Synthesis, Spectral Properties And The Application In Biological Labeling Of New Serious Boron Dipyrromethene Dyes

The development of life science is a process of a deeper and wider study of the materials (such as protein, DNA, sugar, metal ion, anion and neutral molecular et al) that make up of organisms. In this process, a basic problem is the detection and identification of these materials. Fluorescent dyes can give off light signal, do no harm to human body and can be easily detected, so it is an ideal labeling reagent.In the last decades, boron dipyrromethene dyes (BODIPY) have draw much attention of the researchers for their exceptional photochemistry and photophysical properties. In this paper, new series of BODIPY dyes have been synthesized and identified. The absorbance and fluorescence spectrum, the quantum yields, the molecular coefficients are obtained. Based on the body structure, a pH probe and a Zn2+ probe are synthesized.The study of the synthesis route: the traditional synthesis way of BODIPY dyes is taking aldehydes as the starting materials condensation with the a-H of pyrrol, oxidation by p-chloranll, then coordination with BF3. The oxidation step can produce many byproducts and decrease the yieldes. In this paper, acetyl chlorides was taken place aldehydes as the starting materials, so no oxidation reagent is needed. The two steps can be performed in a one-reactor, so the process was simplified and the yields were improved.The study of the spectrum: the absorbance spectrum, fluorescence spectrum, the absorption coefficients and quantum yield were detected. The relation between the photophysical properties and the structure of the dyes were investigated.The research in biological labeling: based on the fluorophore, a pH probe was obtained, the probe exhibits good properties as a pH fluorescent sensor with a 15-fold fluorescence enhancement in the pH range of 9.38-7.60. A Zn2+ probe was synthesized. The probe exhibited high selectility for Zn2+ ,with pKa, of 2.2, up to now, it was the lowest pKa in all Zn2+ probes and can avoid the effect of the H+ in human body. It has applied in living cell and get good result.