Design,Synthesis And Performance Research Of Rhodamine Fluorescent Probes For Detecting ClO~- And Common Metal Ions

Reactive oxygen species(ROS)in the human body is an important factor to produce a variety of diseases.Hypochlorous acid(HOCl),as a kind of reactive oxygen species,is closely related to the pathogenesis of many diseases.Nowadays,the identification and detection of various reactive oxygen species has become a very important frontier issue in the development of chemistry and biology.With the use of various metal products and the aggravation of environmental pollution,the content of each metal ion in vivo has increased,causing biological disorders and even a series of diseases,and brings serious damage to the health of the living body.Therefore,it is precisely because hypochlorous acid and metal ions are closely related to human health,so the development of efficient,timely and sensitive hypochlorous acid and metal ion detection method is particularly important,and life and environmental science is very important significance.The rhodamine framework is an ideal mode to construct fluorescent probes on account of its excellent photophysical properties.Four categories of novel probes(Divided by functions)were synthesized based on the spirolactam-ring of rhodamine(RBP and RBT,RBAI?RGAI and RGNC,BOS1-BOS7,BMS1-BMS5),and discussed the recognition mechanisms for different acceptors.In addition,the toxicity,cell staining and labling of living organism were investigated,which showed satisfactory results.The main content of the paper included the following:1.Two novel ClO-fluorescence probes were designed and synthesized based on rhodamine B fluorophores and the structure of "two benzoyl hydrazine" served as specific oxidation sites for ClO-.The good detection ability of probe RBP&RBT to ClO-was proved by spectral properties.The proposed recognition mechanism between probes and ClO-were dissected by theoretical analysis and experimental verification of HRMS(ESI).The probes were successfully applied to fluorescence imaging in L929 living cells,showed that the probes RBP&RBT have low cytotoxicity,well cell penetration ability,can be used for detection ClO-and imaging in vivo,and have potential applications in biological detection.2.Three novel Hg2+ fluorescence probes(RBAI&RGAI and RGNC)were designed and synthesized by modifying and regulating the structures of rhodamine B and rhodamine 6G fluorophores.The optical recognition properties of H2+ were determined by spectral properties.The single crystal structure of the probe RBAI was obtained successfully.The possible recognition mechanism between probes and Hg2+ were dissected by theoretical analysis and experimental verification of HRMS(ESI).The probes were successfully applied to detect Hg2+ by adsorbing on solid surfaces and fluorescence imaging in L929 living cells and living mice,which showed the well application value of the probes in environmental detection and bio-staining.3.Seven novel multifunctional fluorescence probes(BOS 1-BOS7)for monitoring of Al3+,Cr3+,Zn2+,and Cu2+ were designed and synthesized based on rhodamine B fluorophores,the structure of o-phenylenediamine as connecting arm and N and O atom served as metal ion binding sites.The UV-vis absorption and fluorescence emission spectra of the above probes are different in luminous bands and fluorescence intensity upon addition of the four different metal ions,and color/fluorescence differences can be observed obviously by the naked eye detection,so as to achieve multi-functional identification effects.And,the effects of cell staining were verified by applying to SGC-7901 living cells.4.Five kinds of probes BMS1-BMS5 for detecting Al3+ and Cr3+ were designed and synthesized by using rhodamine B as the fluorophore,m-phenylenediamine as the linker,N and O as the main binding sites of metal ions.Spectral properties study found that the probes can highly selectively recognize Al3+,Cr3+ in numerous metal ions,and can realize the detection by naked eye.