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Fluorescent probe for differentially detecting GSH and H2Sn (n >1) through two channels

A fluorescent probe, dual-channel technology, applied in the field of chemical analysis and detection

Active Publication Date: 2020-10-23
ZHENGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Currently, the development has long-wavelength emission and large Stokes shift for the differential detection of GSH and H 2 S n (n>1) fluorescent probes are still a challenge

Method used

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  • Fluorescent probe for differentially detecting GSH and H2Sn (n >1) through two channels
  • Fluorescent probe for differentially detecting GSH and H2Sn (n >1) through two channels
  • Fluorescent probe for differentially detecting GSH and H2Sn (n >1) through two channels

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Embodiment 1: the synthesis of compound 2

[0039] Resorcinol (7.707 g, 70.0 mmol) and compound 1 (0.979 g, 3.5 mmol) were dissolved in 10.0 mL of acetonitrile, and the mixture was stirred at 0° C. for 5 minutes. Sodium chlorite (1.112 g, 12.3 mmol) and sodium dihydrogen phosphate (1.896 g, 15.8 mmol; dissolved in 1.5 mL of water) were added to the above mixture. After stirring the reaction at 0 °C for 30 minutes, it was poured into 50 mL of ice water. The mixture was acidified with 1mol / L hydrochloric acid solution to form a large amount of yellow precipitate. After suction filtration and washing, it was dried under vacuum to obtain 0.751 g of tan solid as compound 2, yield: 76.2%.

Embodiment 2

[0040] Embodiment 2: the synthesis of compound 3

[0041] Diphenyldiselenide (0.218 g, 0.7 mmol) and sodium borohydride (0.034 g, 0.9 mmol) were dissolved in 2.5 mL of absolute ethanol. Under the protection of nitrogen, the mixture was stirred and reacted at room temperature for 10 minutes to obtain compound 3 as a colorless transparent solution. The product of this step can be directly used in the next step of synthesis without further purification.

Embodiment 3

[0042] Embodiment 3: the synthesis of compound 4

[0043] Compound 2 (0.180 g, 0.6 mmol) was dissolved in anhydrous N,N-dimethylformamide (5.0 mL), and triethylamine (240.0 μL, 1.8 mmol) was added as an acid-binding agent. Then compound 3 (0.110 g, 0.7 mmol) was added, and the reaction was stirred at room temperature for 20 minutes. The mixture was then poured into 50 mL of water and extracted with dichloromethane, keeping the organic phase. The organic solvent was removed under reduced pressure to obtain 0.243 g of orange solid as compound 4 with a yield of 98.0%.

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Abstract

The invention discloses a fluorescent probe for differentially detecting GSH and H2Sn (n > 1) through two channels, and belongs to the technical field of chemical analysis and detection. The probe hasa molecular structural formula shown in the description. The probe emits green fluorescence after reacting with GSH and emits red fluorescence after reacting with H2Sn. The probe not only can realizesimultaneous distinguishing detection of GSH and H2Sn (n > 1), but also has the characteristics of good selectivity, high sensitivity, relatively wide pH working range and the like. Meanwhile, in thedetection process, the probe can emit red fluorescence, and large Stokes shift is shown. The excellent properties show that the fluorescent probe has important application value in the fields of environment, biology and the like.

Description

technical field [0001] The invention belongs to the technical field of chemical analysis and detection, in particular to a dual-channel simultaneous differential detection of GSH and H 2 S n (n>1) fluorescent probe, and the probe in the detection of GSH and H 2 S n (n>1) applications. Background technique [0002] Reactive sulfur species (RSS) including glutathione (GSH) and polyhydrogen sulfide (H 2 S n , n>1), it plays an important regulatory role in the physiological and pathological processes of the human body. GSH acts as an antioxidant that protects cells from damage caused by harmful heavy metals, peroxides and free radicals. Abnormal levels of it can cause some diseases, such as osteoporosis, cardiovascular disease and Alzheimer's disease. h 2 S n (n>1) exhibited high potency in modulating various physiological processes including activation of ion channels, transcription factors and tumor suppressors. Given GSH and H 2 S n Of importance in re...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/18C09K11/06G01N21/64
CPCC07D311/18C09K11/06G01N21/6486C09K2211/1088
Inventor 刘兴江肜一凡魏柳荷
Owner ZHENGZHOU UNIV
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