Viscosity sensitive endoplasmic reticulum fluorescent probes based on oxazolopyridinium

Abstract

A series of viscosity sensitive fluorescent probes 1a–e were synthesized by linking coumarin and oxazolopyridinium via dimethylene in this paper. The viscosity test of probes 1a–e indicated that the fluorescence intensity of the probes enhanced significantly with the increase of viscosity of the system (0.89–865 cP), and exhibited a nearly OFF–ON response to viscosity at 648 nm, 650 nm and 650 nm, respectively. In addition, cells still had a high survival rate after co-culturing with probes 1a–e for 12 h (94–98%). Meanwhile, the laser confocal experiment showed that the variation of the carbon chain length in the oxazolopyridinium could affect the subcellular region of the localization of the probes in cells. When the length of the carbon chain in oxazolopyridinium was between n-C₇H₁₅ and n-C₁₂H₂₃, probes 1b–d had the ability to target the endoplasmic reticulum in the cells. Moreover, probes 1b–d showed no significant change in fluorescence intensity after 35 min of continuous laser confocal irradiation, indicating that they had excellent anti-photobleaching properties.