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The reduction of nitroso-spin traps in chemical and biological sysetms. A cautionary note

✍ Scribed by B. Kalyanaraman; Edward Perez-Reyes; Ronald P. Mason


Publisher
Elsevier Science
Year
1979
Tongue
French
Weight
180 KB
Volume
20
Category
Article
ISSN
0040-4039

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✦ Synopsis


The NaBH4 or enzymatic reduction of 2-methyl-2-nitrosopropane results in a four-line ESR spectrum due to t-butyl hydronitroxide. This spectrum is identical to a previously reported ESR spectrum (C.S.Lai and L.H. Piette, Tet. Letters, 2, 775 (1979)) obtained during a Fenton reaction using 2-methyl-2-nitrosopropane, which had been assigned to the hydroxyl radical adduct. This note presents evidence that this four line spectrum can arise from the chemical reduction of the spin trap. The use of nitrones and nitroso compounds as spin-traps' in biological systems2 has become widely applied. Two commonly used nitroso spin-traps are 2-methyl-2-nitrosopropane and nitrosobenzene, while phenyl-t-butyl nitrone and 5,5idimethyl-1-pyrroline-l-oxide are among the most widely used nitrone spin-traps. Rat liver microsomes catalyze many electron transfer reactions in NADPH-dependent oxidation and reduction reactions. Several investigators have applied spintrapping for the detection of superoxide and hydroxyl radicals in microsomal systems2. Recently,