The Synthesis And Properties Of PH-Responsive Fluorescent Perylene Probes

pH-Responsive Fluorescent perylene probes play an important role in the filed of life science recently. Perylene bisimide can be a candidate as the core of fluorescent probes because of its excellent photoelectric properties, chemical stability and easy chemical modification. In this thesis, we designed and synthesized several enhanced p H-Responsive fluorescent probes with binding groups on the bay region of perylene bisimide. The main contents are as follows.1. The perylene bisimide with good water-solubility have been obtained due to the introduction of the PEO chain into the end and head of imides. Furthermore, the morpholine ligand are introduced into the bay region of perylene bisimide in order to synthesize fluorescent probes : ALTR and SLTR, which have single morpholine group and dual morpholine group, respectively.2. The ultraviolet and fluorescence properties of the two probes were investigatived in different p H buffer solution, the p Ka values of ALTR and SLTR were 5.65 and 5.36,respectively. They have high selectivity and sensitivity in acidity. ALTR shows a 68-fold increase in fluorescence intensity upon H+ binding, SLTR shows a 197-fold increase.Meanwhile, The probes show good reversibility between p H 4.0 and p H 8.0.3. The probes showed over 85% cell viability, indicating good biocompatibility. ALTR and SLTR can be efficiently internalized by live cells, which can be used for bioimaging. The SLTR can specifically localize in lysosomes. After irradiation for 10 min, the intensity of the?uorescence images remained almost unchanged. The sustained brightness proved the relatively high photostability of these probes in harsh physiological environment.