Fluorescent probe compound for selenium protein detection and preparation method thereof

A technology of fluorescent probes and compounds, applied in chemical instruments and methods, fluorescence/phosphorescence, luminescent materials, etc., can solve the problems of large-scale instruments with complex operation means, and achieve the effects of good selectivity, high sensitivity and simple detection operation.

Active Publication Date: 2019-01-22
YANTAI INST OF COASTAL ZONE RES CHINESE ACAD OF SCI
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

At present, the detection method requires sample pretreatment, complex operation methods and large instruments

Method used

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  • Fluorescent probe compound for selenium protein detection and preparation method thereof
  • Fluorescent probe compound for selenium protein detection and preparation method thereof
  • Fluorescent probe compound for selenium protein detection and preparation method thereof

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Experimental program
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Embodiment 1

[0031] A method for preparing a fluorescent probe compound (as shown in formula I) for selenoprotein detection, the steps comprising:

[0032]

[0033] Formula Ⅰ

[0034] (1) Preparation of Compound 1

[0035] 6-Bromo-2-naphthol (10g, 0.0426mol) was dissolved in 40ml of water, and methylamine hydrochloride (15g , 0.222mol) at 140°C for 96 hours. The reaction was cooled to room temperature, washed with aqueous sodium hydroxide solution (2mol / L), dried and recrystallized with methanol to obtain a brown-yellow product with a yield of 83.2%.

[0036] Compound one: 1 H NMR (500 MHz, CDCl 3 -D 1 ) δ (ppm): 2.84 (s, 3H), 3.79 (s,1H), 6.660-6.682 (d, 1H), 6.775-6.910 (q, 1H), 7.635-7.400 (q, 1H), 7.430-7.465 (d, 2H), 7.760-7.790 (d, 1H). 13 C NMR (125 MHz, CDCl 3 -D 1 ) δ (ppm): 147.28, 133.84, 129.65, 129.48, 128.53, 127.98, 127.69, 118.83, 114.98, 103.56, 30.68.

[0037]

[0038] compound one

[0039] (2) Preparation of Compound 2

[0040] Compound 1 (2g, 8.5mmol) ...

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Abstract

The invention relates to a fluorescent probe compound for selenium protein detection. The structure of the compound is as shown in formula I in the specification. Compared with the traditional detection technology, a non-invasive fluorescent probe has the advantages of simple, convenient and fast detection operation, high sensitivity, good selectively and short response time, can be used for performing in-situ and real-time monitoring on detection objects, and has a wide application range.

Description

technical field [0001] The invention belongs to the field of higher organic synthesis, and specifically relates to a fluorescent probe compound for selenoprotein detection and a preparation method thereof. Background technique [0002] Selenoprotein is an important antioxidant species in cells, which can protect cells from oxidative damage. The antioxidant mechanism of active selenium species directly scavenges ROS through the ping-pong mechanism. Active selenium species in the body mainly exist in the form of selenium-containing amino acids, such as selenocysteine ​​(CysSeH, Sec), selenium glutathione (GSeH), selenium persulfurized cysteine ​​(CysSSeH), selenium Glutathione supersulfated (GSSeH), selenium-methylselenocysteine ​​and selenomethionine, etc., which are usually incorporated into proteins as glutathione peroxidase (GPx) and thioredox Active site of protein reductase (Trx). There are at least 25 different selenoproteins (SePs) in the human body that have a wide...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/14C09K11/06G01N21/64
CPCC07D209/14C09K11/06C09K2211/1011C09K2211/1029G01N21/6428
Inventor 陈令新王悦张松子
Owner YANTAI INST OF COASTAL ZONE RES CHINESE ACAD OF SCI
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