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PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
2
pubmed:dateCreated
2010-3-9
pubmed:abstractText
5-Diisopropyloxy-phosphoryl-5-methyl-1-pyrroline-N-oxide (DIPPMPO) was used to trap a variety of free radicals and the stable compounds generated by the natural decomposition of the initially formed spin adducts were characterized by (31)P nuclear magnetic resonance (NMR) and mass spectrometry. Initially, the starting spin trap DIPPMPO was completely characterized using GC-MS and its fragmentation pathway was studied in detail. Then, DIPPMPO was used to trap an oxygen-centered free radical (the hydroxyl radical *OH) and two carbon- centered free radicals (methyl *CH(3) and 1-phenyl-ethanol-1-yl *CCH(3)(OH)Ph radicals). The (31)P NMR signals were thus assigned and the structures of adducts were studied and confirmed by mass spectrometry. Overall, the fragmentation pathways of the radical adducts proceed mainly via the loss of the diisopropyloxy(oxido)phosphoranyl radical. For the specific case of trapping *OH radicals, it is possible to visualize the rearrangement of the nitroxide radical adduct to its nitrone form as invoked in the literature. This spin trapping technique, coupled with (31)P NMR and MS, provides a tool for the identification of short-lived and low molecular weight free radicals present in a variety of processes.
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:issn
1469-0667
pubmed:author
pubmed:issnType
Print
pubmed:volume
16
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
175-85
pubmed:meshHeading
pubmed:year
2010
pubmed:articleTitle
Characterization of free radical spin adducts of the DIPPMPO using mass spectrometry and (31)P NMR.
pubmed:affiliation
Dipartimento di Scienze dell'Ambiente e del Territorio, Universitá degli Studi di Milano-Bicocca, 20125, Milano, Italy.
pubmed:publicationType
Journal Article