title: The reactions of a series of terpenoids with H(3) O(+) , NO(+) and O 2+ studied using selected ion flow tube mass spectrometry.
abstract: The reactions of H(3) O(+) , NO(+) and O 2+ with twelve terpenoids and one terpene, all of which occur naturally in plants and which possess important smell and flavourant properties, were characterized using Selected Ion Flow Tube Mass Spectrometry (SIFT-MS). The H(3) O(+) reactions resulted primarily in the formation of the proton transfer product and occasionally in a water elimination product. The NO(+) reactions instead generated the charge transfer product or NO(+) adducts, and occasionally alkyl fragments, or resulted in hydride abstraction. Reaction with O 2+ caused a higher fragmentation of the terpenoids with the molecular ion being the minor product of most reactions. Identification and quantification of each compound in complex mixtures are probably possible in most cases using the H(3) O(+) and/or NO(+) precursors while O 2+ may be useful for isomer discrimination. Our data suggests that SIFT-MS may be a useful tool for the rapid analysis of these compounds in plants and derived foodstuffs.
authors.affiliation: Northern Ontario School of Medicine and Department of Biology, Lakehead University, Thunder Bay, Ontario, Canada.
authors.forename: Gianluca
authors.initials: G
authors.lastname: Amadei
authors.forename: Brian M
authors.initials: BM
authors.lastname: Ross
mesh_terms: D000081007:Cymenes; D013058:Mass Spectrometry / Q000295:instrumentation / Q000379:methods*; D039821:Monoterpenes / Q000737:chemistry; D009569:Nitric Oxide / Q000737:chemistry*; D009861:Onium Compounds / Q000737:chemistry*; D010100:Oxygen / Q000737:chemistry*; D013729:Terpenes / Q000737:chemistry*
chemical_list: D000081007:Cymenes; D039821:Monoterpenes; D009861:Onium Compounds; D013729:Terpenes; C504137:nitrosonium ion; C007210:4-cymene; D009569:Nitric Oxide; C027727:hydronium ion; D010100:Oxygen