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Preparation and application of fluorescence-enhanced thiophenol fluorescence probe

A fluorescent probe, thiophenol technology, applied in the field of chemical analysis and detection, to achieve the effect of fast response, good selectivity, and simple synthesis

Active Publication Date: 2015-07-29
SUZHOU ROWLAND BIOTECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, a major challenge in the development of thiophenol fluorescent probes is whether the probe can selectively distinguish thiophenols from fatty thiols, and when the long-wave emitting fluorescent probes are used for intracellular fluorescence detection, they can not only reduce the impact on biological samples Therefore, the development of long-wavelength, highly selective thiophenol fluorescent probes is of great value for the realization of target detection in vivo

Method used

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  • Preparation and application of fluorescence-enhanced thiophenol fluorescence probe
  • Preparation and application of fluorescence-enhanced thiophenol fluorescence probe
  • Preparation and application of fluorescence-enhanced thiophenol fluorescence probe

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Embodiment 1: the synthesis of compound 6

[0019] Weigh 4-methoxy-2-nitroaniline (16.8g, 0.1mol) and 10% Pd / C in a 500mL round-bottom single-neck flask, add 200mL methanol to dissolve, fully ventilate with argon three times, and then pass in hydrogen , heated up to 60°C for 12 hours, after the reaction, cooled to room temperature, filtered with suction, removed the catalyst, and removed the solvent by rotation to obtain a brown liquid which is compound 6.

Embodiment 2

[0020] Embodiment 2: the synthesis of compound 5

[0021] Compound 6 was dissolved in 350 mL of acetonitrile solution, glyoxal solution (40%, 32 mL, 2.6 mol) was added, and the temperature was raised to 60° C. for 6 h. After the reaction was completed, it was cooled, and the solvent was removed by rotation to obtain a brown solid which was Compound 5. Yield: 13.6 g. Yield: 85%. m.p.58-60°C.

Embodiment 3

[0022] Embodiment 3: the synthesis of compound 4

[0023] Weigh compound 5 (5.5 g, 0.034 mmol) into a 500 mL round-bottomed single-necked flask, add 150 mL of toluene to dissolve, and cool the reaction solution to 0°C. Sodium borohydride (13.2 g, 0.35 mol) was slowly added to the cooled solution, and the resulting brown-yellow solution was stirred for 10 min. Acetic acid (57.3 mL, 1 mol) was slowly added dropwise to the above solution, and the temperature of the reaction solution was kept between 5-10° C. After the dropwise addition was completed, the reaction was continued for 1 h. Warm up to reflux and react for 5h. After the reaction was completed, it was cooled to room temperature, and 250 mL of deionized water was added to the reaction liquid. The organic layer (toluene) was separated from the water layer, the organic layer was dried with anhydrous sodium sulfate, the water layer was extracted with 150 mL of ethyl acetate, dried with anhydrous sodium sulfate, and the so...

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Abstract

The invention discloses a novel compound which can be utilized for fluorescence detection of thiophenol, particularly relates to preparation and application of a novel fluorescence probe, and belongs to the technical field of chemical analysis and detection. The novel fluorescence probe has a molecular structural formula shown in the description. The novel fluorescence probe is high in selectivity, anti-interference capability and sensitivity, can be utilized for the fluorescence detection of thiophenol in a biological or environmental sample, and has an excellent application prospect.

Description

technical field [0001] The invention relates to the technical field of chemical analysis and detection, in particular to a preparation method of a novel thiophenol fluorescent probe and the application of the fluorescent probe in detecting thiophenol. Background technique [0002] Thiophenol is a colorless liquid with a special odor and is mainly used as an intermediate in organic synthesis of medicines and pesticides. When inhaled, it can cause bronchospasm, edema and chemical pneumonia, and even death in severe cases. Therefore, the development of a convenient and rapid method for the detection of thiophenol is of great significance to the environment and human health. Fluorescent probe detection has the advantages of simple operation, easy real-time in situ detection, high sensitivity and high selectivity, and has attracted extensive attention from researchers. At present, a major challenge in the development of thiophenol fluorescent probes is whether the probe can sel...

Claims

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Application Information

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IPC IPC(8): C09K11/06C07D241/42G01N21/64
Inventor 宋相志
Owner SUZHOU ROWLAND BIOTECH
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