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Published on: September 13, 2013
A Novel Ratiometric Fluorescent Probe Based on Ortho-Position Oxime Functionalized Perylene Diimide for
Ruida Shi1, Chengcheng Sun2, Tieshan Zhang1
1Hebei Key Laboratory of Organic Functional Molecules, Hebei Engineering Research Center of Thin Film Solar Cell Materials and Devices, College of Chemistry and Materials Science, Hebei Normal University, Shijiazhuang 050024, China.
None:
Hypochlorous acid (HClO) or hypochlorite (ClO-) not only is a common weak acid in daily life but also serves as a disinfectant and a key component of bleaching powder. Simultaneously, HClO/ClO- can also participate in many pathological processes as a kind of reactive oxygen species. To address the limitations in HClO/ClO- detection, we developed PDI-O, an ultrasensitive, rapid-response, and highly selective fluorescent probe, through rational molecular engineering of a perylene diimide scaffold and oxime as the recognition site. We systematically evaluated the photophysical properties and HClO/ClO- response performance of PDI-O through comprehensive spectral characterization. The probe demonstrates remarkable analytical metrics: (1) dual detection modes by UV-vis and fluorescence; (2) ultrahigh sensitivity with a subnanomolar detection limit (5 pM); (3) exceptional selectivity and anti-interference ability against 16 common interferences, including ions and reactive oxygen/nitrogen analogs; (4) rapid response speed (7.5 s); (5) wide linear range (0-8.0 μΜ); and (6) convenient visual detection toward smartphone-based RGB analysis. Notably, PDI-O exhibits dual-function bioimaging capabilities: it enables real-time discrimination of live/dead mammalian cells while achieving zebrafish larval imaging of HClO/ClO-. This novel ratiometric fluorescent probe establishes a new paradigm for developing precision biosensors to unravel hypochlorite-related pathophysiological cascades.

