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Edited by Louis J. Ignarro, University of California, Los
Angeles, CA, and approved December 22, 2000 (received for review October 11, 2000)
The gas phase and aqueous thermochemistry and reactivity of
nitroxyl (nitrosyl hydride, HNO) were elucidated with
multiconfigurational self-consistent field and hybrid density
functional theory calculations and continuum solvation methods. The
pKa of HNO is predicted to be 7.2 ± 1.0, considerably
different from the value of 4.7 reported from pulse radiolysis
experiments. The ground-state triplet nature of NO
Chemistry / Biochemistry
On the acidity and reactivity of HNO in aqueous solution and
biological systems
,
,§, and,§
Department of Chemistry and Biochemistry, University
of California, Los Angeles, CA 90995-1569; and
Department of Molecular and Medical Pharmacology, Center
for the Health Sciences, School of Medicine, University of California,
Los Angeles, CA 90095-1735
affects the rates of acid-base chemistry of the HNO/NO
couple. HNO is highly reactive toward dimerization and addition of soft
nucleophiles but is predicted to undergo negligible hydration (Keq = 6.9 × 105).
HNO is predicted to exist as a discrete species in solution and is a
viable participant in the chemical biology of nitric oxide and derivatives.
§
To whom reprint requests should be addressed. E-mail:
houk{at}chem.ucla.edu or jfukuto{at}mednet.ucla.edu.
www.pnas.org/cgi/doi/10.1073/pnas.041481598
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