Novel BODIPY Fluorecent Probe For Biomolecules Detection And Its Application In Bioimaging

Thousands of various molecules constitute organism, and all of them maintain biology phenomena through complex chemical changes. Protein, nucleic acid, peptide and metal ions are the indispensable substance, which maintain physiological function and play important biological action, special physiological function and high biochemical effects. GSH is the most abundant intracellular nonprotein thiol, and it play an important role in keeping redox balance. Fluoride is the essential trace elements for organism, it influence enzyme activity, promote absorption of iron, and it is associated with many diseases. So the detection of fluoride is of important biomedical value.With the progress of chemistry, physics and biology, the detection method of biomolecules is diversiform. Fluorescence method was widely used in analytical chemistry because of high sensitivity, high selectivity and easy to operate. With the help of confocal microscopic imaging, visualizing and real-time detecting of bio-active molecules can be achieved.Infra-red fluorescence probe was widely used in biological science field because of their special photophysics and photochemical characters, high sensitivity, wide response range and appropriate condition. Most of biological cells have no or weak fluorescence in infrared region, which make the detection sensitive.Based on the changes in spectrum characters of the fluorescent probes reacting with bio-active molecules, FRET and PET, we have achieved the detection of these ingredients.First, novel near infrared fluorescent probe based on B-Se bond for detecting fluoride ion.Using B-Se bond to connect fluorescent dye BODIPY and benzotrifluoride, we design and compose a novel near infrared fluorescent probe. By the change of fluorescence intensity, we realize selective detection for fluoride ion. Probe and the compounds are haracterized by IR, 1H-NMR, 13C-NMR, 77Se-NMR and MS. We optimize the detecting congdition of probe in chemical environment.λmax of excitation and emission of the lies at 660 and 690 nm respectively. The regression equation was (F-F0)=117.29911+72.23089[F-](10-6 M) with a linear coefficient of 0.9844, and the limit of detection of the method was 5.24×10-8 M. Besides, we succeeded in imaging F- in HepG2 cells by using confocal laser-scanning microscope. Second, Desigh and synthesize a new near infrared fluorescent probe for thiol detection.we desighed and synthesized a new fluorescence probe for thiol detection based on fluorescence resonance energy transfer .Two BODIPT and S-S bond constitutes the new probe. We optimize the detecting congdition of probe in chemical environment and detect of the effect of interference.