Molecular fluorescent switch for detecting intracellular zinc ions and application thereof
A fluorescent switch, zinc ion technology, applied in fluorescence/phosphorescence, biological testing, luminescent materials, etc., can solve the problems of unreported application of fluorescent probe molecules, complex preparation of zinc ion fluorescent probes, etc., to achieve simple structure and identification. Good, easy-to-synthesize effects
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Embodiment 1
[0020] Embodiment 1 Preparation of fluorescent probe of the present invention
[0021] In a 100ml single-necked round-bottomed flask equipped with a spherical condenser, add an equivalent amount of p-hydroxyaniline and 4-methyl-7-acetamido-1,8-naphthyridinaldehyde to fully dissolve them in methanol. Sealed system, argon as protective gas, degassing. Reflux 5h, the reaction is over. After rotary evaporation, the crude product was separated and purified by silica gel chromatography (200-300 mesh) with dichloromethane as the eluent to obtain the product as a yellow solid. It was then recrystallized from methanol.
[0022] Basic data of fluorescent probes:
[0023] 1 H-NMR: δ H (400MHz; DMSO; Me 4 Si) 11.06(s, 1H, -OH), 9.75(s, 1H, NH), 8.64(m, 1H, naph), 8.52(m, 1H, naph), 8.37(m, 1H, naph), 8.02( s, 1H, CH=N), 7.36 (d, 2H, phenyl), 7.06 (d, 2H, phenyl), 2.70 (s, 3H, CH 3 ), 2.18(s, 3H, COCH 3 ). 13 C-NMR: δ C (100MHz, DMSO): 170.65, 157.49, 154.95, 146.94, 141.65, 136...
Embodiment 2
[0025] Embodiment 2 Application of the fluorescent probe of the present invention
[0026] Prepared 5.0×10 -5 M fluorescent probe ethanol solution, and various metal ions 1.0×10 -2For the ethanol solution of M, get two milliliters of the probe solution prepared above in a cuvette, gradually add the zinc ion solution in the cuvette, and detect the impact of the addition of the zinc ion on the fluorescence spectrum properties of the probe with a fluorescence spectrometer. The influence test of other metal ions on the fluorescence spectrum of the probe is similar to that of zinc ions. The interference research of other metal ions on the zinc ion fluorescent probe is similar to that of zinc ion.
[0027] Combined with the accompanying drawings, spectral analysis shows that the fluorescent probe molecule of the present invention has high selectivity for zinc ions, and the fluorescence of the low-concentration solution of the fluorescent probe molecule is significantly enhanced af...
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