Preparation and application of probe for hydrogen sulfide (H2S) based on protection-deprotection mechanism

A deprotection and mechanism technology, applied in the field of fluorescent probes, can solve the problem of low selectivity and achieve the effects of high fluorescence quantum yield, high sensitivity, and high molar extinction coefficient

Inactive Publication Date: 2015-11-25
HUNAN CITY UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Fluorescent probes for the detection of hydrogen sulfide have been reported, but most of them are affected by sulfhydryl compounds (such as cysteine, glutathione, homocysteine, thiophenol), and the selectivity is not high

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  • Preparation and application of probe for hydrogen sulfide (H2S) based on protection-deprotection mechanism
  • Preparation and application of probe for hydrogen sulfide (H2S) based on protection-deprotection mechanism
  • Preparation and application of probe for hydrogen sulfide (H2S) based on protection-deprotection mechanism

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Embodiment Construction

[0025] The following examples are only used to illustrate the present invention in detail and do not limit the scope of the invention in any way.

[0026] The synthesis of embodiment probe:

[0027] Add 2,4-dihydroxybenzaldehyde (345.3mg, 2.5mmol) and benzothiazole-2-acetonitrile (435.6mg, 2.55mmol) into a 50ml round bottom flask, add 5mL of ethanol to dissolve, and then drop 5 drops of piper Pyridine, stirred overnight at room temperature. The next day, a large amount of yellow precipitates precipitated in the reaction system, which was obtained by suction filtration. The resulting filter cake was added to 40 mL of 10% dilute hydrochloric acid solution, and the resulting suspension was heated and stirred at 130°C overnight for hydrolysis. Cool the solution after acid boiling to room temperature, adjust the pH to neutral with NaOH dilute solution, filter the reaction solution, and wash the filter cake with a large amount of water, and after the oil pump is drained, use silica...

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Abstract

The invention discloses a fluorescent probe used for detecting hydrogen sulfide based on a protection-deprotection mechanism. The fluorescent probe provided by the invention has a highly-sensitive highly-selective recognition capacity for detection of hydrogen sulfide. The fluorescent probe provided by the invention is simple to synthesize and high in yield. According to the invention, due to presence of 2,4-dinitro benzenesulfonyl in the probe, the probe itself is free of fluorescence, and fluorescence rapidly increases when a protective group of hydroxy is deprotected after reaction with sulfur ions. The probe can detect hydrogen sulfide in chemical samples, biological samples or medical samples based on fluorescence enhancement or color enhancement, and is suitable for fluorescence imaging.

Description

technical field [0001] The invention belongs to the field of fluorescent probes and specifically designs a preparation method and application of a hydrogen sulfide fluorescent probe based on protection and deprotection mechanisms. Background technique [0002] Sulfide is one of the important parameters to indicate the quality of water body, its existence can consume the oxygen in the water body, leading to the death of aquatic organisms. In waters rich in organic matter and low in pH, sulfides can easily generate toxic gas hydrogen sulfide (H2S) with the smell of rotten eggs 2 S). h 2 S is a precursor for the generation of sulfuric acid, a highly corrosive substance, which is very harmful to the environment; it is also a strong neurotoxin, and the human body inhales different concentrations of H 2 S will produce headache, dizziness, vomiting, instant death, etc. [2] Symptoms seriously threaten the survival and development of human beings. [0003] The latest research sh...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D417/04G01N21/64
CPCY02P20/55
Inventor 王姣亮龙立平谢丹
Owner HUNAN CITY UNIV
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