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Synthesis Of 15Nω‐Hydroxy‐L‐arginine And ESR And 15N‐NMR Studies For The Elucidation Of The Molecular Mechanism Of Enzymic Nitric Oxide Formation From L‐Arginine

B. Clement, E. Schnörwangen, T. Kaempchen, P. Mordvintcev, A. Mülsch
Published 1994 · Chemistry, Medicine

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Nω‐Hydroxy‐L‐arginine (2) was prepared by a multi‐stage synthesis; the key step was the addition of hydroxylamine to the protected cyanamide 8. The presence of N‐hydroxyguanidines was confirmed, above all, by 15N‐NMR investigations. 15Nω‐Hydroxy‐L‐arginine (2) was converted quantitatively to 15NO by NO synthases from macrophages. 15NO was identified by ESR‐spectroscopy. These experiments confirm that 15Nω‐hydroxy‐L‐arginine (2) is an intermediate in the biosynthesis of NO from arginine (1) and that the N‐hydroxylated N‐atom is present in the NO formed.
This paper references
L-citrulline production from L-arginine by macrophage nitric oxide synthase. The ureido oxygen derives from dioxygen.
N. S. Kwon (1990)
Endothelium‐derived relaxing factor is a nitrosyl iron complex with thiol ligands
A. Vanin (1991)
NO accounts completely for the oxygenated nitrogen species generated by enzymic L-arginine oxygenation.
A. Mülsch (1992)
Macrophage synthesis of nitrite, nitrate, and N-nitrosamines: precursors and role of the respiratory burst.
R. Iyengar (1987)
Glutamate, nitric oxide and cell-cell signalling in the nervous system
J. Garthwaite (1991)
The Application of 15 N-NMR in the Analysis of N -Oxygenated amidines and guanidines
B. Clement (1991)
Biochemistry of nitric oxide and its redox-activated forms.
J. Stamler (1992)
Vascular endothelial cells synthesize nitric oxide from L-arginine
R. M. Palmer (1988)
Quantification of nitric oxide in biological samples by electron spin resonance spectroscopy
A. Mülsch (1992)
Nitric oxide release accounts for the biological activity of endothelium-derived relaxing factor
R. M. Palmer (1987)
NO synthases: mechanism of activation, identity of NOX and expression in human cells.
A. Mülsch (1991)
Nitric oxide: physiology, pathophysiology, and pharmacology.
S. Moncada (1991)
Synthesis and bioactivity of N omega-hydroxyarginine: a possible intermediate in the biosynthesis of nitric oxide from arginine.
G. C. Wallace (1991)
Hydroxylamine is a vasorelaxant and a possible intermediate in the oxidative conversion of L-arginine to nitric oxide.
E. Demaster (1989)
The NO hypothesis: possible effects of a short-lived, rapidly diffusible signal in the development and function of the nervous system.
J. A. Gally (1990)
Stoffwechselprodukte von Mikroorganismen. 130. Mitteilung. Synthese des δ‐N‐Hydroxy‐L‐arginins
J. Widmer (1974)
Nitric oxide as a secretory product of mammalian cells
C. Nathan (1992)
In‐vitro‐Untersuchungen zur mikrosomalen N‐Oxidation einiger Guanidine
B. Clement (1986)
Macrophage oxidation of L-arginine to nitrite and nitrate: nitric oxide is an intermediate.
M. Marletta (1988)
N omega-hydroxy-L-arginine: a novel arginine analog capable of causing vasorelaxation in bovine intrapulmonary artery.
G. C. Wallace (1991)
N omega-hydroxy-L-arginine is an intermediate in the biosynthesis of nitric oxide from L-arginine.
D. Stuehr (1991)
The obligatory role of endothelial cells in the relaxation of arterial smooth muscle by acetylcholine
R. Furchgott (1980)
15N‐NMR‐Studien an 2‐Hydroxyguanidinen und Amidoximen
B. Clement (1985)
Mechanistic probes of N-hydroxylation of L-arginine by the inducible nitric oxide synthase from murine macrophages.
R. A. Pufahl (1992)

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