Application of dual-photon fluorescence probe

A two-photon fluorescence and two-photon technology, applied in the direction of fluorescence/phosphorescence, luminescent materials, chemical instruments and methods, etc., can solve the problems of low fluorescence quantum yield, short fluorescence lifetime, weak affinity, etc., and achieve small molecular size, Good chemical/light stability, effect of reducing impact

Active Publication Date: 2019-06-28
ZUNYI NORMAL COLLEGE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the probe in Document 1 is a pyridinium salt compound, which is an ionic compound, has strong polarity, poor compatibility with weakly polar lipid rafts, and weak affinity; the probe in Document 1 is easy to combine with nucleic acid and used as a nucleic acid probe [see literature : (1) LiuY, Meng F F, He L W, Yu X Q, Lin W Y. Chem.communications, 2016, 52(57): 8838—8841; (2) Song G F, Miao F, Sun Y M, Yu X Q, Sun J Z, Wong W Y.Sensors and Actuators B Chemical, 2012,173(10):329-337], therefore susceptible to nucleic acid interference, resulting in false positives; and the fluorescence quantum yield of the document 1 probe is quite low (although the patent is not publish this parameter), the fluorescence lifetime of literature 1 probe is relatively short, generally less than 200ps (1ps=10 -12 s) [See literature: (1) Wang Xiaomei et al., Chinese Science (Series E), 32(1): 20-27; (2) Lei Hong et al., Physics, 2003, 32(1): 19-26]

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Embodiment 1 Molecular structure and synthetic route

[0038] A two-photon fluorescent labeling probe DLR has the following molecular structure:

[0039]

[0040] The synthetic route is:

[0041]

[0042] Wherein, intermediates 2, 3, 4, 5, and 6 were all synthesized according to the following documents:

[0043] [1] H. Huang, Q. He, H. Lin, F. Bai, Z. Sun and Q. Li, Polym. Adv. Technol., 2004, 15:84—88

[0044] [2]Huang C., Fan J., Peng X., Lin Z., Guo B., Ren A., Cui J., Sun S., J.Photochem.Photobio.A:Chem.,2008,199( 2–3):144–149

Embodiment 2

[0045] Example 2 Research on the detection process of two-photon fluorescent lipid raft probes

[0046] 2.1 Reagents and instruments

[0047] Dioleoylphosphatidylcholine (DOPC, Xi’an Ruixi Biotechnology Co., Ltd.), dipalmitoylphosphatidylcholine (DPPC, Xi’an Ruixi Biotechnology Co., Ltd.), cholesterol (cholesterol, Xi’an Ruixi Biotechnology Co., Ltd.) , sphingomyelin (sphingomyelin, Xi'an Ruixi Biotechnology Co., Ltd.), methyl-β-cyclodextrin (MβCD, Zibo Qianhui Biotechnology Co., Ltd.]).

[0048] Mira 900-F mode-locked femtosecond titanium sapphire laser (Coherent, USA)

[0049] 2.2 Experimental process

[0050] 2.1 The preparation of the two-photon fluorescent probe DLR was prepared according to the patent application CN2018104756764.

[0051] 2.2 Detection of lipid raft content in cells

[0052] When used to detect the content of lipid rafts: dissolve DLR in the working solution, then incubate the cells with the working solution containing DLR, take out the cells and obs...

Embodiment 3

[0055] Example 3 Research on the Content of Lipid Rafts by Two-photon Fluorescent Probe

[0056] 1) The culture of mouse fibroblasts was prepared according to literature (Huang C., Qu J., Qi J., Yan M., Xu G., Org. Lett., 2011, 13(6), 1462-1465) :

[0057] 2) Preparation of working solution: prepared according to the volume ratio of chloroform and methanol as 9:1;

[0058] 3) Dissolve DLR in the working solution, then incubate the mouse fibroblasts with the working solution containing DLR, take out the cells and observe the fluorescence intensity under the microscope, the cell area with higher fluorescence intensity has higher lipid raft content;

[0059] 4) After adding methyl-β-cyclodextrin (MβCD), incubate mouse fibroblasts, take out the cells and observe that the fluorescence intensity becomes weaker under the microscope, indicating that MβCD can destroy the lipid rafts in the cells, and the lipid raft content is significant decrease;

[0060] 5) After adding 50 μmol / L ...

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Abstract

The invention relates to the technical field of the dual-photon fluorescence probe, and specifically relates to an application of the dual-photon fluorescence probe. The dual-photon fluorescence probeis applied to the cell and tissue imaging and used for detecting lipid raft content and distribution dynamic; the probe can improve the accuracy, precision, sensitivity and imaging resolution of thelipid raft detection, thereby providing a new thought for further preventing and controlling Alzheimer's disease and Prion Disease and like neurodegenerative diseases.

Description

technical field [0001] The invention relates to the technical field of two-photon fluorescent probes, in particular to the application of a two-photon fluorescent probe. Background technique [0002] Lipid raft (lipid raft) (membrane sheet of 10-100nm) is a microdomain rich in sphingolipids (glycosphingolipids and sphingomyelin) and cholesterol in the plasma membrane, which is involved in cellular processes such as cell transduction and protein transport. Neurodegenerative diseases such as Haimer's disease and prion diseases are closely related. Specifically, lipid rafts are rigid membranes (ordered liquid phase: liquid-ordered phase, lo), floating in a sea of ​​glycerophospholipids (disordered liquid phase: liquid-disordered phase, ld). Its structural characteristics and components are suitable for the interaction and conformational transformation between proteins, and participate in many cellular processes, such as signal transduction, pathogen invasion, cholesterol homeo...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): G01N21/64C09K11/06C07D209/86
Inventor 黄池宝
Owner ZUNYI NORMAL COLLEGE
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