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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 materials for the determination of CN - Ratio-type fluorescent probe and preparation method thereof

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

Embodiment 1

[0024] Example 1 Determination of CN - Preparation of ratiometric fluorescent probe Probe1

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

[0026] Probe Probe1 for 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=14.7Hz,1H),7.56(q,J=25.5Hz,1H),7.39(m,J=27.3Hz,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 ):δ156.66,149.67,144.63,141.10,141.29,138.42,134.01,132.20,131.18,129.18,128.11,126.10,125.02,123.84,121.73,112.36,110.59,109.93,108.62,54.09,44.51,38.79,28.03,19.16, 15.16

Embodiment 2

[0029] CN of embodiment 2 fluorescent probe Probe1 - Titration fluorescence plot

[0030] Add 20μL fluorescent probe Probe1 stock solution to 2mLDMSO system for CN - Fluorescence titration experiment is detected on a fluorescence spectrophotometer. With the addition of the sample to be tested, the fluorescence intensity at 440nm increases gradually, and the fluorescence intensity at 595nm increases gradually. Instrument parameters: the slit widths of the 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 340nm and the maximum fluorescence emission wavelength is: λ em 595nm.

Embodiment 3

[0031] CN of embodiment 3 fluorescent probe Probe1 - Titration UV diagram

[0032] Add 20μL fluorescent probe Probe1 stock solution to 2mLDMSO system for CN - The ultraviolet titration experiment is detected on the ultraviolet spectrophotometer. With the addition of the sample to be tested, the ultraviolet absorption intensity at 503nm is gradually weakened, and the ultraviolet absorption peak intensity at 258nm and 285nm is gradually enhanced.

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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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