A method for detecting aluminum ions in cells by long-wave emission fluorescence imaging
A fluorescence imaging, aluminum ion technology, applied in fluorescence/phosphorescence, measurement device, material excitation analysis, etc., can solve the problems of light damage of cells or biological samples, poor cell permeability, short emission wavelength, etc., to achieve easy separation and purification process , the effect of high selectivity and good sensitivity
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Embodiment 1
[0032] Compound 1,4-diethyl-7-hydroxytetrahydroquinoxaline-6-carbaldehyde (234mg, 1mmol) and salicylbenzoyl hydrazide (152mg, 1mmol) were dissolved in ethanol and refluxed for 8h, cooled to room temperature, and yellow precipitated The solid was purified by recrystallization from ethanol to obtain 237 mg of a yellow solid, namely acceptor L, with a yield of 64.3%. fluorescent probe L 1 H NMR spectrum, 13 C NMR spectrum and mass spectrum as Figure 1-3 shown.
[0033] 1 H NMR (400MHz, DMSO-d 6 )δ12.07(s,1H),11.77(s,1H),10.75(s,1H),8.46(s,1H),7.90(d,J=7.7Hz,1H),7.44(t,J=7.6 Hz,1H),6.96(t,J=8.1Hz,2H),6.54(s,1H),6.08(s,1H),3.41(s,2H),3.34(d,J=7.0Hz,2H), 3.27–3.17(m,2H),3.11(s,2H),1.09(td,J=6.6,2.9Hz,6H).
[0034] 13 C NMR (101MHz, DMSO-d 6)δ164.26, 159.74, 153.26, 151.39, 140.10, 134.09, 128.53, 128.32, 119.27, 117.72, 115.77, 111.26, 97.42, 47.11, 45.12, 10.68, 10.15.
[0035] HRMS (ESI + )calcd for C 20 h 24 N 4 o 3 [M+H] + :369.1848,found:369.1910.
Embodiment 2
[0037] Compound 1,4-diethyl-7-hydroxytetrahydroquinoxaline-6-carbaldehyde (234mg, 1mmol) and salicylbenzoyl hydrazide (304mg, 2mmol) were dissolved in ethanol and refluxed for 10h, cooled to room temperature, and yellow precipitated The solid was recrystallized and purified with ethanol to obtain 257 mg of red solid which was the fluorescent probe L with a yield of 69.8%. fluorescent probe L 1 H NMR spectrum, 13 C NMR spectrum and mass spectrum as Figure 1-3 shown.
Embodiment 3
[0039] Compound 1,4-diethyl-7-hydroxytetrahydroquinoxaline-6-carbaldehyde (234mg, 1mmol) and salicylbenzoyl hydrazide (456mg, 3mmol) were dissolved in ethanol and refluxed for 12h, cooled to room temperature, and yellow precipitated The solid was purified by recrystallization from ethanol to obtain 267 mg of a red solid, namely acceptor L, with a yield of 72.5%. fluorescent probe L 1 H NMR spectrum, 13 C NMR spectrum and mass spectrum as Figure 1-3 shown.
[0040] Fluorescent probe L detects Al in cells 3+ :
[0041] Detection of Trace Al in Cells by Long-Wave Emission Fluorescence Imaging 3+ When using 5 μmol / L-10 μmol / L fluorescent probe L solution (solvent is PBS buffer) and cell culture to make the fluorescent probe L enter the active cells, and then the active cells with fluorescent probe L and Al 3+ Incubate to make the probe with Al 3+ React in active cells to generate compounds that can emit fluorescence at characteristic wavelengths, enabling probes to detect ...
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