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Preparation and application of ATP (adenosine triphosphate) near-infrared nanometer fluorescence probe

A nano-fluorescent probe, adenosine triphosphate technology, applied in the field of fluorescent probes, to achieve good spectral response performance and rapid response

Pending Publication Date: 2020-05-08
XIANGTAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

In recent years, there have been more and more studies on the detection of ZIFs in disease markers (Zhang F.M., Dong H., Zhang X., Sun X.J., Liu M., YangD.D., Liu X., Wei J.Z.ACS Appl.Mater. Interfaces., 2017, 9, 27332-27337; Guan Q., Zhou L.L., Li Y.A., Dong Y.B. Inorg. Chem. 2018, 57, 10137-10145), however, there are few reports on ATP detection using ZIFs

Method used

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  • Preparation and application of ATP (adenosine triphosphate) near-infrared nanometer fluorescence probe
  • Preparation and application of ATP (adenosine triphosphate) near-infrared nanometer fluorescence probe
  • Preparation and application of ATP (adenosine triphosphate) near-infrared nanometer fluorescence probe

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Embodiment 1

[0025] Preparation of fluorescent probe

[0026] Preparation of rhodamine near infrared dye NIR: In a 100mL round bottom flask, slowly add 10 equivalents of cyclohexanone dropwise to 20mL of concentrated sulfuric acid and cool to 0°C, then add 5 equivalents of 2-(4 -Diethylamino-2-hydroxybenzoyl)benzoic acid. The reaction mixture was heated to 90° C., and the reaction was stirred for 1.5 h. The reaction was stopped, and the resulting solution was quickly poured into ice water, and then 2 mL of perchloric acid was added. After the crude product was filtered under reduced pressure and washed with cold water, an orange solid intermediate product was obtained (yield 89%). In a 100mL round-bottom flask, dissolve 1 equivalent of intermediate product and 1 equivalent of Fisher’s aldehyde in 8mL of anhydrous acetic acid. After stirring for 1.5h at 50℃, the reaction was quenched with 8mL of water. The product was filtered under reduced pressure and purified by silica gel column chromat...

Embodiment 2

[0029] Fluorescence probe and ATP solution preparation

[0030] Preparation of probe solution: Weigh a certain amount of probe and disperse it in water to prepare a 4mg / mL probe solution. Preparation of ATP solution: Weigh a certain amount of adenosine-5-triphosphate disodium salt, dissolve it in distilled water, configure it into a 20mM ATP solution, and store it in an environment at 4-8°C.

Embodiment 3

[0032] Measurement of the fluorescence spectrum of the interaction between fluorescent probe and ATP

[0033] figure 2 It is the fluorescence spectrum of the interaction between fluorescent probe and ATP, the concentration of fluorescent probe is 4mg / L, and the concentration of ATP is 0,0.05,0.1,0.3,0.5,1,2,3,4,5mM. The excitation wavelength is fixed at 700nm, and the emission wavelength range is 720-785nm. The slit width is 10.0nm / 10.0nm, and the fluorescence measuring instrument used is Hitachi F4600 fluorescence spectrophotometer. From figure 2 It can be seen that before adding ATP, the fluorescent probe has no obvious fluorescence emission; after adding ATP, an emission peak appears in the near infrared region (750nm). This is because ATP and Zn in the probe structure 2+ The binding results in the collapse of the zeolite imidazole structure of the probe, thereby releasing the fluorophore NIR encapsulated in it, and releasing the near-infrared fluorescence of the NIR. And ...

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Abstract

The invention relates to preparation and application of ATP (adenosine triphosphate) near-infrared nanometer fluorescence probe. The fluorescence probe is structurally formed by nano-level zeolite imidazole frameworks (ZIF-90) and rhodamine-based near-infrared fluorophores coated inside the nano-level zeolite imidazole frameworks. The invention provides a preparation method for synthesizing the fluorescence probe by using 2-(4-diethylamino-2-hydroxybenzoyl) benzoic acid, trimethyl-2-indoline, zinc acetate dehydrate, imidazole-2-formaldehyde and the like as raw materials. The fluorescence probeis an ATP near-infrared fluorescence probe based on ZIF-90. Firstly, the fluorescence probe is simple in synthesis method and can generate 72 times of fluorescence enhancement for ATP; secondly, thefluorescence probe has relatively ideal selectivity for the ATP and cannot be obviously interfered by common ions in other nucleotides and living bodies; moreover, the fluorescence probe is rapid to react with the ATP, and response time is within 400s; and in addition, the fluorescence probe has long near-infrared emission, and is applied to detection on ATP content in living cells.

Description

Technical field [0001] The invention belongs to the technical field of fluorescent probes, and specifically relates to the preparation and application of adenosine triphosphate near-infrared nano fluorescent probes based on a zeolite imidazole framework. Background technique [0002] Adenosine triphosphate (ATP), as an important multifunctional biomolecule, is mainly produced in mitochondria and participates in various biological processes such as energy transfer, enzyme catalysis, biosynthesis, and intracellular signal transduction (Dennis PB, Jaeschke A., Saitoh M. ,Fowler B.,Kozma SC,Thomas G.Science.,2001,294,1102-1105; Zhou Y.,Tozzi F.,Chen J.,Fan F.,Xia L.,Wang JR,Gao G.,Zhang AJ,Xia XF,BrasherH.,Widger W.,Lee ME,Zhang WHCancer Res.2012,72,304-314; Abraham EH,Okunieff P.,Scala S.,Vos P.,Oosterveld MJ,Chen AY,Shrivastav B.Science 1997, 275, 1324-1326; Szewczyk A., Pikua S., Biochim. Biophys. Acta. 1998, 1365, 333-353). The content of ATP is also related to many diseases, s...

Claims

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Application Information

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IPC IPC(8): C07H19/20C07H1/00C09K11/06G01N21/64
CPCC07H19/20C07H1/00C09K11/06G01N21/6428C09K2211/1088C09K2211/1074
Inventor 李春艳赵仪婷
Owner XIANGTAN UNIV
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