Enhanced Recognition of Spin Trapped Radicals In Complex Mixtures: Deuterated Nitronyl Adducts Provide A Gas Chromatographic/Mass Spectrometric Marker

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Abstract
The use of deuterated analogues of α-phenyl-N-tert-butyl nitrone (PBN) are reported for GC/MS analysis of spin trapping products. PBN-d9 and PBN-d41, deuterated in the tert-butyl group (the latter also deuterated in the phenyl ring), result in a more diagnostic fragment ion, C4D9 + (m/z = 66) which improves the recognition of PBN adducts in mixtures. This feature has helped identify a new 1,3-radical addition product of PBN-d9 formed during azobis(isobutyronitrile) thermolysis (addition of 2-cyano-2-propyloxyl followed by 2-cyano-2-propyl radicals). the 13C-trichloromethyl radical adduct of PBN-d14 produced during 13C-carbon tetrachloride incubation with rat liver micrcsomes was identified by GC/MS in a complicated biological extract mixture.