Meredith R Cline, J. Toscano
Oct 1, 2011
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0
Influential Citations
49
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Journal
Journal of Physical Organic Chemistry
Abstract
Recent research has shown that nitroxyl (HNO) has important and unique biological activity, especially as a potential alternative to current treatments of cardiac failure. HNO is a reactive molecule that spontaneously dimerizes and subsequently dehydrates to form nitrous oxide (N2O), making its detection in solution or biologically relevant preparations difficult. The prefluorescent probe 4-((9-acridinecarbonyl)amino)-2,2,6,6-tetramethylpiperidin-1-oxyl (TEMPO-9-AC) has been used to detect HNO in aqueous solution and to differentiate it from nitric oxide (NO). TEMPO-9-AC reacts with HNO via a net hydrogen abstraction to produce the highly fluorescent TEMPO-9-AC-H and NO. The utility of TEMPO-9-AC as a probe for HNO has been shown using the common HNO donors Angeli's salt and Piloty's acid (PA) along with a recently reported HNO donor, 2-bromo-PA. The use of TEMPO-9-AC is complicated by intermolecular fluorescence quenching and competitive HNO trapping by the NO produced, but nonetheless, it can be used to study HNO reactivity in aqueous solution. Copyright © 2011 John Wiley & Sons, Ltd.