Fluorescent probe with AIE property, preparation method and application of fluorescent probe in detection of transthyretin tetramer protein

A fluorescent probe and property technology, applied in the field of fluorescent probe detection, can solve the problems of tissue damage, large amount of collected information, and long cycle.

Active Publication Date: 2021-04-20
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The above methods have a long period of time, need to collect a large amount of information, and have disadvantages such as pathological examination will damage the tissue.

Method used

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  • Fluorescent probe with AIE property, preparation method and application of fluorescent probe in detection of transthyretin tetramer protein
  • Fluorescent probe with AIE property, preparation method and application of fluorescent probe in detection of transthyretin tetramer protein
  • Fluorescent probe with AIE property, preparation method and application of fluorescent probe in detection of transthyretin tetramer protein

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Experimental program
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Effect test

Embodiment 1

[0055] (1) Synthetic steps of intermediate compound 1:

[0056] First prepare the hydrochloric acid solution (HCl:H 2 O=1:1, volume ratio) 250ml, stir evenly, add 5.8g (42.6mmol) of N,N-dimethyl-1,4-p-phenylenediamine, after stirring evenly, add 7ml of crotonaldehyde, mix well Then 30 ml of toluene was added to the reaction solution, and the mixture was refluxed for 7 hours under the protection of nitrogen at 115°C. Thin-layer chromatography confirmed that the reaction was complete, the reaction was stopped, and the reaction was allowed to stand at room temperature. First remove the upper layer of toluene solution, then adjust the pH to neutral with NaOH saturated solution under ice bath conditions, then add an equal volume of dichloromethane (DCM) to extract at least three times, and finally separate and purify by column chromatography (silica gel 100-200 mesh; Petroleum ether: ethyl acetate = 20:1, v / v), and 3.47 g of a yellow solid, namely intermediate compound 1, was obt...

Embodiment 2

[0072] (1) Fluorescence spectra of fluorescent probe QCN-1 in different proportions of water content

[0073] The AIE optical properties of the fluorescent probe QCN-1 were investigated using tetrahydrofuran as a good solvent and water as a poor solvent. In the tetrahydrofuran-water system (the amount of water in the system increases from 0 to 100% (volume percentage)), a fluorescence spectrometer is used to measure the fluorescence emission spectrum of the probe molecule and record its fluorescence intensity value. The fluorescent probe concentration was fixed at 10 μM, and the excitation wavelength was 409 nm.

[0074] The resulting fluorescence spectrum was Figure 4 Shown: It can be seen from the figure that the fluorescent probe molecule QCN-1 exhibits weak fluorescence emission in anhydrous tetrahydrofuran, and its fluorescence emission intensity increases continuously as the volume ratio of water in the tetrahydrofuran-water system increases. When the proportion of wa...

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Abstract

The invention discloses a fluorescent probe with an AIE property, preparation and application of the fluorescent probe in detection of transthyretin tetramer protein. The structural formula of the fluorescent probe is shown as a formula (I). The preparation method comprises the following steps: adding 6-(dimethylamino) quinoline-2-formaldehyde, 4-aminophenylacetonitrile and tetrabutylammonium bromide into ethanol, carrying out a reflux reaction under the conditions of sealing and 80 +/-5 DEG C, cooling to room temperature after the reaction is finished, standing to separate out a solid, carrying out suction filtration, and washing to obtain the fluorescent probe with the AIE property. The fluorescent probe with the AIE property, prepared by the invention, has a fluorescence aggregation-induced emission effect, can be combined with transthyretin tetramer protein to generate stronger fluorescence, and can be used for quantitative research of transthyretin tetramer protein of an organism.

Description

technical field [0001] The invention belongs to the technical field of fluorescent probe detection, and in particular relates to a fluorescent probe with AIE properties, its preparation and its application in detecting transthyretin tetramer protein. Background technique [0002] Transthyretin-related familial amyloid polyneuropathy (TTR-FAP) is an autosomal dominant genetic disease caused by abnormal deposition of transthyretin-type amyloid in tissues due to TTR gene mutation. It mainly manifests as a symmetrical neurological dysfunction that progresses from the distal to the proximal end of the limbs, involving motor, sensory, and autonomic nerves, and may be accompanied by other organ dysfunction, such as amyloid myocardium and kidney disease. [0003] Transthyretin (TTR) is mainly synthesized in the liver, and a small amount is produced by choroid cells and retinal pigment epithelial cells. The function of TTR protein is to bind and transport thyroxine and vitamin A (ret...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D215/38C09K11/06G01N21/64
Inventor 颜金武孙繁涛刘金胜张雷李晶
Owner SOUTH CHINA UNIV OF TECH
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