Application of LZQ fluorescent probe to simultaneous detection of SO2 and HSA

A fluorescent probe, SO2 technology, used in fluorescence/phosphorescence, luminescent materials, measurement devices, etc., can solve the problems of dual-channel simultaneous detection and sensing difficulties, and achieve high sensitivity, simple synthesis, and good selectivity.

Active Publication Date: 2018-11-20
ZHENGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Due to the existing fluorescent probes for SO 2 Different from HSA detection mechanism and SO 2 As a small molecule and HSA as a macromolecule, it is very difficult to realize the dual-channel simultaneous detection and sensing of the two substances, and there is no report at home and abroad that can be used for dual-channel identification and sensing of SO 2 and fluorescent probes for HSA, so inventing a method that can efficiently detect HSO in liquids and biological samples 3 - and HSA fluorescent probes are especially important

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  • Application of LZQ fluorescent probe to simultaneous detection of SO2 and HSA
  • Application of LZQ fluorescent probe to simultaneous detection of SO2 and HSA
  • Application of LZQ fluorescent probe to simultaneous detection of SO2 and HSA

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Embodiment 1

[0044] A LZQ fluorescent probe simultaneously detects SO 2 And the application in HSA, the structure of LZQ fluorescent probe is as follows:

[0045] The LZQ fluorescent probe can simultaneously detect SO 2 and HSAs.

[0046] The preparation method of described LZQ fluorescent probe, the steps are as follows:

[0047] 2-Acetonitrile benzothiazole (209 mg, 1.2 mmol) was dissolved in ethanol (10 mL), and cooled to 5° C., 7-(diethylamino) salicylaldehyde (1-b) was added thereto, and then Piperidine (0.05 mL). The mixture was stirred at reflux temperature and the reaction was complete within 5 hours as checked by TLC. After cooling, the reaction system was poured into ice water (25 mL), resulting in a large amount of precipitate, and the crude product was filtered, washed with cold ethanol, and dried under vacuum. The crude product was purified by column chromatography using silica gel (100-200 mesh) and 10% ethyl acetate in petroleum ether to afford a purple solid (301 mg,...

Embodiment 2

[0051] A LZQ fluorescent probe simultaneously detects SO 2 And the application in HSA, the structure of LZQ fluorescent probe is as follows:

[0052] The LZQ fluorescent probe can simultaneously detect SO 2 and HSAs.

[0053] The preparation method of described LZQ fluorescent probe, the steps are as follows:

[0054] (1) Mix 4-(diethylamino) salicylaldehyde (289.86mg, 1.5mmol), diethyl malonate (240.2 mg, 1.5mmol) and ethanol, add 11.7mL piperidine (1mmol) after mixing and Stir under reflux for 6h, remove ethanol with a rotary evaporator, then add concentrated HCl and glacial acetic acid, stir at reflux for 6h, after the reaction is over, cool the solution to room temperature, pour it into ice water, and add NaOH solution dropwise to adjust When the pH reached 5, a precipitate was formed, and after stirring for 1 hour, the mixture was filtered, washed with water, and dried to obtain 7-diethylaminocoumarin;

[0055] (2) in N 2 Under protection, DMF ultra-dry solvent was...

Embodiment 3

[0058] A LZQ fluorescent probe simultaneously detects SO 2 And the application in HSA, the structure of LZQ fluorescent probe is as follows:

[0059] The LZQ fluorescent probe can simultaneously detect SO 2 and HSAs.

[0060] The preparation method of described LZQ fluorescent probe, the steps are as follows:

[0061] (1) Mix 4-(diethylamino) salicylaldehyde (289.86mg, 1.5mmol), diethyl malonate (240.2 mg, 1.5mmol) and ethanol, add 17.5mL piperidine after mixing and under reflux condition Stir at low temperature for 10 h, remove ethanol with a rotary evaporator, then add concentrated HCl and glacial acetic acid, and stir at reflux temperature for 10 h. After the reaction is complete, cool the solution to room temperature, pour it into ice water, and add NaOH solution dropwise to adjust the pH to 5 , forming a precipitate, and after stirring for 1 hour, the mixture was filtered, washed with water, and dried to obtain 7-diethylaminocoumarin;

[0062] (2) in N 2 Under prot...

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Abstract

The invention relates to application of an LZQ fluorescent probe to simultaneous detection of SO2 and HSA. The structural formula of the LZQ fluorescent probe is as follows: (the formula is as shown in the description). According to the preparation method, 3-aldehyde-7-diethylamino-coumarin and nitrile benzothiazole serve as raw materials. The probe can detect sulfur dioxide derivatives sulfite and hydrosulphite in a blue channel and can detect HSA efficiently in a red channel; furthermore, the HSA can catalyze reaction among the probe, the sulfite and the hydrosulphite. The fluorescent probecan be used for detecting the HSO3<-> content and the HSA content in cells.

Description

technical field [0001] The invention relates to the field of fluorescent probe preparation, in particular to the application of a LZQ fluorescent probe in the simultaneous detection of SO2 and HSA. Background technique [0002] SO 2 It is an air pollutant whose toxicity mainly comes from its derivative sulfite (SO 3 2- ) and bisulfite (HSO 3 - ), long-term exposure to SO 2 It can lead to a variety of diseases, such as asthma, stroke, migraine, lung and brain cancer. Recent studies have shown that hydrogen sulfide or some sulfur-containing amino acids can be endogenously oxidized by reactive oxygen species in the cytoplasm and mitochondria of living cells to generate SO 2 or HSO 3 - , resulting in a series of biological effects, such as increasing the activity of ATPase, leading to ATP consumption, hindering the phosphorylation of membrane proteins, and thus affecting the transmembrane transport of some proteins and small biological molecules. [0003] Human serum al...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): G01N21/64C07D417/06C09K11/06
CPCC07D417/06C09K11/06C09K2211/1037C09K2211/1088G01N21/6428G01N21/643G01N21/6458
Inventor 孙远强梁增强孙凯贾林果陈晓岚屈凌波
Owner ZHENGZHOU UNIV
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