Synthesis And Biological Applications Of Hydrophilic BODIPY Dyes

It is of vital importance for the labeling of specific materials, such as proteins,DNA, metal ions and neutral molecules, in the research of life science. Within thisscope, probes giving off signals that could be detected easily and could indicatecertain parameters of experimental subjects are essential. Fluorescent dyes are ideallabeling reagents for this purpose because they are harmless to tissues andfluorescence is always easy to recognize.Among all the dyes, BODIPY dyes enjoy the most popularity for their manydistinctive and desirable properties，such as high extinction coefficients, narrowabsorption and emission bands, high quantum efficiencies of fluorescence, relativeinsensitivity to environmental perturbations, and resistance to photo bleaching. Manyresearches have been conducted on synthetic methods and applications of BODIPYdyes in recent years.In general, modifications could be made on BODIPY core and other positions totune their spectroscopic properties. Considering that solubility would be essential toprobes when used in bio-detection, we focuse on the introduction of water solublechains to B positions or2,6positions of pyrrole rings in this paper, and employ NMR,mass spectrometry and other effective methods to testify the structure of thosesynthetic dyes. UV and fluorescence spectrums, as well as fluorescence quantum yieldare performed in methanol and water, respectively. Some of the dyes bear goodsolubility and could be used in intracellular imaging.Futhermore, Aza BODIPY，withabsorption over700nm, enjoys more popularity in bio-detections. In this paper, wesynthesize a series of intermediates of water soluble Aza BODIPY dyes. Introductionsof soluble chains could be conducted in similar ways used previously, which would bedone in the future.