Small Molecule Probes For Recognition,Cell Imaging,and Constrution Of Supramolecular Probes

Biologically related moleculars and ions such as metal ions,anions,and amino acids play an extremely important role and are of great significance for their detection and monitoring in the environment and physiological systems.The combination of fluorescent probes based on fluorophores and fluorescence imaging technology can achieve timely and non-invasive detection of relevant molecular and ions in environmental and biological systems,and monitor extremely biological processes of biologically related molecular ions in living cells.Supramolecular fluorescence probes based on the interaction between cucurbit[n]uril with special structures and different small molecules can be highly selective for some molecular ions in aqueous solutions.Therefore,the probe has a high application prospect in the fields of biology and medicine.In this dissertation,the recognition properties of tripod fluorescent probe 1 and probe 2 with two kinds of fluorescent groups modified by tris(2-aminoethyl)amine as the structural platform were studied.The construction of supramolecular probe and properties of the clamp molecule Guest based on Phenanthroline were studied.Spectroscopic,nuclear magnetic,isothermal titration calorimetric and other test methods were used to obtain the relevant information of complex formation.Fluorescence imaging of specific ions in living PC3 cells were tested with tripod fluorescent probes 1 and probes 3-7.(1)Probe 1 is a tripod fluorescent probe modified by two pyrenes and one rhodamine.Studies have shown that the probe can not only detect Hg2+,Al3+,and Fe3+ based on the FRET mechanism;but also Hg2+,Al3+,and Fe3+ can be detected by visual color difference detection,and the color change is obvious.Probe 2 is a tripod fluorescent probe modified by two dansyl chlorides and a naphthalimide,Studies have shown that the probe can selectively recognize Hg2+ or F-ions by ratio absorption,fluorescence enhancement,and visual colorimetric detection.(2)Guest is synthesized based on phenanthroline,and its arms have a certain flexible.Studies have shown that Guest and Q[7],Q[8] can form a supramolecular probe with a molar ratio of 1:1 by host-guest interaction;Guest@Q[8] can selectively detect Phenylalanine in water solvent.(3)Fluorescent imaging of specific ions in living PC3 cells was studied with tripod fluorescent probes 1 and probes 3-7 that based on tris(2-aminoethyl)amine and modified with one or more fluorescent groups;Toxicity testing of probe 3 and probe 6 were studied.Probe 1 can realize cross-channel detection of Al3+,Hg2+,and Fe3+.Probe 3 is non-toxic to cells,It can detect Hg2+ through intracellular red fluorescence enhancement imaging,Cu2+ by green fluorescence enhancement imaging,and Fe3+ through red and green fluorescence enhancement imaging;Probe 4 can detect Hg2+ and Cu2+ through intracellular red and green fluorescence enhancement;probe 5 can detect Hg2+ and Zn2+ by red channel;probe 6 is non-toxic to cells;detection of Al3+ and Cr3+ is blue fluorescence imaging;detection of Zn2+ is green and red fluorescence imaging;probe 7 showed green and red fluorescence imaging when intracellular Zn2+ was detected,red fluorescence imaging when detecting Al3+.