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Angew Chem Int Ed Engl ; 58(5): 1361-1365, 2019 01 28.
Artículo en Inglés | MEDLINE | ID: mdl-30476360

RESUMEN

Azanone (HNO) is a reactive nitrogen species with pronounced biological activity and high therapeutic potential for cardiovascular dysfunction. A critical barrier to understanding the biology of HNO and furthering clinical development is the quantification and real-time monitoring of its delivery in living systems. Herein, we describe the design and synthesis of the first chemiluminescent probe for HNO, HNOCL-1, which can detect HNO generated from concentrations of Angeli's salt as low as 138 nm with high selectivity based on the reaction with a phosphine group to form a self-cleavable azaylide intermediate. We have capitalized on this high sensitivity to develop a generalizable kinetics-based approach, which provides real-time quantitative measurements of HNO concentration at the picomolar level. HNOCL-1 can monitor dynamics of HNO delivery in living cells and tissues, demonstrating the versatility of this method for tracking HNO in living systems.


Asunto(s)
Colorantes Fluorescentes/química , Óxidos de Nitrógeno/análisis , Imagen Óptica , Células A549 , Animales , Colorantes Fluorescentes/síntesis química , Humanos , Mediciones Luminiscentes , Ratones , Ratones Endogámicos BALB C , Ratones Desnudos , Estructura Molecular , Neoplasias Experimentales/diagnóstico por imagen , Factores de Tiempo
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