Ratio type fluorescent probe for identifying hydrogen peroxide

A fluorescent probe and hydrogen peroxide technology, which is applied in the fields of fluorescence/phosphorescence, material analysis through optical means, luminescent materials, etc., can solve the problem of narrow application range of non-ratio hydrogen peroxide probe

Inactive Publication Date: 2017-05-10
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, comprehensive analysis of currently reported H 2 o 2 Fluorescent probes mainly have the following deficiencies: First, when using ratiometric fluorescent probes to detect H 2 o 2 It is still difficult, because most of the synthetic probes are fluorescent-enhanced

Method used

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  • Ratio type fluorescent probe for identifying hydrogen peroxide
  • Ratio type fluorescent probe for identifying hydrogen peroxide
  • Ratio type fluorescent probe for identifying hydrogen peroxide

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Synthesis of TPENS-O:

[0026] 0.35g (1mmol) of compound 1, 0.25g (1.1mmol) of 4-bromomethylbenzene borate, 50mg of potassium carbonate, dissolved in 20mL DMF, reacted at room temperature under nitrogen protection for 6 hours, the reaction is over, use mobile phase CH 2 Cl 2 / CH 3 OH=100:1, get TPENS-O through silica gel column.

[0027] 1 H NMR (400 MHz, DMSO- d 6 ) δ 8.11 (d, J = 2.1 Hz, 1H), 8.06 (d, J = 7.9Hz, 1H), 7.97 (d, J = 8.1 Hz, 1H), 7.73 (d, J = 7.7 Hz, 1H), 7.57 (d, J = 7.7Hz, 1H), 7.50 – 7.46 (m, 0H), 7.41 – 7.36 (m, 0H), 7.16 – 7.14 (m, 2H), 7.15– 7.12 (m, 3H), 7.04 (d, J = 1.8 Hz, 1H), 7.01 (d, J = 1.9 Hz, 1H), 6.99 (s, 0H), 5.40 (s, 1H), 1.31 (s, 6H).

Embodiment 2

[0029] The response of TPENS-O to hydrogen peroxide:

[0030] Prepare 1 portion of 10 mL of 10 -3 M Probe of the present invention N , N -Dimethylformamide solution, and then add 5μL to two identical 5mL volumetric flasks, one of which is 50 times the equivalent of the probe by adding hydrogen peroxide equivalent, using PBS / DMF(V:V=1: 1) Dilute the solution to 3mL, and then perform fluorescence detection (λ Ex = 360nm), see the result figure 1 .

[0031] Conclusion: It indicates that the probe is responsive to hydrogen peroxide.

Embodiment 3

[0033] The selectivity of TPENS-O to hydrogen peroxide (see figure 2 ):

[0034] Among them: excitation wavelength is 360 nm; concentration of probe mother liquor: 10 -3 M, the selective ion concentration is 0.1mM. Take 5μL of the probe mother solution to dilute 3ml, and then take 3mL of the above diluent, add various ions for spectral testing, and the concentration of each ion is 0.1mM. The test environment of the probe is PBS / DMF (V:V = 1:1) buffer solution.

[0035] Conclusion: The test results show that the probe TPENS-O has high selectivity to hydrogen peroxide.

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Abstract

The invention provides a ratio type fluorescent probe, namely TPENS-O, for identifying hydrogen peroxide. The chemical structure formula of the ratio type fluorescent probe is shown in formula (I). The fluorescent probe is used for identifying hydrogen peroxide through fluorescence ratio change. The formula is defined in the description.

Description

Technical field [0001] The present invention relates to a ratio type identifying hydrogen peroxide (H 2 O 2 ) Fluorescent probe, especially related to a ratio-based specific recognition H 2 O 2 Fluorescent probes of tetrastyrene compounds; belong to the field of organic small molecule fluorescent probes. Background technique [0002] Hydrogen peroxide (H 2 O 2 ) Plays an important role in various physiological processes, H 2 O 2 Abnormal levels are associated with many types of diseases such as cancer, diabetes, Down syndrome and rare diseases. Recently, H 2 O 2 It has been proved to be an active small molecule related to major human diseases in academia. Based on this, the H 2 O 2 The detection has also attracted people's attention. [0003] Currently, H 2 O 2 The detection methods are mainly divided into two categories: direct method and indirect method. Direct method is a kind of direct use of H 2 O 2 The method of analyzing and detecting it by its own physical and chemical pr...

Claims

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Application Information

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IPC IPC(8): C07F5/02C09K11/06G01N21/64
CPCC07F5/025C09K11/06C09K2211/1007C09K2211/1037C09K2211/1096G01N21/6486
Inventor 林伟英刘勇聂景牛杰孟芳芳
Owner UNIV OF JINAN
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