A fluorescent probe for detecting intracellular sodium dithionite and its application
A technology of sodium dithionite and cells, which is applied in the field of organic small molecule fluorescent probes, can solve problems such as lack of detection, and achieve the effects of low preparation cost, simple and easy synthesis process, and convenient use
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Embodiment 1
[0038] Example 1 Synthesis of Fluorescent Probe 1
[0039] (1) Dissolve 519 mg p-aminobenzenesulfonic acid in 2.5 mL 5% NaOH solution, cool to room temperature, add 227 mg NaNO 2 , stirred to fully dissolve; pour the solution into a small beaker, cool it to 0°C in an ice bath, slowly add 1 mL of concentrated hydrochloric acid, and prepare a diazonium salt solution;
[0040] (2) Dissolve 564 mg of 2-hydroxy-6-naphthoic acid, 105 mg of sodium carbonate and 40 mg of NaOH in 10 mL of distilled water, and slowly add to the diazonium salt solution at 5°C. Continue to stir for 15 minutes after the dropwise addition, and obtain an orange solid by suction filtration, that is, fluorescent probe 1, whose structural formula is shown in formula (III). 1 H NMR and 13 C NMR spectrum see figure 1 and figure 2 :
[0041]
[0042] Formula (III).
Embodiment 2
[0043] Example 2 Synthesis of Fluorescent Probe 2
[0044] (1) Dissolve 519 mg p-aminobenzenesulfonic acid in 2.5 mL 5% NaOH solution, cool to room temperature, add 227 mg NaNO 2 , stirred to fully dissolve; pour the solution into a small beaker, cool it to 0°C in an ice bath, slowly add 1 mL of concentrated hydrochloric acid, and prepare a diazonium salt solution;
[0045] (2) Dissolve 564 mg of β-naphthol, 105 mg of sodium carbonate and 40 mg of NaOH in 10 mL of distilled water, and slowly add to the diazonium salt solution at 5°C. Continue to stir for 15 minutes after the dropwise addition, and filter with suction to obtain an orange solid, whose structural formula is shown in formula (IV). 1 H NMR see image 3 :
[0046]
[0047] Formula (IV).
[0048] Example 2 Fluorescent Probes Detect Different Concentrations of Sodium Dithionite
[0049] Prepare 1mL of different concentrations of sodium dithionite in PBS (pH 7.4, concentrations 0, 0.5, 1.0, 1.5, 2.0, 2.5, 3.0, ...
Embodiment 3
[0051] Example 3 Selectivity of Fluorescent Probes
[0052] Take 10 parts of 5 mL of 5 mM fluorescent probe 1 in PBS (pH 7.4, containing 20% methanol), and then add 50 μL of 10 mM Hcys and Na 2 S, Na 2 SO 3 , NO, H 2 o 2 , HClO 4 , GSH, NaNO 2 , PBS solution of Vc interfering substances. Perform fluorescence detection (λ Ex = 370 nm, λ Em = 488 nm); calculate the fluorescence intensity of each system, see the results Figure 6 : When Hcys and Na are added to the probe 1 solution 2 S, Na 2 SO 3 , NO, H 2 o 2 , HClO 4 , GSH, NaNO 2 , Vc and other small molecules, only sodium dithionite can cause significant fluorescence in the solution, but the fluorescence of the solution basically does not change when other small molecules are added, which means that fluorescent probe 1 only responds to sodium dithionite, and is basically not affected Interference with other small molecules.
[0053] The detection method for the response of fluorescent probe 2 to different i...
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