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
✍ Scribed by Bernd Clement; Elke Schnörwangen; Thomas Kämpchen; Peter Mordvintcev; Alexander Mülsch
- Publisher
- John Wiley and Sons
- Year
- 1994
- Tongue
- English
- Weight
- 509 KB
- Volume
- 327
- Category
- Article
- ISSN
- 0365-6233
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✦ Synopsis
Abstract
N^ω^‐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 ^15^N‐NMR investigations. ^15^N^ω^‐Hydroxy‐L‐arginine (2) was converted quantitatively to ^15^NO by NO synthases from macrophages. ^15^NO was identified by ESR‐spectroscopy. These experiments confirm that ^15^N^ω^‐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.