Abstract
The free-radical nitric oxide is now considered to play an important role in mammalian physiology and pathology. Enzymatic studies have shown that nitric oxide biosynthesis is initiated by an NADPH-dependentN-hydroxlation ofl-arginine, formingN ω-hydroxy-l-arginine as an intermediate. However, the subsequent enzymatic steps that generate nitric oxide fromN ω-hydroxy-l-arginine are unknown. We have used ab initio quantum chemical calculations to investigate a mechanism that forms nitric oxide fromN-hydroxyguanidine, used as a model forN ω-hydroxy-l-arginine. Our calculations indicate that mechanisms of nitric oxide formation involving nucleophilic attack by hydroperoxy anion at theN-hydroxyguanidine carbon are energetically feasible.
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Stuehr, D.J., Sapse, AM. & Sapse, D.S. An ab initio study of an oxidative mechanism that forms nitric oxide from theN-hydroxyguanidinium ion. Struct Chem 4, 143–147 (1993). https://doi.org/10.1007/BF00679340
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DOI: https://doi.org/10.1007/BF00679340