Fluorescent probe for intracellular Hg<2+> detection by using oxygen atoms as combination sites

A technology of binding sites and fluorescent probes, applied in the direction of fluorescence/phosphorescence, luminescent materials, chemical instruments and methods, etc., can solve the problems of selectivity and test conditions, and achieve the effect of ultraviolet absorption and fluorescence enhancement

Inactive Publication Date: 2015-01-14
TIANJIN POLYTECHNIC UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Based on this principle, many rhodamine-based fluorescent probes have been developed, but there are still shortcomings in terms of selectivity and test condition requirements, so the development of new fluorescent probes is still a challenge

Method used

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  • Fluorescent probe for intracellular Hg&lt;2+&gt; detection by using oxygen atoms as combination sites
  • Fluorescent probe for intracellular Hg&lt;2+&gt; detection by using oxygen atoms as combination sites
  • Fluorescent probe for intracellular Hg&lt;2+&gt; detection by using oxygen atoms as combination sites

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030]Synthesis of probe RW1:

[0031]

[0032] (1) Synthesis of intermediate 2

[0033] Phthalic anhydride (0.59g, 4mmol) and alanine (0.35g, 4mmol) were dissolved in anhydrous toluene, refluxed for 4 hours, toluene was removed by distillation under reduced pressure, and the resulting solid was added to a 50mL round-bottomed flask, Add 10 mL of thionyl chloride to it and drop 2 drops of DMF under reflux for 3 hours, absorb the tail gas, and distill off excess thionyl chloride solvent under reduced pressure. The resulting solid is washed 3 times with 5 mL of dichloromethane to remove dichloromethane A light yellow solid was obtained. (2) Synthesis of probe 3 (RW1)

[0034] Put rhodamine ethylenediamine (1.93g, 4mmol) in a 100mL three-necked flask, add 20mL of dichloromethane to dissolve it, and then add 4mL of triethylamine and a certain amount of sodium bicarbonate as an acid-binding agent. Put the three-neck bottle into a low-temperature constant temperature reaction b...

Embodiment 2

[0048] Probe pair Hg 2+ selectivity:

[0049] Using the three compounds synthesized above to evaluate the effect on Hg 2+ selectivity. In a 10mL volumetric flask, dilute the probe molecule mother solution with its corresponding test solution to a concentration of 10M, then add 10M of the metal ion to be tested and 100M (10 equivalents) of other metal ions respectively, and measure the change of the fluorescence spectrum after the equilibration time. The test results are shown in figure 2. It can be seen from the figure that the probe pair for Hg 2+ With high selectivity, Hg 2+ The addition makes the fluorescence intensity significantly enhanced, and other metal ions do not interfere with the detection.

Embodiment 3

[0051] Cation interference of the probe:

[0052] In the corresponding test solution, 10M (1 equivalent) of the tested ions were added to 100M (10 equivalents) of the above-mentioned different metal ions to form a competition system, and then probe molecules (10M) were added to it, and the balance Corresponding fluorescence changes were observed after time. The test results are shown in Figure 3 and Figure 6 . It can be seen from the figure that 10 equivalents of other metal ions pair probe to detect Hg 2+ No obvious effect. This indicates that the probe for Hg 2+ The identification has a strong anti-interference ability.

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Abstract

The invention relates to a fluorescent probe for intracellular Hg<2+> detection by using oxygen atoms as combination sites. The invention relates to an Hg<2+> fluorescent molecular probe in the field of fine chemical engineering. The probe is prepared by reacting rhodamine fluorescent dyes with amino acids and phthalic anhydride. The excitation and emission wavelengths are in the visible light region. The pH value is 5-8, the probe has favorable selectivity for Hg<2+>, the detection can not be influenced by Mg<2+>, Mn<2+>, Fe<3+>, Ca<2+>, Zn<2+>, Ag<+> and other metallic ions, and the probe can detect Hg<2+> with micromole concentration. The cell imaging experiment indicates that the probe has favorable permeability for HL-7702 cells and various other cells or tissues, has no toxic or side effect on the cells and is especially suitable for detecting intracellular Hg<2+> concentration changes and distribution.

Description

Technical field: [0001] The invention belongs to the intracellular Hg in the field of fine chemical industry 2+ Fluorescent molecular probes for detection. Background technique: [0002] Mercury is an important heavy metal and transition metal, and it exists in various systems in the form of oxides for a long time, mainly in the form of Hg 2+ Mainly. With the continuous development of science and technology, more and more chemical factories discharge large amounts of Hg into fresh water and sea water. 2+ The waste water has seriously damaged and polluted the surrounding environment of human beings, and at the same time brought huge problems to human life. Due to the food chain relationship, a large amount of Hg is accumulated in the abdomen 2+ Long-term consumption of aquatic animals by humans will further cause severe vomiting, abdominal pain and other poisoning symptoms, which will cause great damage to human health. So for Hg in cells or tissues 2+ The detection and...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D491/107G01N21/64
Inventor 颜范勇付杨邹宇郑坦诚史德超陈莉
Owner TIANJIN POLYTECHNIC UNIV
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