Fluorescence probe for detecting bisulfite and preparation and application

A bisulfite and fluorescent probe technology, which is applied in the preparation of carboxylic acid nitriles, carboxylic acid esters, organic compounds, etc., can solve the problems of expensive instruments, complicated processing, and inability to monitor in real time, and achieve fast detection speed , good selectivity and high yield

Inactive Publication Date: 2018-03-06
QINGDAO UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These methods have expensive instruments, complex processing, and cannot be monitored in real time, so they have great limitations.

Method used

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  • Fluorescence probe for detecting bisulfite and preparation and application
  • Fluorescence probe for detecting bisulfite and preparation and application
  • Fluorescence probe for detecting bisulfite and preparation and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Embodiment 1: the preparation of molecular fluorescent probe I

[0023] (1) Compound 1 (76mg, 0.114mmol), add anhydrous potassium carbonate (0.157g, 1.14mmol), 4-formylphenylboronic acid (51.2mg, 0.342mmol), 15mL dimethylformamide, 10mL water, 13mg Tetrakistriphenylphosphine palladium was heated to reflux for 12 hours under the protection of nitrogen. Then it was extracted with ethyl acetate and purified by column chromatography to obtain compound 2 (70 mg, 85%).

[0024] (2) Add malononitrile (81.9 mg, 1.24 mmol) to compound 2 (0.3 g, 0.415 mmol), two drops of piperidine, and 20 mL of ethanol, and stir at room temperature for 2 hours under nitrogen protection. After purification by column chromatography, fluorescent probe I (0.25 g, 73%) was obtained.

[0025] Test results:

[0026] 1 H NMR (500MHz, CDCl 3 )δ7.95(d,J=8.4Hz,4H),7.78(s,2H),7.72(d,J=8.4Hz,4H),7.31(s,2H),6.77(s,2H),4.36– 4.21(m,4H),3.32(s,6H),3.14–3.06(m,2H),2.92–2.84(m,4H),2.76–2.66(m,2H),1.83–1.74(...

Embodiment 2

[0028] Example 2: Application of bisulfite ion fluorescent probe.

[0029] The Molecular Probe I was dissolved in dimethyl sulfoxide, configured as a probe solution of 1 mmol / L, and diluted into a mixed solution of ethanol and PBS buffer (dimethyl sulfoxide: PBS=1:1, v / v), using a UV-Vis spectrophotometer and a fluorescence spectrophotometer to probe I to identify HSO 3 - performance has been studied. The concentration of probe I was 1 × 10 -5 M and 5×10 -6 M, used for UV absorption and fluorescence tests respectively.

[0030] figure 1 It is the ultraviolet absorption spectrum after adding 40 equivalents of different anions and mercapto-containing compounds to the probe I solution. 1×10 -5 In the probe I solution of M, add 40 equivalents of different anions and mercapto compounds (acetate ion, thiocyanate ion, nitrite ion, nitrate ion, bisulfate ion, carbonate ion, fluoride ion, chlorine ion, etc. ions, bromide, iodide, cysteine, homocysteine, glutathione). It was f...

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Abstract

The invention discloses a fluorescence probe for detecting bisulfate and a preparation method and application of the fluorescence probe for detecting the bisulfate. The molecular formula of the probeis C52H42N4O6, and the structural formula of the probe is as shown in the following formula. The fluorescence probe I prepared by the invention is simple and convenient in synthesis, high in yield andeasy to prepare, and suitable for amplification synthesis and practical production application. The fluorescence probe can use an ultraviolet-visible method and a fluorescence method to detect bisulfite ions, is good in selectivity, fast in detection, and suitable for naked eye detection, and not interfered by anions of acetate ions, thiocyanate ions, nitrite ions, nitrate ions, hydrogensulfate ions, carbonate ions, fluoride ions, chloride ions, bromide ions, iodide ions, cysteine, homocysteine, glutathione and biological mercaptan, can be applied to the field of ion detection as a new probeand has broad application prospects.

Description

【Technical field】 [0001] The invention belongs to the field of molecular probes for ion detection, in particular to a molecular probe for selectively detecting bisulfite, a preparation method and application thereof. 【Background technique】 [0002] Bisulfite has antioxidant and antibacterial properties, and can be used as a bleaching agent, antibacterial agent and enzyme inhibitor for food-grade products, and is widely used in the food and pharmaceutical industries. As a food additive widely used in the world, bisulfite is used for anti-oxidation and anti-corrosion of food and medicine. Excess bisulfite ions can cause severe allergic reactions, diarrhea, low blood pressure and other diseases. FDA regulations require indication of products containing >10 μg / mL. So far, there are many methods for detecting bisulfite, including electrochemical, chromatography, capillary electrophoresis, etc. These methods have expensive instruments, complex processing, and cannot be monit...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07C253/30C07C255/41G01N21/64
CPCC09K11/06C07C67/343C07C253/30C07C255/41C09K2211/1011G01N21/643C07C69/76
Inventor 王鲲鹏胡志强雷洋陈绍晋张琦陈聚朋
Owner QINGDAO UNIV OF SCI & TECH
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