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Fluorescent probe based on benzothiazole derivative cysteine and preparation method thereof

A fluorescent probe, cysteine ​​technology, applied in the field of cysteine ​​detection, can solve the problem of long response time, and achieve the effect of good imaging effect, low cytotoxicity and good selectivity

Pending Publication Date: 2022-04-15
明士新材料有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Patent CN103755672 A provides a coumarin-based cysteine ​​fluorescent probe compound, the response time of the probe is about 60 minutes, and the response time is longer

Method used

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  • Fluorescent probe based on benzothiazole derivative cysteine and preparation method thereof
  • Fluorescent probe based on benzothiazole derivative cysteine and preparation method thereof
  • Fluorescent probe based on benzothiazole derivative cysteine and preparation method thereof

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Embodiment 1

[0030] A method for preparing a fluorescent probe based on benzothiazole derivative cysteine, the steps are as follows:

[0031] (1) Add 0.5 g of cyanobiphenol aldehyde and 0.32 g of o-aminothiophenol to absolute ethanol, then dropwise add 1.12 ml of hydrogen peroxide and 1.74 ml of concentrated hydrochloric acid, stir at room temperature for 30 min, and after the reaction is complete, suction filter to obtain a light yellow Solid II, 80% yield.

[0032]

[0033] (2) Under a nitrogen atmosphere, in an ice bath, add 0.19 g of compound II and 0.16 ml of acryloyl chloride to dry dichloromethane, then dropwise add 0.2 ml of triethylamine, stir at room temperature overnight, after the reaction is complete, concentrate in vacuo to obtain crude Product, compound I was obtained by column chromatography with a yield of 55%. figure 1 It is the NMR image (400MHz, CDCl3) of the obtained probe.

[0034]

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Abstract

The invention discloses a fluorescent probe based on benzothiazole derivative cysteine, and the chemical structural formula of the fluorescent probe is shown in the specification. According to the fluorescent probe based on benzothiazole derivative cysteine and a preparation method of the fluorescent probe, the fluorescent probe is simple to synthesize; the probe is good in cysteine selectivity, high in sensitivity and low in detection limit, and can be applied to detection of cysteine in cells.

Description

technical field [0001] The invention relates to the technical field of cysteine ​​detection, in particular to a fluorescent probe based on a benzothiazole derivative cysteine ​​and a preparation method thereof. Background technique [0002] As one of the twenty amino acids that make up proteins, cysteine ​​containing mercapto groups plays an irreplaceable role in the physiological process of cells. For example, cysteine ​​is an essential substance for cell and tissue growth, and cysteine ​​deficiency is associated with various diseases such as edema, stunted growth in young children, and liver damage. Therefore, it is of great value in life science and medicine to realize the fluorescence imaging of intracellular cysteine ​​and give information on the expression and distribution of intracellular cysteine. [0003] In the prior art, methods for measuring cysteine ​​content include gas chromatography-mass spectrometry, high performance liquid chromatography, fully automatic f...

Claims

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Application Information

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IPC IPC(8): C07D277/66C09K11/06G01N21/64
CPCC07D277/66C09K11/06G01N21/6428C09K2211/1007C09K2211/1037
Inventor 路亚男赵彦平彭俊
Owner 明士新材料有限公司
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