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Zinc and copper ion fluorescence probe and preparation method and application thereof

A technology of fluorescent probes and copper ions, which is applied in the field of chemical analysis and detection, can solve the problems of complex preparation of copper ion fluorescent probes, inability to simultaneously measure copper ions, complex reaction conditions, etc., and achieve good prospects for popularization and application, low cost, Significant effects

Inactive Publication Date: 2009-06-03
ZHENGZHOU UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The copper ion fluorescent probe reported in the literature is to configure polyethyleneimine (PEI) into polyethyleneimine aqueous solution and then react in a polytetrafluoroethylene-lined reactor to evaporate the solvent to obtain a yellow viscous liquid substance. The reaction needs to be added Ammonium persulfate, hydrogen peroxide, peracetic acid, iodic acid, potassium permanganate and other substances are used as oxidants, the reaction conditions are complex, the reaction temperature is high, and the obtained substances are viscous liquids that are not easy to store and carry.
Chinese patent 200810070917.3 "A Copper Ion Fluorescent Probe and Its Preparation Method and Application" reports that the preparation of the copper ion fluorescent probe is relatively complicated, and there is only fluorescence enhancement without color change, and the identification is not obvious
Chinese patent 01805747.0 "zinc fluorescent probe" and Chinese patent 200410019339.2 "rare earth-transition mixed metal complex type zinc ion fluorescent probe" also have the above problems, and can only measure zinc ions alone, and copper ions cannot be measured at the same time
At present, there is no relevant report that a fluorescent probe can detect zinc and copper ions.

Method used

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  • Zinc and copper ion fluorescence probe and preparation method and application thereof
  • Zinc and copper ion fluorescence probe and preparation method and application thereof
  • Zinc and copper ion fluorescence probe and preparation method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0028] Example 1 Preparation of zinc and copper ion fluorescent probe 1-(7-acetamide-1,8-naphthyridine)-2-(6-acetamide-pyridine)-ethylene compound

[0029] 2-Amino-3-formyl-pyridine, 2-amino-7-methyl-1,8-naphthyridine and acetic anhydride were stirred and refluxed at 140°C for 24 hours under nitrogen protection. The mixture was then poured into ice water and stirred overnight. A yellow solid was obtained by filtration, washed with a large amount of water, and dried to obtain a crude product. After passing through a silica gel column using chloroform / ethanol (10:1) as a developing solvent, a light yellow sample was obtained with a yield of 80%.

[0030] Basic data of fluorescent probes:

[0031] mp 180-181°C.

[0032] 1 H NMR (CDCl 3 , 400MHz): δ(ppm) 8.59(m, 1H), 8.53(d, 1H, J=8.8Hz), 8.18(m, 3H), 7.67(d, 1H, J=16.2Hz), 7.56(d, 1H, J=8.3Hz), 7.48(m, 1H), 7.37(d, 1H, J=16.2Hz), 2.33(s, 9H).

[0033] 13 C NMR (CDCl 3 , 100MHz): δ(ppm) 25.0, 26.7, 115.1, 120.0, 120.1, 12...

Embodiment 2

[0036] Example 2 Application of Zinc and Copper Ion Fluorescent Probes

[0037] Dissolve the fluorescent probe in methanol to a concentration of 5.0 × 10 -5 M, After adding the corresponding metal ion solution, the change of fluorescence intensity was measured. figure 2 , image 3 , Figure 4 , Figure 5 , Figure 7 , Figure 8 , Figure 9 , Figure 10 , Figure 11 The excitation wavelength is 362nm. Spectral analysis shows that the fluorescent probe molecule 1 has a high selectivity for zinc ions and copper ions, and the fluorescence of the low-concentration solution of the fluorescent probe molecule 1 is significantly enhanced after zinc ions are added and red shifted, and the color changes. It is not affected by potassium, calcium, sodium and magnesium ions, nor is it affected by solvents and complex anions of metal ions; fluorescence is quenched after adding copper ions, and it is not affected by solvents and complex anions of metal ions. Transient fluorescence ...

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Abstract

The invention discloses a fluorescence molecule probe which belongs to the technical field of chemical analysis and detection, and particularly relates to a zinc and copper molecule probe, a method for preparing the probe and the application of the probe in heavy metal ion identification and detection. As a 1-(7-acetamide-1, 8-naphthyridine)-2-(6-acetamide-pyridine)-vinyl compound, the zinc and copper ion fluorescence probe can be applied in ion detection and heavy metal ion detection for biological tissues, and has the advantages of rapidity, accuracy, convenience, good specificity and better prospect of application.

Description

technical field [0001] The invention belongs to the technical field of chemical analysis and detection, and specifically relates to a fluorescent molecular probe, in particular to a zinc and copper ion fluorescent molecular probe, a preparation method thereof and the application of the fluorescent molecular probe in the identification and detection of heavy metal ions. technical background [0002] Transition metals and heavy metals widely exist in nature, and some elements such as copper and zinc have very important functions in the life process. For example, zinc is an indispensable trace element for human growth and development, especially brain development. It plays an important role in defense, wound healing, reproductive function, nucleic acid and protein metabolism, etc. At present, the commonly used clinical zinc detection indicators mainly include serum zinc, urinary zinc, hair zinc and white blood cell zinc. The reduction of serum zinc is common in alcoholic cirrh...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): G01N21/00G01N33/84C09K11/02
Inventor 于明明李占先魏英耐石秋芝魏柳荷
Owner ZHENGZHOU UNIV
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