Resonant electron capture mass spectrometry of free fatty acids: examination of ion structures using deuterium-labeled fatty acids and collisional activation

Journal of Mass Spectrometry : JMS
V G VoinovM Claeys

Abstract

The structures of [M-H](-) ions generated from free fatty acids in resonant electron capture at energies of 1.2 and 7.2 eV were investigated using deuterium-labeled isotopomers and collision-induced dissociation. The [M-H](- small middle dot) ions occur in both a carboxylate anion and a carbanion form. While the formation of the carboxylate anion at 1.2 eV involves the loss of a carboxylic hydrogen, that at 7.2 eV involves the loss of a hydrogen from different positions in the aliphatic chain followed by a rearrangement of a carboxylic hydrogen on to the radical site in the chain. The [M-H-H(2)O](-) ion which is a minor ion in the resonant electron capture spectrum at 7.2 eV is shown to be a precursor for the charge-remote fragment ions corresponding to formal losses of a hydrogen and elements of alkanes. The [M-H-H(2)O](-) ion corresponding to the second major ion in the resonant electron capture spectrum at 7.2 eV is demonstrated to be consistent with a cyclopentanone anion structure. On the basis of new insights obtained in the present study and taking into account previous results, an updated proposal is presented for the mechanism of charge-remote fragmentation which operates in resonant electron capture of free fatty acid...Continue Reading

References

Jul 17, 1999·Rapid Communications in Mass Spectrometry : RCM·M V MuftakhovV A Mazunov
Jun 22, 2000·Rapid Communications in Mass Spectrometry : RCM·C DenekampR K Boyd
Feb 24, 2001·Mass Spectrometry Reviews·C Cheng, M L Gross
May 15, 2001·Journal of the American Society for Mass Spectrometry·C SetoR K Boyd

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Citations

Jul 3, 2003·Journal of the American Society for Mass Spectrometry·Chagit DenekampYonit Horev
Dec 23, 2003·Journal of Cellular Biochemistry·Antonella BaronMassimo Loda
Feb 21, 2008·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Fabio ZappaKarola Graupner
Jul 12, 2002·Journal of Mass Spectrometry : JMS
Apr 20, 2006·Journal of the American Chemical Society·Yury V Vasil'evMax L Deinzer

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