Study On Synthesis And Properties Of The Fluorescence Molecular Probe About Porphyrins And BODIPYs

Dyes with near-infrared fluorescent properties are introduced into the molecular fluorescent probes as fluorescent groups. And their application in molecular imaging technology is popular in biomedical research in recent years.Porphyrin P1 was prepared via [2+2] method with benzaldehyde, 5-phenyl-dipyrromethane and methyl p-formylbenzoate as the starting materials. Next we used N-hydroxy succinimide as an activator to introduce the glycine methyl ester with biocompatibility into the porphyrin. All the intermediates and target porphyrins were characterized by 1H NMR and MALDI-TOF. Porphyrin dyes were measured to characterize optical properties and biology study, such as fluorescence microcopy and flow cytometry studies. The UV-Vis spectra and emission spectra of the three porphyrins were similar due to their analogous molecular structure. The UV-Vis spectra of P2 and P4 are about 420 nm, and their emission spectra are about 650 nm. Their fluorescence quantum yield are 0.102, 0.103, respectively,and their fluorescent lifetime are 8.50 ns, 8.49 ns. P4 had a good affinity with lung cancer cells, at about 24.05. And the affinity of P2 with lung cancer cells was only 6.63.In this paper, first we introduced N-phenyl iminodibenzyl with strong electron-donating ability into the BODIPY dye through condensation reaction. And then we gained the triarylated amine- BDDIPY compound which had the fluorescence spectrum in the near-infrared region. Next we used N-hydroxy succinimide as an activator to introduce the glycine methyl ester into the BODIPY. Finally we got a biocompatible triarylated amine- BODIPY molecular fluorescent probe. We used these BODIPYs to experiment on GLC-82 cells for optical properties, fluorescence microcopy and flow cytometry studies, respectively. Experimental results showed that the BODIPY modified by the glycine methyl ester had a good affinity with lung cancer cells, at about 23.65. The UV-Vis spectra of IDB-2 and IDB-gan are about 700 nm, and their emission spectra are 728 nm and 730 nm, respectively. This indicates that BDDIPYs have a good application prospect for near infrared fluorescent molecular probes. Their fluorescent lifetimes are 2.62 ns, 2.48 ns, respectively, and their fluorescent lifetimes are 0.024, 0.038, respectively.