The Synthesis And Properties Of Fluorescence Probes Based On BODIPY

Fluorescent probes which have advantages of easy to operate,quick response,good selectivity,low detection limit,and high sensitivity have been widely exploited in analytical chemistry,biology,life sciences and other fields,and they have been designed to detect a various types of analytes,such as cations,anions,molecules,pH,polarity.In this paper,we study BODIPY fluorescent dyes with high fluorescence quantum yield,good photochemical stability,absorption and emission wavelength in the visible region,easy to adjust and improve the structure.In recent years,with the development of cell fluorescence imaging technology,the water-soluble dyes and the toxicity to cells of organic fluorescent are still one of the hotspots in the field of biochemical analysis.The main work was to design and synthesize near-neutral pH fluorescence probes and fluorescence chemodosimeters which can be used to detect MeHg⁺ and Hg²⁺ based on BODIPY dye,as well as their spectral properties,biological imaging and intracellular detection,The main content is as follows:The first chapter,the principle of fluorescent?research progress and application of BODIPY fluorescent dyes and research progress of pH,Hg²⁺ and MeHg⁺ fluorescent probes based on BODIPY are briefly introduced in this paper.The second chapter,two new 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene?BODIPY?dyes?L1 and L2?with N-methylpiperazine and N-ethylpiperazine subunits on position 3 or 5 were synthesized.Their absorption and steady-state fluorescence properties were investigated as a function of solvent.In water/MeCN?9:1,V/V?solution,the dyes show fluorescent enhancement upon increasing the acidity of the solution.They can be used in water/MeCN?9:1,V/V?solution as fluorescent pH probes excitable with visible light,with p Ka values near-neutral?around 6.5 and 6.8?.Dyes L1 and L2 are readily taken up by biological cells in the cytosol where it has no obvious toxic effects.The third chapter,we have synthesized a novel chemodosimeter L3 with 1-?2-aminoethyl?-3-phenylthiourea linked via its N atom at position 3 to boron dipyrromethene,utilizes an irreversible MeHg⁺ or Hg²⁺-promoted the desulfurization and cyclization reaction of thiourea unit..The chemodosimeter with longer excitation wavelength,selective and sensitive colorimetric and fluorimetric response toward methylmercury?MeHg⁺?or mercury(Hg²⁺)in natural media via desulfurization and intramolecular cyclization with a broad pH range from 6-10.It shows low cytotoxicity and excellent membrane permeability towards living cells,which was successfully applied to detect and image intracellular methylmercury or mercury effectively by confocal fluorescence imaging.