The Synthesis And Properties Of Fluorescence Sensors Based On BODIPY Derivatives

Due to the use of fluorescence analysis to detect all kinds of ions or molecules with high sensitivity, good selectivity, and the characteristics of quick response, has been widely exploited in biology, biotechnology, molecular recognition, clinical diagnostics,and analytical and life science and other fields. The fluorescent sensors can produce quantifiable fluorescence changes upon complexation with suitable guest ions, at the same time, the design and synthesis with high selectivity and high sensitivity for metal ion fluorescence chemical sensor is widely used in the field of biochemistry. In recent years,with the constant innovation of cell imaging technology, from the observation physical and chemical reactions in cells become easy to implement and applicability is higher, and research results are better. And most of the fluorescent sensors are excellent chemical properties and wide applications of organic dyes, fluorescent compounds, however, water-soluble, toxic organic dyes and even damage to cells is still worthy of bioluminescence analysis breakthroughs. In this thesis,we have designed and synthesized copper chemsensors which based on BODIPY derivatives can be used for biological imaging. Its main content is as follows:The first chapter, this paper briefly introduces the principle and the development of fluorescent dyes, fluorescent BODIPY dye application and research progress of classes and based on BODIPY Cu2+ and progress of the research.The second chapter, a highly selective fluorescent indicator for copper, substituted with a 1-(furan-2-yl)-N-((pyridin-2-yl) methyl)methanamine(FPA) group at the position 3 or 5 of the BODIPY has been synthesized. In 4:1 MeCN-HEPES buffer(v/v, 20 mM, pH=7.2) solution, the BODIPY indicator forms 1:1 complexes with Cu2+ ions producing large bathochromic shifts in the absorption(from 480 nm to 570 nm) and fluorescence spectra(from 550 nm to 600 nm) with a change of solution color(from light yellow to pink) and cation-induced fluorescence amplifications. Of course, the quantum yield also increased greatly, at the same time, the fluorescence decay also slowed down. And after join in Na2 S solution, fluorescence quenching occurs. The new boradiazaindacene dye is an example of a very high selectivity for fluorescent probe for copper metal ions and confocal microscopy experiments showed that bodipy-FPA can be used for detection of Cu2+ levels within living cells.The third chapter, we have designed and synthesized a new fluorescent sensor for copper glucosinolates BODIPY-FPA, which based on BODIPY-FPA. In 4:1 MeCN-HEPES buffer(v/v, 20 mM, pH=7.2) solution, the sensor response to Cu2+ have higher sensitivity and lower detection limit than BODIPY-FPA, and in the same way, after join in Na2 S solution fluorescence and fluorescence quenching, Its surely that the sensor are used for detection of Cu2+ has greater application value. Finally, of course, we also use 4-amino benzene 15-crown-5-ether combined with BODIPY main body, a potassium ions fluorescence probe has been designed. Its has greater potential significance to the study of photochromic molecules combined with crown ether.