A kind of formaldehyde fluorescent donor molecule and its preparation method and application
A formaldehyde and fluorescence technology, applied in the fields of botanical equipment and methods, application, fluorescence/phosphorescence, etc., can solve the problem of no way to control and judge the release of formaldehyde, and achieve high yield, simple preparation method and fast release rate. Effect
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Embodiment 1
[0054] Example 1 Synthesis of formaldehyde fluorescence donor molecules I-1 and II-1:
[0055]
[0056] 109 mg of the maleimide derivative of naphthalimide (0.31 mmol) was dissolved in 2 mL of tetrahydrofuran, and then 35 μL of benzylamine (0.32 mmol) was slowly added dropwise, and the reaction solution was stirred at room temperature for 1 hour to complete the reaction. The tetrahydrofuran in the reaction solution was removed by distillation under reduced pressure with a rotary evaporator to obtain a crude product. Using dichloromethane and methanol at a volume ratio of 500:1 as the eluent, purified by silica gel chromatography to obtain 86 mg of intermediate 1-1 (the yield was 60%, and the product was two rotamers of 1:1). mixture of conformers). 1 H NMR (400MHz, CDCl 3 ):δ8.69-8.63(m,2H),7.94-7.74(m,2H),7.64-7.56(m,1H),7.42-7.31(m,5H),4.21-4.08(m,3H),4.07 -3.95(m,2H),3.28-3.16(m,1H),2.97-2.86(m,1H),2.43(br s,1H),1.71(quint,J=7.6Hz,2H),1.45(sextet, J=7.6Hz, 2H), 0.98(...
Embodiment 2
[0060] Embodiment 2 Fluorescence intensity of formaldehyde fluorescence donor molecule Ⅰ-1 in aqueous solution of pH=5.0 changes with time
[0061] The formaldehyde fluorescence donor molecule I-1 prepared in Example 1 was dissolved in DMSO to prepare a fluorescent probe mother solution with a concentration of 1 mmol / L. Calculate the required PBS aqueous solution (20mM, pH=5.0) according to the concentration of the probe and add it to a 1cm×1cm quartz cuvette (volume 3.5mL), take 3μL of the probe mother solution and add it to the PBS aqueous solution to configure the probe A total of 3 mL of the test solution with a concentration of 1 μmol / L. Using 359nm as the excitation wavelength, the graph of the change of fluorescence intensity at 470nm with time (slit width 2 / 2nm) was tested. Such as Figure 5 As shown, the fluorescence intensity value at 470nm gradually increased.
Embodiment 3
[0062] Embodiment 3 Fluorescence intensity of formaldehyde fluorescence donor molecule Ⅰ-1 in aqueous solution of pH=7.4 changes with time
[0063] Calculate the required PBS aqueous solution (10mM, pH=7.4) according to the concentration of the probe and add it to a 1cm×1cm quartz cuvette (volume 3.5mL), take 3 μL of the formaldehyde fluorescent donor molecule mother solution in Example 2 and add it to In the PBS aqueous solution, prepare a total of 3 mL of the test solution with a probe concentration of 1 μmol / L. Using 359nm as the excitation wavelength, the graph of the change of fluorescence intensity at 470nm with time (slit width 2 / 2nm) was tested. Such as Image 6 As shown, the fluorescence intensity value at 470nm gradually increased.
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