The first near-infrared fluorescent turn-on sensor for the detection of nitroxyl (HNO), the one-electron reduced form of nitric oxide (NO), is described. The probe, CuDHX1, is based on copper(II) quenching of a dihydroxanthene (DHX) fluorophore and a cyclam-derivative as the copper-binding moiety. Upon introduction of HNO as Angeli's salt, CuDHX1 increases its fluorescence 5-fold in cuvettes and is selective for HNO over thiols and reactive nitrogen and oxygen species. CuDHX1 can detect exogenously applied HNO in live mammalian cells and, in conjunction with the zinc-specific, green-fluorescent sensor ZP1, can perform multicolor/multianalyte microscopic imaging. These studies reveal that HNO treatment elicits an increase in the concentration of intracellular mobile zinc. This work was supported by a grant from the National Science Foundation.

Synthesis, characterization, and application of near-infrared sensors for nitroxyl

248th National Meeting (2014)

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