Fluorescent N-oxides: applications in bioimaging and sensing

Abstract

N-Oxides, due to their zwitterionic nature and ability to form hydrogen bonds through the oxide ion, are highly water-soluble and widely used in biological and pharmacological studies. The N-oxide structural scaffold is introduced into molecules, enabling “turn-on” fluorescence via an intramolecular charge transfer (ICT) process. This process occurs when the N–O bond is cleaved, either through an enzymatic reaction under hypoxic conditions or by using Fe(II), which allows rapid and selective detection of Fe(II) at nanomolar concentrations both in vitro and in vivo. This review focuses on the literature published between 2010 and 2024, particularly emphasising N-oxide fluorophores and their applications in hypoxic cell lines, Fe(II) detection, and bioimaging.