Fluorescent probe for detecting amyloid protein aggregate as well as preparation method and application of fluorescent probe

An amyloid and fluorescent probe technology, applied in the field of biomedicine, can solve problems such as limited binding ability, and achieve the effects of improving binding ability, improving optical properties, and reducing background signals

Active Publication Date: 2021-12-10
HUBEI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The purpose of the present invention is to solve the problem that the fluorescent probes in the prior art have limited ability to bind to the Aβ protein when detecting the Aβ protein, and provide a fluorescent probe for detecting amyloid aggregates, which can effectively improve the fluorescent probe. The ability of the needle to bind to the Aβ protein, while reducing its background signal, improving photostability and signal-to-noise ratio after binding to the protein

Method used

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  • Fluorescent probe for detecting amyloid protein aggregate as well as preparation method and application of fluorescent probe
  • Fluorescent probe for detecting amyloid protein aggregate as well as preparation method and application of fluorescent probe
  • Fluorescent probe for detecting amyloid protein aggregate as well as preparation method and application of fluorescent probe

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Effect test

Embodiment 1

[0033] 4-methyl-pyridine-1,2-dibromoethane and a molar ratio of 2.5: 1 the amount of mixing, with stirring at 100 ℃ Charging hours to give a white solid which was washed with diethyl ether, to give the intermediate 1,2--4 - methylpyridine ethane. 4-methyl-pyridine-1,2-oxide with p-dimethylamino cinnamaldehyde in a molar ratio of 1: 2 was dissolved in an amount of n-butanol was added and the molar amount of piperidine-dimethylamino cinnamaldehyde, etc. as the catalyst, under reflux for 120 ℃ 7 hours, cooled to room Wen Houjing placed in a refrigerator 24h, black powder precipitated solid was suction filtered washed with diethyl ether to give the fluorescent probe.

Embodiment 2

[0035] 4-methyl-pyridine-1,2-dibromoethane and a molar ratio of 2.5: 1 the amount of mixing, with stirring at 100 ℃ Charging hours to give a white solid which was washed with diethyl ether, to give the intermediate 1,2--4 - methylpyridine ethane. 1,2-oxide and 4-methylpyridine-dimethylamino cinnamaldehyde in a molar ratio of: an amount of 2.5 dissolved in n-butanol was added piperidine as a catalyst, piperidine and dimethylamino cinnamic molar ratio of aldehyde to 1: 2, was refluxed at 120 ℃ 8 hours, cooled to room Wen Houjing placed in a refrigerator 24h, black powder precipitated solid was filtered off with suction, washed with diethyl ether to give the fluorescent probe.

Embodiment 3

[0037] 4-methyl-pyridine-1,2-dibromoethane and a molar ratio of 2.5: 1 the amount of mixing, with stirring at 100 ℃ Charging hours to give a white solid which was washed with diethyl ether, to give the intermediate 1,2--4 - methylpyridine ethane. 1,2-oxide and 4-methylpyridine-dimethylamino cinnamaldehyde in a molar ratio of: an amount of 3 was dissolved in n-butanol was added piperidine as a catalyst, piperidine and dimethylamino cinnamic aldehyde molar ratio of 1: 1.5, was refluxed at 120 ℃ 6 hours, cooled to room Wen Houjing placed in a refrigerator 24h, black powder precipitated solid was filtered off with suction, washed with diethyl ether to give the fluorescent probe.

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Abstract

The invention discloses a fluorescent probe for detecting amyloid protein aggregate and a preparation method of the fluorescent probe. The invention also discloses application of the fluorescent probe in detection of A beta protein and detection of Alzheimer's disease (AD). The binding capacity of the fluorescent probe of a homodimer structure and A beta protein is remarkably improved, meanwhile, the fluorescent probe shows excellent optical performance; the fluorescent probe emits light to a near-infrared area; the near-infrared fluorescence imaging of the fluorescent probe is high in sensitivity and resolution, and real-time imaging can be achieved; the fluorescent probe realizes deep penetration of a biological tissue and avoids self-fluorescence of the biological tissue; the fluorescent probe has good light stability; meanwhile, the background signal of the fluorescent probe is reduced, the signal-to-noise ratio is increased, and the PH stability, the anti-interference capability and the fat-water distribution ratio are also obviously improved, so that the fluorescent probe disclosed by the invention obviously improves various performance indexes of probe molecules, and has a wide application prospect.

Description

Technical field [0001] The present invention relates to the field of biotechnology medicine, in particular to a method for detecting fluorescent probe and its preparation and application of amyloid aggregates. Background technique [0002] Alzheimer's disease (AD) is a dementia over time condition will gradually deteriorate. The disease is not a normal part of aging, it may be caused by a variety of neuronal processes in the brain damage caused. Many of the clinical symptoms associated with AD, including cognitive decline, irreversible memory loss, cognitive impairment, language barriers. Neuropathological observation postmortem AD brain is mainly found in senile plaques, senile plaques mainly comprise β- amyloid (A [beta]) and aggregated hyperphosphorylated Tau protein tangles. While on the pathogenesis of AD There are many theories and assumptions, but Aβ hypothesis is considered the most important and critical, because it led to a series of brain neurons harmful pathological e...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D213/38A61K49/00
CPCC09K11/06C07D213/38A61K49/0021C09K2211/1007C09K2211/1029
Inventor 庄子敏汪航行
Owner HUBEI UNIV
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