Fluorescent probe and application thereof

A probe and fluorescence imaging technology, which is applied in the direction of fluorescence/phosphorescence, luminescent materials, and material analysis through optical means, can solve the problems of low penetration depth of background fluorescence, small Stokes shift, strong fluorescence background, etc. Achieve the effects of improving three-dimensional resolution and photostability, good biocompatibility, and reducing autofluorescence

Active Publication Date: 2018-05-25
THE HONG KONG UNIV OF SCI & TECH
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  • Abstract
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  • Claims
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AI Technical Summary

Problems solved by technology

Commercial lipid droplet fluorescent dyes mainly include NileRed (NileRed) and BODIPY493 / 503, but they still have some important defects: strong fluorescent background and small Stokes shift
[0003] However, these AIE lipid droplet fluorescent probes still have the problem of short excitation wavelength, resulting in strong background fluorescence and low penetration depth in tissue sections.
To solve these problems, a lot of effort has been devoted to the synthesis of fluorescent dyes excited by long wavelengths, but there are few successful examples
The main challenge of this scheme is that increasing the intermolecular conjugation causes synthesis difficulties, the molecular weight becomes larger, the molecular hydrophobicity increases, the cell penetration decreases, and the quantum yield of red light is low.

Method used

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  • Fluorescent probe and application thereof
  • Fluorescent probe and application thereof
  • Fluorescent probe and application thereof

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Embodiment Construction

[0126] The fluorescent probe for single / two-photon cell imaging and lipid droplet fluorescence imaging of the present invention is composed of the following chemical skeleton:

[0127]

[0128] Wherein, each R group can be independently selected from hydrogen atom, fluorine atom, alkyl, alkoxy, unsaturated alkyl, heteroalkyl, cycloalkyl, heterocycloalkyl, aryl, heteroaryl , furans and thiophenes.

[0129] Specifically, examples of the specific structure of the fluorescent probe of the present invention include:

[0130]

[0131]

[0132] 1. Experimental part

[0133] 1.1 Materials

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Abstract

The present invention provides a fluorescent probe and application thereof. The probe which is of an electronic structure of a donor-Pi-receptor has twisted intramolecular charge transfer and aggregation-induced luminescence, and can be excited by two-photon. The probe can help overcome a self-absorption problem caused by large commercial lipid droplet fluorescent dye background and small Stokes'displacement and is high in biocompatibility, high in brightness, low in background and good in light stability. At the same time, a two-photon excitation process is used in the probe, autofluorescence can be lowered, a signal-to-noise ratio can be improved, and a three-dimensional resolution and light stability can be improved; the probe proposed in the invention can be applied to lipid droplet imaging of various cells and tissue sections.

Description

technical field [0001] The present invention relates to two-photon fluorescent probes with aggregation-induced luminescent characteristics and their application in lipid droplet imaging in biological cells. Background technique [0002] Lipid droplets (Lipid droplets, LDs) are composed of phospholipid single-molecule surface layer and neutral lipid inner core, which are the main storage places of neutral lipids in cells, and widely exist in a variety of animal and plant cells. Recent studies have found that lipid droplets are not an "inert" energy storage, but an active multifunctional organelle, and its abnormalities are associated with diseases such as obesity, type II diabetes, fatty liver, hyperlipidemia and atherosclerosis are closely related. Therefore, the detection of lipid droplets is of great significance to biomedical research and clinical diagnosis. In recent years, fluorescence detection method has gradually become an important research method in biomedical re...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D233/96C07D263/42C07F5/02C09K11/06G01N21/64
CPCC07D233/96C07D263/42C07F5/02C09K11/06C09K2211/1007C09K2211/1011C09K2211/1014C09K2211/1033C09K2211/104C09K2211/1044G01N21/6428G01N21/6458G01N2021/6432
Inventor 唐本忠江美娟
Owner THE HONG KONG UNIV OF SCI & TECH
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