A high membrane permeability fluorescent probe for detecting hydrogen sulfide and its preparation method and application

A fluorescent probe, hydrogen sulfide technology, applied in chemical instruments and methods, fluorescence/phosphorescence, material analysis by optical means, etc., can solve the problems of unfavorable organism detection, low penetration, etc. The effect of high product yield and easy identification

Active Publication Date: 2022-07-01
山东济清科技服务有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0006] In the CN107418556 patent, a fluorescent probe for detecting hydrogen sulfide and its preparation method are disclosed, but the probe has a small penetrating power to cells, which is not conducive to the detection of organisms

Method used

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  • A high membrane permeability fluorescent probe for detecting hydrogen sulfide and its preparation method and application
  • A high membrane permeability fluorescent probe for detecting hydrogen sulfide and its preparation method and application
  • A high membrane permeability fluorescent probe for detecting hydrogen sulfide and its preparation method and application

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Embodiment 1

[0039] A fluorescent probe for detecting hydrogen sulfide, having the structure shown in formula (I):

[0040]

[0041] (I).

[0042] A preparation method of a fluorescent probe for detecting hydrogen sulfide, comprising the following steps:

[0043] (1) Add 0.1 g of compound 1 and 0.05 g of compound 2 to 20 ml of a sulfuric acid solution with a mass fraction of 36%, react at 90 °C for 2-12 hours, pour the reaction solution into ice water, and dropwise add 4 ml of mass fraction 70% perchloric acid, a solid was precipitated, and the solid was recrystallized from ethanol to obtain compound Rha630. 1 H NMR (400 MHz, MeOD-d 4 (with 10% DMSO-d 6 ))δ 8.29 (m, 2H), 7.77 (m, 3H), 7.69 (s, 1H), 7.35 (d, J = 7.5 Hz, 1H), 7.24(m, 2H), 7.18(d, J = 6.6 Hz, 1H), 3.71 (q, J = 12.1, 4H), 2.97 (m, 2H), 2.18(m, 2H), 1.31 (t, J = 12.1, 6H). 13 C NMR (100 MHz, MeOD) δ 166.98, 164.66,159.41, 157.15, 156.79, 153.63, 146.42, 140.82, 135.09, 134.47, 132.86,131.87, 131.12, 130.06, 129.83...

Embodiment 2

[0051] Titration Experiment of Hydrogen Sulfide Fluorescent Probe and Hydrogen Sulfide

[0052] In PBS buffer (pH=7.4), the fluorescent probe was added at an initial concentration of 1 mM, so that the concentration of the fluorescent probe in the solution was 10 μM. Then, different amounts of sodium sulfide with an initial concentration of 1.00 mM were added sequentially, so that the concentrations of sodium sulfide in the solution were 5 μM, 10 μM, 15 μM, 20 μM, 25 μM, 30 μM, 35 μM, 40 μM, 50 μM, 60 μM, 70 μM, 80 μM, and 100 μM, respectively. , 140 μM, 180 μM, 250 μM, 300 μM, without adding sodium sulfide as a control, and standing for 0.5 h to fully react sodium sulfide and fluorescent probes.

[0053] The fluorescence spectrum under different concentrations of hydrogen sulfide was tested with a fluorescence spectrometer. The excitation wavelength of the fluorescence spectrum was 580 nm, the emission wavelength was 630 nm, and the detection wavelength was 630 nm. The results...

Embodiment 3

[0057] Selectivity Test for Fluorescent Probe Detection of Hydrogen Sulfide

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Abstract

The invention discloses a fluorescent probe with high membrane permeability for detecting hydrogen sulfide and a preparation method and application thereof. A high membrane permeability fluorescent probe for detecting hydrogen sulfide, characterized in that the molecular formula of the fluorescent probe is C 31 H 29 N 4 O 5 + , has the structure shown below: . The fluorescence of the fluorescent probe itself is very weak, and the resulting solution is purple when added to water or organic solvent. The fluorescent probe for detecting hydrogen sulfide of the invention has high selectivity for hydrogen sulfide detection, high detection sensitivity, obvious phenomenon, and easy identification. The preparation method of the fluorescent probe for detecting hydrogen sulfide in the invention is simple, the prepared product has high yield, and is suitable for large-scale popularization and application.

Description

technical field [0001] The invention relates to an organic small molecule fluorescent probe, in particular to a high membrane permeability fluorescent probe for detecting hydrogen sulfide and a preparation method and application thereof. Background technique [0002] H 2 S is not only a major air pollutant, but also closely related to animal and human health. H 2 S exists mainly in the form of hydrogen sulfide and sulfur radicals in living organisms. A small amount of H in the air 2 S can promote the opening of stomata in plant leaves to improve the photosynthesis rate of plants. Studies have shown that in the air H 2 When the concentration of S is too high, it will significantly affect the growth of plants and even reduce crop yield. Although studies have shown that H 2 S can stimulate the excitability of the nervous system, but when its concentration is high, it can cause respiratory diseases and even poisoning. a certain amount of H 2 For those who are sensitive ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D311/82C09K11/06G01N21/64
CPCG01N21/6428G01N21/643C09K11/06C07D311/82C09K2211/1007C09K2211/1088
Inventor 刘克印吝香朋陈云玲孔凡功
Owner 山东济清科技服务有限公司
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