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Fluorescent probe for detecting hydrogen sulfide in cancer cells

A fluorescent probe, hydrogen sulfide technology, applied in the field of analytical chemistry, can solve the problems of lack of cancer cell targeting, inability to distinguish cancer cells from normal cells, etc., and achieve good fluorescence emission spectrum characteristics, easy promotion, and high sensitivity

Inactive Publication Date: 2016-11-09
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, most of the hydrogen sulfide fluorescent probes reported so far do not have the ability to targe

Method used

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  • Fluorescent probe for detecting hydrogen sulfide in cancer cells
  • Fluorescent probe for detecting hydrogen sulfide in cancer cells
  • Fluorescent probe for detecting hydrogen sulfide in cancer cells

Examples

Experimental program
Comparison scheme
Effect test

Example Embodiment

[0028] Example 1

[0029] Preparation of fluorescent probe for detecting hydrogen sulfide in cancer cells

[0030] Add compound a (1 mmol) represented by formula (II), sodium azide (1 mmol) and N,N-dimethylformamide (5 mL) into a 50 mL single-neck flask, and heat at 90°C for 5 hours . Cool to room temperature, add to water, filter, and dry. The obtained solid is purified by column chromatography (dichloromethane:methanol=10:1) to obtain a yellow product, which is the fluorescent probe for detecting hydrogen sulfide in cancer cells according to the present invention, with a yield of 63%.

[0031] The above-mentioned fluorescent probe for detecting hydrogen sulfide in cancer cells 1 H NMR chart see figure 1 .

Example Embodiment

[0032] Example 2

[0033] Fluorescence spectra of fluorescent probes under different sodium sulfide concentrations

[0034] This patent uses sodium sulfide to supply hydrogen sulfide in an aqueous solution. Prepare 10 5 mL 5 μM probe buffer solutions in advance, containing 5% methanol, and add sodium sulfide with a concentration of 0 to 150 μM. Then perform fluorescence detection (λ Ex = 440 nm); Calculate the fluorescence intensity in each system; evaluate the response of the probe to sodium sulfide by analyzing the relationship between the fluorescence intensity at 544 nm and the concentration of hydrogen sulfide (see figure 2 with image 3 ). figure 2 It shows that as the concentration of sodium sulfide increases, the fluorescence intensity of the solution gradually increases. image 3 It shows that when the concentration of sodium sulfide is in the range of 40~90 μM, the fluorescence intensity of the solution has a good linear relationship with the concentration of sodium sul...

Example Embodiment

[0035] Example 3

[0036] Fluorescence spectra of fluorescent probes reacted with different substances

[0037] Prepare 10 5mL 5 μM probe buffer solutions (containing 5% methanol, pH = 7.4) in advance, and then add 50 μL of 200 μM Hcys and Na respectively to the system. 2 S, Na 2 SO 3 , NO, H 2 O 2 , HClO 4 , Cys, GSH, NaNO 2 PBS solution of small molecules such as VC and VC. Then perform fluorescence detection (λ Ex = 440 nm); calculate the fluorescence intensity in each system; evaluate the interference of the different substances on the fluorescent probe solution (see Figure 4 ). It can be seen from the figure that of course, Hcys and Na are added to the probe solution 2 S, Na 2 SO 3 , NO, H 2 O 2 , HClO 4 , Cys, GSH, NaNO 2 For small molecules such as VC and VC, only sodium sulfide can cause significant fluorescence in the solution, while the fluorescence of the solution is basically unchanged when other small molecules are added. This means that the probe only responds to sod...

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Abstract

The invention discloses a fluorescent probe for detecting hydrogen sulfide in cancer cells. The fluorescent probe is a naphthalimide derivative containing a biotin group. The fluorescent probe disclosed by the invention is easy to prepare and low in cost, has high specificity and can be used for rapidly detecting sulfion of a solution environment; a detection process is not interfered by other components; the fluorescent probe can be used for determining the hydrogen sulfide in living cancer cells and has a wide application prospect.

Description

technical field [0001] The invention relates to a novel fluorescent probe for hydrogen sulfide in cancer cells and its application, belonging to the technical field of analytical chemistry. Background technique [0002] Hydrogen sulfide is the third new type of endogenous gas signal transduction molecule discovered after nitric oxide and carbon monoxide. It is a gas signal molecule that plays an important physiological role in the living system and participates in various diseases in the cardiovascular system, nervous system and immune system. Pathological and physiological processes. Hydrogen sulfide can cause great harm to the health of humans and animals, and can easily cause damage to human nervous system and brain tissues. Excessive intake of hydrogen sulfide will cause symptoms such as headache, dizziness, fatigue, nausea, etc., which will lead to death in severe cases. . As a physiological vasodilation factor and blood pressure regulator of the cardiovascular system...

Claims

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Application Information

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IPC IPC(8): C07D495/04C09K11/06G01N21/64
CPCC07D495/04C09K11/06C09K2211/1029C09K2211/1044G01N21/6428
Inventor 林伟英董宝利宋学真孔秀琪王超
Owner UNIV OF JINAN
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