shocked the world is a type of organic mercury poisoning. Therefore, it is of great significance to find a fast, simple and sensitive detection method that can detect mercury ions in aqueous...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H19/056C07H1/00C09K11/06G01N21/64
CPCC07H1/00C07H19/056C09K11/06C09K2211/1029C09K2211/1059C09K2211/1088G01N21/6428G01N2021/6439
Inventor 陈嘉炼刘志鹏陈登龙白欣刘金玲
Owner QUANGANG PETROCHEM RES INST OF FUJIAN NORMAL UNIV
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