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Fluorescent probe for detecting hypochlorous acid by fluorescence ratio method and preparation method for fluorescent probe

A technology for the detection of hypochlorous acid and fluorescent probes, applied in the field of fluorescence detection, can solve the problems of few research reports on fluorescent ratio probes, and achieve the effect of no cytotoxicity, good cell permeability, and no light auto-oxidation

Inactive Publication Date: 2014-04-23
XIAMEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] So far, there are few reports on fluorescent ratiometric probes involving HClO [Chem.Eur.J.2009,15,2305-2309.]

Method used

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  • Fluorescent probe for detecting hypochlorous acid by fluorescence ratio method and preparation method for fluorescent probe
  • Fluorescent probe for detecting hypochlorous acid by fluorescence ratio method and preparation method for fluorescent probe
  • Fluorescent probe for detecting hypochlorous acid by fluorescence ratio method and preparation method for fluorescent probe

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Experimental program
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Embodiment 1

[0031] Embodiment 1: the preparation method of probe:

[0032] In a 50 mL round bottom flask, add 7-dimethylamino4-methylcoumarin (0.5 g, 2.2 mmol), and dissolve it completely with 20 mL of dry benzene. Then add Lawesson's reagent (1.7g, 4.4mmol), stir, and heat to reflux under nitrogen atmosphere for 6h. After cooling, the solvent was removed under reduced pressure to obtain a yellow viscous substance. Add about 10 mL of ethyl acetate, stir for 5 min to precipitate excess Lawession reagent (white solid), pour out the solution, and remove the solvent under reduced pressure. Repeat the operation 3 times. The product was placed in a vacuum desiccator for 48 hours to obtain a yellow pure solid product (yield 75%).

[0033] Product characterization

[0034] ESI-MS:C 14 h 17 NOS,m / z:248.0(M+1) + .

[0035] NMR spectrum ( 1 H. 13 C NMR) characterization data are as follows:

[0036] 1 H NMR (CDCl 3 ): δ1.202 (t, J=6.8, 6H, NCH 2 CH 3 ), 2.271(s,3H,CH 3 ),3.412(q,J=10...

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Abstract

The invention discloses a fluorescent probe for detecting hypochlorous acid by a fluorescence ratio method and a preparation method for the fluorescent probe, and relates to a fluorescence detection method. The preparation method comprises the steps of adding 1 part of 7-diethylin-4-methylcoumarin into a container by mass, and dissolving the 7-diethylin-4-methylcoumarin by 20-60 parts of redistilled benzene; then adding 1-3 parts of a Lawesson's reagent, performing stirring, heating and backflow reaction on reactants under the nitrogen atmosphere for 4-6 hours; cooling to room temperature, and performing rotary evaporation to exhaust an organic solvent; adding 10-20 parts of ethyl acetate, stirring for 5-10 minutes to separate out the excessive Lawesson's reagent (white solid), pouring out a solution, and performing decompression to remove the solvent; repeatedly operating for 3 times; stewing a product in a vacuum dryer for more than 48 hours to obtain a yellow pure solid product which is the fluorescent probe for detecting the hypochlorous acid by the fluorescence ratio method.

Description

technical field [0001] The invention relates to a fluorescence detection method, in particular to a fluorescence ratio method using thiocoumarin as a fluorescent probe to detect hypochlorous acid (HClO), an active oxygen species produced in cells, to detect the fluorescence of hypochlorous acid Probes and methods for their preparation. Background technique [0002] Active oxygen is a general term for a series of oxygen-containing substances with active chemical properties and strong oxidizing ability produced by organisms. Active oxygen includes not only some free radicals, such as hydroxyl radical (OH), superoxide anion (O 2 - ), peroxyl radicals (ROO ), etc., also include some non-free radicals, such as hydrogen peroxide (H 2 o 2 ), singlet oxygen ( 1 o 2 ) and hypochlorous acid (HOCl), etc. [0003] Unlike other reactive oxygen species, HClO can be found everywhere in people's daily life. Sodium hypochlorite, for example, was used as the main active ingredient in ...

Claims

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Application Information

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IPC IPC(8): C09K11/06C07D311/16G01N21/64
Inventor 郑洪詹心琪孙丹
Owner XIAMEN UNIV
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