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High fluorescence quantum yield two-photon Zn<2+> detection fluorescence molecular probe as well as preparation method and application thereof

A technology of fluorescent quantum yield and fluorescent molecular probe, which is applied in the field of analytical chemistry, can solve the problems of zinc ion detection limitation, tissue depth limitation, and inaccurate results, so as to avoid adding additional materials, improve accuracy, and achieve fluorescent quantum yield. The effect of high yield

Inactive Publication Date: 2019-05-17
QUFU NORMAL UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

At present, the detection methods of zinc ions are mainly based on fluorescent molecular probes. Although the reported methods have their own advantages, in general, most of them are molecular probes with single-photon excitation and short-wave emission, which will lead to photon detection in biological detection. Bleaching and tissue damage, while detection of tissue depth will be limited and results will be inaccurate due to interference from bioautofluorescence
These issues are very limiting for the detection of zinc ions in biological samples

Method used

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  • High fluorescence quantum yield two-photon Zn&lt;2+&gt; detection fluorescence molecular probe as well as preparation method and application thereof
  • High fluorescence quantum yield two-photon Zn&lt;2+&gt; detection fluorescence molecular probe as well as preparation method and application thereof
  • High fluorescence quantum yield two-photon Zn&lt;2+&gt; detection fluorescence molecular probe as well as preparation method and application thereof

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Embodiment 1

[0053] Example 1: Preparation of two-photon Zn with high fluorescence quantum yield 2+ detection probe

[0054] (1) Dissolve 2,4-dihydroxybenzaldehyde in ethanol at a concentration of 0.02-0.06g / mL, then add diethyl glutaconate at a concentration of 0.067g / mL, mix well and add anhydrous Piperidine 2-5 mL, refluxed for 24 hours, cooled, a yellow solid was precipitated, and the solid was recrystallized with absolute ethanol to obtain product 1;

[0055] (2) Dissolve product 1 in anhydrous pyridine at a concentration of 0.025g / mL, then add acetic anhydride at a concentration of 1mol / L, stir for 0.5h, add 40 times the mass of crushed ice, and stir for 10min to precipitate an off-white solid. The solid was eluted with acetonitrile-dichloromethane eluent with a volume ratio of 1:5, and rotary evaporated to obtain product 2;

[0056] (3) Dissolve product 2 in tetrahydrofuran at a concentration of 0.011 g / mL, then add 4% osmium tetroxide aqueous solution, stir for 0.5 h, then add so...

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Abstract

The invention relates to a high fluorescence quantum yield two-photon Zn<2+> detection fluorescence molecular probe as well as a preparation method and application thereof. The molecular probe is specifically synthesized through the following steps: firstly, 2,4-dihydroxy benzaldehyde, amylene diacid diethyl ester and anhydrous piperidine react in ethyl alcohol to obtain a product 1, the product 1reacts with acetic anhydride in anhydrous piperidine to obtain a product 1, the product 2 reacts with osmium tetroxide and sodium periodate in tetrahydrofuran to obtain a product 3, and the product 3reacts with anhydrous potassium carbonate in methyl alcohol to obtain a product 4; and finally, the product 4 is dissolved in ethyl alcohol, 6-hydrazinonicotinic acid and glacial acetic acid are added to flow back, and recrystalization is conducted, so that the high fluorescence quantum yield two-photon Zn<2+> detection fluorescence molecular probe is obtained. The high fluorescence quantum yieldtwo-photon Zn<2+> detection fluorescence molecular probe is suitable for qualitative analysis of Zn<2+> in biological samples such as cells and zebrafish, has the advantages of being low in toxicityand large in penetrating depth, and can be applied to related fields such as analysis chemistry, life organic analysis chemistry, disease prediagnosis and medical clinical detection.

Description

technical field [0001] The invention belongs to the field of analytical chemistry, and in particular relates to a high fluorescence quantum yield two-photon Zn 2+ Detection of fluorescent molecular probes and their preparation methods and applications. Background technique [0002] Zinc ions are important components in a variety of biological processes and are usually present in tightly bound forms in proteins. In addition, mobile intracellular zinc ions are also present in various human tissues including the brain, intestine, pancreas, and retina. In addition, zinc ions are known to play a role in regulating apoptosis and are released from intracellular metalloproteinases in the process. Disorders of free zinc metabolism are closely related to many pathological states, such as Alzheimer's disease, epilepsy, Parkinson's disease, ischemic stroke, and infantile diarrhea. At present, the detection methods of zinc ions are mainly based on fluorescent molecular probes. Althoug...

Claims

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Application Information

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IPC IPC(8): C07D405/12C09K11/06G01N21/64A61K49/00
Inventor 陈光赵光辉姜翱李震胡金莲刘振军尤进茂
Owner QUFU NORMAL UNIV
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