Donors of nitroxyl (HNO) exhibits pharmacological properties including enhancement of myocardial contractility, preconditioning against ischemia/reperfusion injury, induction of apoptosis and suppression of tumor angiogenesis, and inhibition of alcohol metabolism. As with all pharmacological agents, the therapeutic usefulness of HNO donors depends on the ability to elicit beneficial responses without inducing harmful side effects. It is therefore important to understand the chemistry of HNO, particularly its involvement in potentially deleterious biological reactions. HNO is autoxidized to a cytotoxic species that is capable of inducing DNA double strand break, yet the identity of the HNO autoxidation product remains elusive. A conceivable product is peroxynitrous acid but chemical comparison studies have demonstrated that HNO autoxidation leads to a unique reactive nitrogen oxide species. Here, we extend these analyses to include another preparation of peroxynitrite (ONOO-) formed from the autoxidation of nitroxyl anion (NO-) with a dual purpose in mind. The first is to compare the chemistry of HNO and NO- autoxidation, while the second is to compare two preparations of ONOO-. The results of this analysis will be presented.

Comparison of the chemical reactivity of synthetic peroxynitrite with that of the products of nitroxyl or its anion with molecular oxygen

247th National Meeting (2014)

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