Journal of the American Society for Mass Spectrometry

, Volume 19, Issue 4, pp 569–585

Structural characterization of monohydroxyeicosatetraenoic acids and dihydroxy- and trihydroxyeicosatrienoic acids by ESI-FTICR

Authors

  • Lijie Cui
    • Department of Pharmacology and ToxicologyMedical College of Wisconsin
  • Marilyn A. Isbell
    • Department of Pharmacology and ToxicologyMedical College of Wisconsin
  • Yuttana Chawengsub
    • Department of Pharmacology and ToxicologyMedical College of Wisconsin
  • John R. Falck
    • Departments of Biochemistry and PharmacologyUniversity of Texas Southwestern Medical Center
  • William B. Campbell
    • Department of Pharmacology and ToxicologyMedical College of Wisconsin
    • Department of Pharmacology and ToxicologyMedical College of Wisconsin
Articles

DOI: 10.1016/j.jasms.2008.01.007

Cite this article as:
Cui, L., Isbell, M.A., Chawengsub, Y. et al. J. Am. Soc. Spectrom. (2008) 19: 569. doi:10.1016/j.jasms.2008.01.007

Abstract

The fragmentation characteristics of monohydroxyeicosatetraenoic acids and dihydroxy- and trihydroxyeicosatrienoic acids were investigated by electrospray ionization Fourier transform ion cyclotron resonance (FTICR) mass spectrometry using sustained off-resonance irradiation collision-induced dissociation (SORI-CID) and infrared multiphoton dissociation (IRMPD). The fragmentation patterns of these compounds were associated with the number and positions of the hydroxyl substituents. The fragmentation is more complicated with increasing number of the hydroxyl groups of the compounds. In general, the major carbon-carbon cleavage of [M−H] ions occurred at the α-position to the hydroxyl group, and the carbon-carbon cleavage occurred when there was a double-bond at the β-position to the hydroxyl group. SORI-CID and IRMPD produced some common fragmentation patterns; however, each technique provided some unique patterns that are useful for structural identification of these compounds. This study demonstrated the application of FTICR via the identification of regioisomers of trihydroxyeicosatrienoic acids in rabbit aorta samples.

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© American Society for Mass Spectrometry 2008