Synthesis and application of fluorescence-enhanced fluorescent molecule probe for rapidly detecting hydrogen sulfite ions or sulfite ions
A fluorescent molecular probe and bisulfite technology, applied in the field of biochemistry, can solve problems such as human toxicity and environmental problems, and achieve the effects of low detection limit, fast detection speed and high yield
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[0025] Example 1: Preparation of molecular fluorescent probe 1
[0026] 3-ethyl-1,1,2-trimethyl-1H-benzo[e]indol-3-ium iodide 357 mg (0.97 mmol) and 2-(4-formylphenyl)phenanthrimidazole 300 mg (0.93 mmol) was dissolved in 10 ml of absolute ethanol, 2-3 drops of piperidine were added dropwise, and the reaction was stirred at room temperature for 8 hours. Then the reaction solution was filtered, and the obtained solid was washed with absolute ethanol, and dried under vacuum to obtain 260 mg (42%) of the fluorescent molecular probe.
[0027] The proton nuclear magnetic spectrum data of the probe obtained above: 1 H NMR (500 MHz, DMSO- d 6 ) δ 8.89 (s, 2H),8.62-8.65 (d, J = 16.4 Hz, 3H), 8.54 – 8.46 (m, 5H), 8.32-8.34 (d, J = 9.0Hz, 1H), 8.24-8.25 (d, J = 8.2 Hz, 1H), 8.16-8.18 (d, J = 8.9 Hz, 1H), 7.87 –7.60(m, 8H), 4.90-4.95 (q, J = 7.3 Hz, 2H), 2.09 (s, 6H), 1.58 (t, J = 7.3Hz, 3H).
Example Embodiment
[0028] Example 2: Preparation of Molecular Fluorescent Probe 1
[0029] 3-ethyl-1,1,2-trimethyl-1H-benzo[e]indol-3-ium iodide 357 mg (0.97 mmol) and 2-(4-formylphenyl)phenanthrimidazole 300 mg (0.93 mmol) was dissolved in 10 ml of absolute ethanol, 2-3 drops of pyrrolidine were added dropwise, and the reaction was stirred at room temperature for 8 hours. Then the reaction solution was filtered, and the obtained solid was washed with absolute ethanol, and dried under vacuum to obtain 250 mg (40%) of the fluorescent molecular probe.
[0030] The proton nuclear magnetic spectrum data of the probe obtained above: 1 H NMR (500 MHz, DMSO- d 6 ) δ 8.89 (s, 2H),8.62-8.65 (d, J = 16.4 Hz, 3H), 8.54 – 8.46 (m, 5H), 8.32-8.34 (d, J = 9.0Hz, 1H), 8.24-8.25 (d, J = 8.2 Hz, 1H), 8.16-8.18 (d, J = 8.9 Hz, 1H), 7.87 –7.60(m, 8H), 4.90-4.95 (q, J = 7.3 Hz, 2H), 2.09 (s, 6H), 1.58 (t, J = 7.3Hz, 3H).
Example Embodiment
[0031] Embodiment 3: Application of fluorescence-enhanced rapid detection of bisulfite ion or sulfite ion fluorescent molecular probe.
[0032] Dissolve the molecular fluorescent probe in dimethyl sulfoxide (DMSO) and configure it to a 1 mmol / L probe solution; add the probe solution to the corresponding ethanol and PBS (pH=7.4) buffer, and configure it to 10 µM (organic phase: PBS water phase=4:6, v / v) solution, test its UV absorption spectrum and fluorescence emission spectrum changes. In the ultraviolet absorption spectrum and fluorescence emission spectrum, the probe has high selectivity to bisulfite ion or sulfite ion. With the increase of the concentration of bisulfite ion or sulfite ion, its UV absorption The spectrum changes obviously, the absorption peak at wavelength 493 nm gradually decreases, and the absorption peak at wavelength 319 nm gradually rises. The obvious color change from red to colorless is also suitable for naked eye detection, and fluorescence emission gr...
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