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A Fluorescent Probe Based on Phenylboronate to Recognize Hydrogen Peroxide

A fluorescent probe and hydrogen peroxide technology, applied in the field of fluorescent probes, can solve problems such as complex preparation methods, and achieve the effects of good selectivity, rapid identification, and high selectivity

Inactive Publication Date: 2020-03-27
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

In the prior art, patent CN106632441A provides a hydrogen peroxide fluorescent probe compound based on tetraphenylethylene, and patent CN106749359A provides a hydrogen peroxide probe compound, but both compounds have complex preparation methods, etc. shortcoming

Method used

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  • A Fluorescent Probe Based on Phenylboronate to Recognize Hydrogen Peroxide
  • A Fluorescent Probe Based on Phenylboronate to Recognize Hydrogen Peroxide
  • A Fluorescent Probe Based on Phenylboronate to Recognize Hydrogen Peroxide

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Synthesis of Compound I

[0026] Dissolve 0.14 g of compound II and 0.13 g of 4-boryl benzyl bromide in acetone, add 60 mg of potassium carbonate, stir and reflux overnight, after the reaction is completed, concentrate in vacuo to obtain a crude product, and obtain compound I through column chromatography. The yield 55%. figure 1 is the NMR image of the probe (400MHz, DMSO-d 6 ).

Embodiment 2

[0027] Embodiment 2 Probe compound I selectivity analysis

[0028] When 100 equivalents of hydrogen peroxide were added to the DMSO / PBS buffer containing 5 μM compound I with a volume ratio of 3:7, the detection results were as follows figure 2 , when the excitation light wavelength is 405nm, the probe compound I emits a strong fluorescence with a wavelength of 486nm, which reaches the strongest within 15 minutes, and the probe compound I has no obvious response to other active oxygen species, indicating that the probe compound I is sensitive to peroxidation. Hydrogen has excellent selectivity.

Embodiment 3

[0029] Embodiment 3 Probe compound I is to hydrogen peroxide titration experiment

[0030] Add 0-40 equivalents of hydrogen peroxide to the buffer solution of 5 μM probe compound I, the fluorescence response intensity increases regularly with the increase of the amount of hydrogen peroxide added, and the detection results are as follows: image 3 , the results show that the probe compound I has a wide detection range and high sensitivity to the concentration of hydrogen peroxide.

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Abstract

The invention discloses a fluorescence probe for detecting hydrogen peroxide and belongs to the technical field of analytical chemistry. The probe is prepared by the steps: stirring 3-(benzo[d] thiazole-2-yl)-[1,1'-biphenyl]-4-ol and 4-boron ester benzyl bromide in an acetone solution containing potassium carbonate, and refluxing overnight, thereby obtaining the product. The fluorescence probe disclosed by the invention is simple in synthesis and convenient to use, has excellent advantages to hydrogen peroxide such as excellent selectivity and sensitivity and low detection limit, and can be applied to detecting the hydrogen peroxide in cells.

Description

technical field [0001] The invention provides a fluorescent probe for detecting hydrogen peroxide, belonging to the technical field of fluorescent probes. [0002] technical background [0003] Hydrogen peroxide is one of the active oxygen species in the human body, which is produced through the metabolism of oxygen and the catalysis of enzymes. Hydrogen peroxide plays an important role in various physiological processes, and abnormal levels have been linked to many types of diseases such as cancer, diabetes, Down syndrome and rare diseases. Recently, it has been confirmed that it is an active small molecule associated with major human diseases in academia. Based on this, the detection of P2 in vivo and in vitro has also aroused people's great attention. Due to the important biological role of hydrogen peroxide, it is very important to develop a rapid, sensitive and simple method for detecting hydrogen peroxide for academic research and early disease diagnosis. [0004] At...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F5/04C09K11/06G01N21/64
CPCC07F5/04C09K11/06C09K2211/1007C09K2211/1037C09K2211/1096G01N21/643
Inventor 吕正亮路亚男范春华
Owner UNIV OF JINAN
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