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A fluorescent probe for identifying sulfur dioxide in pure water system and its application

A sulfur dioxide and fluorescent probe technology, applied in the field of indole compound fluorescent probes, can solve the problems of low probe selectivity and interference

Inactive Publication Date: 2020-08-21
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, a comprehensive analysis of currently reported SO 2 Fluorescent probes mainly have the following deficiencies: First, the detection of SO in pure water system 2 It is still very difficult, because the synthetic probe itself has a relatively large hydrophobic structure; secondly, in the pure water system, SO 2 The selectivity of the probe is not high, and it is easily interfered by other oxidative stress analytes; based on this, a new type of fluorescent probe was developed to specifically recognize sulfur dioxide (SO 2 ) fluorescent probe, and give the detection curve to judge SO 2 level, has important practical application value

Method used

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  • A fluorescent probe for identifying sulfur dioxide in pure water system and its application
  • A fluorescent probe for identifying sulfur dioxide in pure water system and its application
  • A fluorescent probe for identifying sulfur dioxide in pure water system and its application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Synthesis of EPI-RS:

[0037] 1: Dissolve 0.40g (1mmol) of compound 0.66g (1.1mmol) of compound 2 in 20mL of methanol, drop two drops of piperidine as a catalyst, carry out reflux reaction under nitrogen protection, react overnight, and the reaction ends. The crude product was subjected to column chromatography with CH 2 Cl 2 / CH 3 OH=70:1 developer was separated and purified to obtain compound 3, and its structure was analyzed by proton nuclear magnetic resonance (see figure 1 ). 1 H NMR (400 MHz, MeDH) δ 8.48 (t, J = 8.0Hz, 3H), 7.89 (s, 1H),7.84 (d, J = 8.0Hz, 2H), 7.36 (d, J =16Hz, 1H), 7.01 (t, J =6Hz, 1H), 6.94 (d, J =8Hz, 1H), 4.43 (q, J = 6.6 Hz, 2H), 3.34 (s, 1H), 1.58 (t, J = 8Hz, 3H).

[0038] 2: 0.30g of compound 3 (0.76mmol), 0.22g of levulinic acid 4 (2.3mmol), 0.63g of DCC (1.52mmol), 0.009g of DMAP (0.076mmol), were dissolved in 30ml of acetonitrile, and the reaction was carried out at room temperature. 8h, the reaction was completed to ...

Embodiment 2

[0040] Response of EPI-RS to sulfur dioxide in pure water system:

[0041] Prepare in advance 1 10 mL portion of 10 -3 M probes of the invention N , N -Dimethylformamide solution, then add 10 μL to two identical 5mL volumetric flasks, add sulfur dioxide equivalent to 100 times the probe equivalent to one of the flasks, dilute to 2mL with PBS solution, and then perform fluorescence detection ( lambda Ex = 430nm), see image 3 .

[0042] Conclusion: It shows that the probe responds in the pure water system.

Embodiment 3

[0044] The selectivity of EPI-RS to sulfur dioxide (see Figure 4 ):

[0045] Among them: the excitation wavelength is 430 nm; the concentration of the probe mother solution: 10 -3 M, the concentration of selective ions is 0.1 mM. Take 10 μL of the probe mother solution and dilute it to 2ml, then take 2mL of the above dilution solution, add various ions for spectral testing, and the concentration of each ion is 0.1mM. The test environment of the probe is PBS buffer solution.

[0046] Conclusion: The test results show that the probe EPI-RS has high selectivity to sulfur dioxide. After adding sulfur dioxide, the response times of the probe was about 11 times.

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Abstract

The invention discloses a fluorescent probe EPI-SR for identifying sulfur dioxide in a pure water phase. A chemical structural formula is shown as a formula (I). The invention further discloses spectral properties including fluorescence changes, selectivity and the like of the fluorescent probe in a detection process. An experiment proves that the fluorescent probe provided by the invention can beused for identifying and detecting sulfur dioxide through fluorescence quenching and has good selectivity; finally, the probe has potential application value in the field of marking living cell target molecules. The formula (I) is shown in the description.

Description

technical field [0001] The invention belongs to the field of small organic molecule fluorescent probes, in particular to a method for identifying sulfur dioxide (SO 2 ) Fluorescent probes and their applications, especially related to a specific identification of SO in pure water systems 2 Fluorescent probes of indole compounds and their applications. Background technique [0002] Sulfur dioxide (SO 2 ) as an important gas signaling molecule plays an important role in various physiological processes, and its abnormal concentration is associated with many types of diseases such as cancer, cardiovascular disease, nervous system disease. Recently, SO 2 It has been confirmed that it is an active small molecule related to major human diseases in academia. Therefore, real-time monitoring of SO in living cells 2 , which is very important for the diagnosis of related diseases. [0003] Currently, SO 2 The detection methods are mainly divided into two categories: direct method ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D401/06C09K11/06G01N21/64
CPCC07D401/06C09K11/06C09K2211/1029G01N21/643G01N2021/6432
Inventor 林伟英王伟珊刘勇牛杰
Owner UNIV OF JINAN
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