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J. Biol. Chem., Vol. 268, Issue 16, 11520-11527, Jun, 1993
W Chamulitrat, SJ Jordan, RP Mason, K Saito and RG Cutler
Phenyl N-tert-butylnitrone (PBN) is a spin trap commonly employed in free
radical research. PBN has been shown to have adverse and beneficial effects
on various biological systems. We report here evidence that photolysis (or
even ambient light) decomposes PBN to nitric oxide in aqueous solutions.
Non-heme and heme proteins have been employed to form nitrosyl complexes,
which were detected using EPR spectroscopy. Concomitantly, nitrite
formation was detected after light- induced decomposition of PBN. In
addition, we found that tert- nitrosobutane and decomposed PBN caused an
activation of guanylate cyclase. We propose a mechanism where PBN is
decomposed by light to tert-nitrosobutane. The latter compound is, in turn,
decomposed to nitric oxide. This study suggests the possibility that PBN or
PBN radical adducts may be sources of nitric oxide in biological
environments. When using PBN as a spin trap in biological samples, not only
is the trapping of reactive free radicals operative, but nitric oxide
produced from PBN decomposition may play an important role in altering
biological functions.
Nitric oxide formation during light-induced decomposition of phenyl N- tert-butylnitrone
Laboratory of Molecular Biophysics, National Institute of Environmental Health Sciences, National Institutes of Health, Research Triangle Park, North Carolina 27709.
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