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Bioorg Chem ; 150: 107568, 2024 Sep.
Artículo en Inglés | MEDLINE | ID: mdl-38905887

RESUMEN

Phenylselenide based BODIPY probe was successfully synthesized and characterized by NMR spectroscopic techniques (1H, 13C and 77Se NMR), mass spectrometry and single crystal XRD. Surprisingly, crystal packing diagram of the probe showed formation of 1-D strip through intermolecular F---H interaction. The probe was screened with various Reactive Oxygen Species (ROS) and found to be selective for superoxide ion over other ROS via "turn-on" fluorescence response. The probe selectively and sensitively detects superoxide with a lower detection limit (43.34 nM) without interfering with other ROS. The quantum yield of the probe was found to increase from 0.091 % to 30.4 % (334-fold) after oxidation. Theoretical calculations (DFT and TD-DFT) were also performed to understand the sensing mechanism of the probe. The probe was able to effectively detect superoxide inside living cells without any toxic effect.


Asunto(s)
Compuestos de Boro , Colorantes Fluorescentes , Compuestos de Organoselenio , Compuestos de Boro/química , Compuestos de Boro/síntesis química , Humanos , Compuestos de Organoselenio/química , Compuestos de Organoselenio/síntesis química , Colorantes Fluorescentes/química , Colorantes Fluorescentes/síntesis química , Estructura Molecular , Teoría Funcional de la Densidad , Superóxidos/análisis , Células HeLa , Especies Reactivas de Oxígeno/metabolismo , Especies Reactivas de Oxígeno/análisis
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