title: Ozonolysis of phospholipid double bonds during electrospray ionization: a new tool for structure determination.
abstract: Ozonolysis of double bonds is observed during the negative ion electrospray ionization of unsaturated phospholipids under conditions that produce a corona discharge. Ionic products of the ozonolysis are detected and characterized by mass spectrometry, and the mass-to-charge ratio of these species can be used to unambiguously assign the double bond position within the unsaturated fatty acid radyls. The reaction products are consistent with the gas-phase ozonolysis of desolvated phospholipid ions in an atmosphere rich in volatilized solvent. Reactions may be carried out in a conventional electrospray ionization mass spectrometer and provide a new method for the structural characterization of phospholipids.
authors.affiliation: Departments of Chemistry and Biomedical Science, University of Wollongong, Wollongong, New South Wales 2522, Australia.
authors.forename: Michael C
authors.initials: MC
authors.lastname: Thomas
authors.forename: Todd W
authors.initials: TW
authors.lastname: Mitchell
authors.forename: Stephen J
authors.initials: SJ
authors.lastname: Blanksby
mesh_terms: D015394:Molecular Structure; D010084:Oxidation-Reduction; D010100:Oxygen / Q000737:chemistry; D010126:Ozone / Q000737:chemistry*; D010743:Phospholipids / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods*
chemical_list: D010743:Phospholipids; D010126:Ozone; D010100:Oxygen