Structural Analyses of Carbon Chains in 5-Alk(en)ylresorcinols of Rye and Wheat Whole Flour by Tandem Mass Spectrometry
1997
Suzuki, Yoshikatsu | Esumi, Yasuaki | Uramoto, Masakazu | Kono, Yoshiki | Sakurai, Akira
The locations of double bonds and the linearity of each carbon chain in 5-alk(en)ylresorcinols present in rye and wheat whole flour were determined from collision-activated dissociation (CAD) spectra by tandem mass spectrometry. Among the determined alk(en)ylresorcinols, eleven alkenylresorcinols (C₁₇ to C₂₃) and four alkadienylresorcinols (C₁₉ to C₂₅) had not been previously identified. In this study, we found that identification of a radical-anion fragment peak due to a simple allylic cleavage on the methyl side was essential for determining the locations of double bonds in positionally isomeric alkenylresorcinols. In addition, an analysis of the CAD spectra of lithium-adduct cations as precursor ions was useful for determining the locations of the homoconjugated (Z,Z)-diene group in alkadienylresorcinols.
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