Dual-channel berberine-based fluorescent probe for detecting Hg<2+>/ClO<-> as well as preparation method and application thereof
A fluorescent probe, berberine technology, applied in fluorescence/phosphorescence, chemical instruments and methods, material analysis through optical means, etc., can solve problems such as weak fluorescence performance
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Embodiment 1
[0026] Embodiment 1 Preparation of novel dual-channel berberine-based fluorescent probe
[0027] The reaction formula is:
[0028]
[0029] Specific steps are as follows:
[0030] 10-Methoxy-5,6-dihydro-9H-[1,3]dioxole[4,5-g]isoquinolino[3,2-α]isoquinoline- The preparation of 9-ketone (compound 2): add 20.0g berberine hydrochloride in the round bottom flask of 250mL, and the round bottom flask is placed in the oil bath, connect one end of the ground suction joint to the round bottom flask, and the other end Connect the circulating vacuum water pump, slowly raise the temperature to 185°C, wait until the yellow berberine is completely converted into red berberine, the experiment is over, and the reaction time is 30-60 minutes; the reaction system is recrystallized 3 times with anhydrous methanol to obtain a red color Solid berberine, the yield is 75.7%; 1 H NMR (400MHz, Methanol-d 4 )δ:9.24(s,1H),7.96(s,1H),7.50(d,J=8.0Hz,1H),7.40(s,1H),6.85(d,J=9.0Hz,2H),6.05( s, 2H), 4...
Embodiment 2
[0035] A certain amount of compound 5 was dissolved in CH 3 In the mixed solvent of OH / PBS (V / V=7:3), the configuration is 1×10 -5 M, the solution is yellow and transparent, with Hg 2+ (1×10 -4 M) and ClO - (1×10 -4 M) adding, the solution system becomes pale yellow and colorless rapidly respectively, observes under daylight as figure 1 shown.
Embodiment 3
[0037] A certain amount of compound 5 was dissolved in CH 3 In the mixed solvent of OH / PBS (V / V=7:3), the configuration is 1×10 -5 M, respectively add 10eq of Hg 2+ 、K + 、Na + , Ca 2+ , Fe 2+ 、Cr 3+ , Zn 2+ , Mg 2+ 、Ni 2+ 、Co 2+ 、Cu 2+ , ClO - , Cl - 、Br - , I - , NO 3 - 、H 2 PO 4 - 、HS - 、HSO 3 - , S 2 o 3 2- , SO 4 2- , S 2- , SO 3 2- , CO 3 2- 、H 2 o 2 , Cys and other measured substances. The results show that( figure 2 ), adding Hg 2+ After that, the fluorescent probe showed orange-red fluorescence under 365nm ultraviolet light; adding ClO - After that, the fluorescent probe shows green fluorescence under 365nm ultraviolet light; adding other interfering substances will not cause the fluorescence of the fluorescent probe to change. This shows that compound 5 is a kind of detection Hg 2+ / ClO - A novel dual-channel fluorescent probe.
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