Fluorescent probe of fluorin ¿C boron dyestuff in use for detecting cadmium ions inside cell

A technology of fluorescent probes and boron fluoride, which is applied in the fields of fluorescence/phosphorescence, luminescent materials, biological testing, etc., and can solve the problems of limited change of cadmium ions and large interference of cadmium ion detection

Inactive Publication Date: 2007-07-25
DALIAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The biggest shortcoming of this type of probe is that zinc ions interfere greatly with the detection of cadmium ions, and the response regions of the two ions overlap greatly, so the change of cadmium ions under the interference of zinc ions is limited.

Method used

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  • Fluorescent probe of fluorin ¿C boron dyestuff in use for detecting cadmium ions inside cell
  • Fluorescent probe of fluorin ¿C boron dyestuff in use for detecting cadmium ions inside cell
  • Fluorescent probe of fluorin ¿C boron dyestuff in use for detecting cadmium ions inside cell

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Synthesis of Probe I-1:

[0033]

[0034] (1) Synthesis of intermediate 2

[0035] Add 150ml of dehydrated dichloromethane as a solvent into a 250ml one-necked flask, then measure 0.14ml of acetyl chloride (1.95mmol) and 0.4ml of 2,4-dimethylpyrrole (3.89mmol) into the above reaction solution, and protect the mixture under argon. Under the condition of heating and refluxing for 10 hours, the color of the solution turned black, and the reaction of the raw material 2,4-dimethylpyrrole was found to be completed by thin-layer chromatography detection. About 100ml of dichloromethane was removed by rotary evaporation, 8ml of boron trifluoride ether solution (7.52mmol) and 4ml of triethylamine (28.65mmol) were slowly added to the solution after rotary evaporation, the reaction was violent and a large amount of heat was released, 4 After one hour, the reaction was completed, and the dichloromethane solvent was removed by rotary evaporation to obtain a dark brown viscous liq...

Embodiment 2

[0045] Probe I-1 selectivity for cadmium ion:

[0046] The selectivity to cadmium ion was evaluated using the compound I-1 synthesized above. Add 5 μM of compound I-1 to the Tris-hydrochloric acid buffer (acetone / water=9 / 1, v / v) of pH 7.4 with a thirty-fold excess of various metal ions, the excitation wavelength of the probe is 580 nm, The emission wavelength is 597nm, and the test results are shown in Figure 1. It can be seen from the figure that probe I-1 has a high selectivity for cadmium ions, and the addition of cadmium ions produces a large blue shift and fluorescence enhancement. In addition, metal ions such as sodium, potassium, calcium, magnesium, and manganese Detection without interference.

Embodiment 3

[0048] Insensitivity of probe I-1 to pH:

[0049] Use the compound I-1 synthesized above to evaluate the response to pH. For compound I-1, adjust the pH value to about 2.0 in an aqueous solution with an ionic strength of 0.1. After measuring the fluorescence intensity, add lye to slowly increase the pH value. The corresponding changes in fluorescence intensity were recorded, and the test results are shown in Figure 3. It can be seen from the figure that probe I-1 has a very low pK a In the range of pH-12, the pH change has basically no effect on the fluorescence emission. Therefore, probe I-1 can be used for the detection of intracellular cadmium ions in a large pH range.

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Abstract

A F-B dyestuff fluorescent probe used for detecting Cb ion in cell is featured as enabling said probe to detect Cb ion concentration in micromole grade, increasing fluorescent quantum output rate by four tines after probe molecule is complexed with Cb ion, moving emission spectrum blue shift to be about 40-80nm before and after Cb ion is complexed so that said probe can be used to carry out ratio fluorescent detection of Cb ion.

Description

Technical field: [0001] The invention belongs to the fluorescent molecular probe for detecting intracellular cadmium ions in the field of fine chemical industry. Background technique: [0002] Cadmium ion is one of the most threatening and toxic metal ions to human body and environment. It has varying degrees of toxicity to the reproductive, bone, kidney, and nervous systems. Cadmium is widely used in industrial production processes such as electroplating, metallurgy, and military industry, and is even found in phosphoric acid fertilizers. These factors and the wide application of cadmium-nickel batteries cause a large amount of cadmium to be lost to the environment, and can be further enriched in the human body through the food chain , also has great damage to human health. Therefore, the detection and biological research of cadmium ions, especially cadmium ions in cells or tissues, has become a research hotspot in recent years. [0003] Although there are many methods f...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): G01N33/84G01N21/64C09K11/06
Inventor 彭孝军樊江莉杜健军王静云吴云扣孙世国
Owner DALIAN UNIV OF TECH
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