Micromolecular fluorescent probe for hydrazine identification and application of micromolecular fluorescent probe
A fluorescent probe, small molecule technology, applied in fluorescence/phosphorescence, material analysis by observing the effect on chemical indicators, analysis of materials, etc., can solve problems such as inability to detect gaseous states, short wavelengths, and inability to achieve cell imaging, etc. To achieve the effect of strong resistance to other molecular interference, simple post-processing process and good selectivity
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Embodiment 1
[0022] Probe compound NS-N 2 h 4 Synthesis
[0023]
[0024] Compound 1 (0.5mmol, 100.0mg) and compound 2 (1.1equiv, 58.9mg) were added to the reaction flask under a nitrogen atmosphere, and then piperidine (1.1equiv 46.8mg) and ethanol / acetonitrile (v / v=1 / 1, 5.0mL) was added to the above reactor at one time, and after heating and refluxing for 5h under nitrogen atmosphere, the reaction was detected by spotting until the raw materials disappeared, extracted with dichloromethane, anhydrous Na 2 SO 4 Drying, spin-drying the solvent under reduced pressure to obtain a crude product, and separating it with a silica gel column to obtain the probe compound NS-N 2 h 4 , the silica gel particle size is 200-300 mesh, and the yield is 63%. 1 H-NMR (400MHz, DMSO-d 6 )δ10.4(s,1H),8.49(d,J=12.4Hz,2H),8.22-8.19(m,2H),8.09(d,J=8.0Hz,1H),7.90(dd,J=14.4 ,7.6Hz, 2H), 7.60(t, J=8.0Hz, 3H), 7.52(t, J=7.2Hz, 1H), 7.23-7.16(m, 2H). The probe’s 1 H NMR spectrum see figure 1 .
Embodiment 2
[0026] Probe compound NS-N 2 h 4 fluorescent probe with N 2 h 4 The change of fluorescence spectrum with the increase of equivalent
[0027] Get the probe NS-N that embodiment 1 prepares 2 h 4 Dissolve in N,N-dimethylformamide (DMF) to make 1mmol / L stock solution. Take 30μL from the stock solution and add it to a 5mL centrifuge tube, add different equivalents (0-100equiv) of N 2 h 4 The standard solution was diluted to 3mL with a solution of PBS buffer solution (0.1mol / L, pH=7.5) and DMSO with a volume ratio of 2:1, and its fluorescence properties were measured with 360nm as excitation light. Fluorescence spectra such as figure 2 shown. Depend on figure 2 It can be seen that with N 2 h 4 Fluorescence gradually increased with the addition of equivalents.
Embodiment 3
[0029] Probe NS-N 2 h 4 Changes in fluorescence spectra over time
[0030] Take 30 μL from the fluorescent probe stock solution in Example 2 and add it to a 5mL centrifuge tube, add N 2 h 4 (20equiv) standard solution was diluted to 3mL (10μM) with DMSO / PBS (1:2, v / v), and its fluorescence properties were measured. Fluorescence spectra such as image 3 shown. Depend on image 3 Visible, add probe NS-N 2 h 4 After that, directly join N 2 h 4 , the fluorescence intensity rapidly reaches the maximum with the increase of time, realizing the N 2 h 4 detection.
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