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Polymer nanofluorescent probe for detecting pH value in cell as well as preparation method and application of polymer nanofluorescent probe

A nano-fluorescent probe and polymer technology, applied in the field of analytical chemistry, can solve the problems of limited application, poor solubility, etc., and achieve the effect of good photostability

Active Publication Date: 2018-06-19
ZHENGZHOU UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] In recent years, fluorescent chemical sensors have attracted much attention due to their advantages of easy operation, high sensitivity, and strong specificity. The research on fluorescent molecular probes of imines has attracted more and more attention. As a fluorescent dye, 1,8-naphthoimide has twisted intramolecular charge transfer or push-pull electron effect due to intramolecular rotation, and its charge through the external environment Fluorescent probe materials for metal cations, anions, protons, and other biomolecules can be obtained through the influence of transfer and electron cloud respectively, and at the same time based on polymer assemblies, quantum dots, silica nanoparticles, gold nanoparticles, and carbon dots Fluorescent pH sensors based on substrates are also developing rapidly, but these organic molecules have poor solubility in aqueous phase when used as fluorescent probes for ion or molecular recognition, which greatly limits their application in biological environments.

Method used

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  • Polymer nanofluorescent probe for detecting pH value in cell as well as preparation method and application of polymer nanofluorescent probe
  • Polymer nanofluorescent probe for detecting pH value in cell as well as preparation method and application of polymer nanofluorescent probe
  • Polymer nanofluorescent probe for detecting pH value in cell as well as preparation method and application of polymer nanofluorescent probe

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Embodiment

[0044] A polymer nanofluorescent probe for detecting intracellular pH value. The nanofluorescent probe is based on the compound 1 6-(4-dodecylpiperazine)-2-(2-morpholinoethyl)-1H- Benzo[de]-isoquinoline-1,3(2H)-dione is a light-emitting compound loaded on the amphiphilic block polymer nanomaterial polystyrene-b-polyacrylate tert-butyl ester (PS-b-PtBA ), the structural formula of the compound 1 is as follows:

[0045] .

[0046] Further, the amphiphilic block polymer nanomaterial is polystyrene-b-polyacrylate tert-butyl PS-b-PtBA, and the segment n of the amphiphilic block polymer nanomaterial is between 30-40 Between, m is between 20-35, and its structural formula is as follows:

[0047] .

[0048] Compound 1 adopts the following synthetic route:

[0049]

[0050] 1) Synthesis of compound 3 (6-bromo-2-(2-morpholinoethyl)-1H-benzo[de]-isoquinoline-1,3(2H)-dione):

[0051] Weigh 4-bromo-1, 8-naphthalene anhydride (0.554 g, 2 mmol) into a 50 mL three-neck reaction fl...

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Abstract

The invention belongs to the technical field of analytical chemistry and particularly relates to a polymer nanofluorescent probe for detecting the pH value in a cell as well as application of the polymer nanofluorescent probe. The nanofluorescent probe is prepared by taking a compound 16-(4-dodecyl piperazine)-2-(2-morpholine ethyl)-1H-benzo(de)-isoquinoline-1,3(2H)-dione as a luminous compound and loading the luminous compound in an amphiphilic block polymer nanomaterial polystyrene-poly-b-t-butyl methacrylate(PS-b-PtBA) and has better water solubility and N,N-dimethyl sulfoxide solubility. In addition, the composite nanofluorescent probe has better photostability and anti-interference performance; fluorescence intensity and the pH value form a linear relationship in a wider range; the polymer nanofluorescent probe can be applied to the pH detection in solutions and living cells.

Description

technical field [0001] The invention belongs to the technical field of analytical chemistry, and in particular relates to a polymer nanometer fluorescent probe for detecting intracellular pH, a preparation method and application thereof. Background technique [0002] Intracellular pH plays an important role in cell behavior, such as cell proliferation and apoptosis, ion transport, enzyme activity, protein degradation and endocytosis, etc.; in a mammalian cell, the pH of mitochondria is about 8 , the pH in the cytoplasm and nucleus ranges between 7.2−7.4, whereas in acidic organelles such as endosomes and lysosomes the pH can vary from 6.3 to 4.7 along the endocytic pathway. Given that the abnormal pH of many acidic organelles is associated with some common diseases, it is very important to develop efficient probes for sensing and monitoring pH changes in living cells, which will help us better understand their physiological and pathological processes at the cellular level. ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): G01N21/64
CPCG01N21/6402G01N21/6486
Inventor 李占先宋欢欢刘春霞于明明魏柳荷
Owner ZHENGZHOU UNIV
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