Ratio type fluorescence probe for determining CN<-> as well as preparation method and application thereof

A fluorescent probe and ratio-based technology, applied in the field of fluorescent probes, can solve the problems of expensive raw materials and complicated preparation, and achieve the effects of simple reaction conditions, simple detection methods, and good cell membrane penetration.

Inactive Publication Date: 2015-11-25
SHANXI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The purpose of the present invention is to provide a simple preparation and cheap raw mat

Method used

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  • Ratio type fluorescence probe for determining CN&lt;-&gt; as well as preparation method and application thereof
  • Ratio type fluorescence probe for determining CN&lt;-&gt; as well as preparation method and application thereof
  • Ratio type fluorescence probe for determining CN&lt;-&gt; as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Example Embodiment

[0024] Example 1 Determination of CN - Of the ratio-type fluorescent probe Probe1

[0025] Dissolve 0.223g (1mmol) N-ethylcarbazole-3-carbaldehyde and 0.365g (1mmol) 1,1,2-trimethyl-3-ethylbenzindole iodide in 10mL ethanol and heat to reflux React for 4 hours, cool, filter, and wash with ethanol to obtain 0.34 g of purple-brown solid, with a yield of 59.6%.

[0026] For Probe1 1 HNMR characterization, the results are as follows:

[0027] 1 HNMR(300MHz, CDCl 3 ): δ8.20(d,J=8.4Hz,3H), 8.03(d,J=7.5Hz,1H), 7.91(d,J=15.3Hz,2H), 7.73(t,J=14.7Hz,1H ), 7.64 (t, J = 14.7 Hz, 1H), 7.56 (q, J = 25.5 Hz, 1H), 7.39 (m, J = 27.3 Hz, 3H), 7.27 (s, 2H), 5.12 (d, J =6.0Hz,2H), 4.29(d,J=7.2Hz,2H),2.09(s,2H),1.65(s,3H),1.37(t,J=14.1Hz,3H)

[0028] 13 CNMR(75MHz, CDCl 3 ): δ156.66,149.67,144.63,141.10,141.29,138.42,134.01,132.20,131.18,129.18,128.11,126.10,125.02,123.84,121.73,112.36,110.59,109.93,108.62,54.09,44.51,38.79,16.03, 15.16

Example Embodiment

[0029] Example 2 CN of Fluorescent Probe Probe1 - Titration fluorogram

[0030] Add 20μL fluorescent probe Probe1 stock solution to 2mL DMSO system for CN - Fluorescence titration experiment was tested on a fluorescence spectrophotometer. With the addition of the sample to be tested, the fluorescence intensity at 440nm gradually increased, and the fluorescence intensity at 595nm gradually increased. Instrument parameters: The slit widths of excitation wavelength and emission wavelength are 2.5nm and 5.0nm respectively, and the maximum excitation wavelength of the fluorescent probe solution is: λ ex Is 340nm and the maximum fluorescence emission wavelength is: λ em It is 595nm.

Example Embodiment

[0031] Example 3 CN of Fluorescent Probe Probe1 - Titration UV chart

[0032] Add 20μL fluorescent probe Probe1 stock solution to 2mL DMSO system for CN - Ultraviolet titration experiment, detected on an ultraviolet spectrophotometer, with the addition of the sample to be tested, the ultraviolet absorption intensity at 503nm gradually weakened, and the ultraviolet absorption peak intensity at 258nm and 285nm gradually increased.

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Abstract

The invention discloses a ratio type fluorescence probe for determining CN<-> as well as a preparation method and an application thereof. The preparation method of the fluorescence probe comprises the following steps: dissolving N-ethylcarbazole-3-aldehyde and 1,1,2-trimethyl-3-ehtylbenzoindole iodide in ethanol according to a mol ratio of 1 to 1; heating and reflowing to react for 4 hours; cooling and filtering; and washing with ethanol to obtain purple brown solids. Aiming at the CN<->, the probe has high sensitivity and selectivity; when CN<-> ions are detected, large Stocks displacement is displayed; and the detection process is simple and rapid and a detection result is accurate. By combining a confocal laser scanning microtechnology, a fluorescence image of the novel fluorescence probe in living cells also can be obtained.

Description

technical field [0001] The invention relates to fluorescent probes, in particular to a carbazole assay CN - The ratiometric fluorescent probe and its preparation method and application. Background technique [0002] It is well known that the toxicity of cyanide is mainly caused by the CN released in the body - caused by ions, CN - It can be extremely toxic to living organisms in a very small amount. Cyanide can be taken into the body through the respiratory tract, digestive tract and skin, CN - Ions can quickly combine with ferric ions in cytochrome oxidase in the body, inhibit the enzyme activity, and make the tissues unable to use oxygen. When a large amount of cyanide is swallowed or inhaled, the poisoned person will immediately fall to the ground and lose consciousness , dilated pupils, and rapid death. Those who swallowed less cyanide began to feel throat tightness, strong fear, chest depression, dizziness, vomiting, protruding eyes, muscle spasms, fast and weak pu...

Claims

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Application Information

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IPC IPC(8): G01N21/64
Inventor 钞建宾李志清张永斌
Owner SHANXI UNIV
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