Abstract

An hydroxythiophene-conjugated benzothiazole (T2(OH)B) was synthesized as a pH sensitive fluorescent probe. T2(OH)B displayed dual emission behavior due to the excited state intramolecular proton transfer (ESIPT) process, while the methoxy analogs, T2(OMe)B, did not. T2(OH)B showed strong fluorescence enhancement above physiological pHs. The applicability of T2(OH)B as a biological pH indicator was demonstrated by its use for staining mitochondrial compartment and H. pylori. Owing to its strong fluorescence emission with a large stokes shift and its effective response to pH, T2(OH)B serves as a platform for the design of new types of fluorescent probes.

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