title: Negative ion electrospray mass spectrometry of aminomethylphosphonic acid and glyphosate: elucidation of fragmentation mechanisms by multistage mass spectrometry incorporating in-source deuterium labelling.
abstract: Glyphosate and its main metabolite, aminomethylphosphonic acid, introduced by direct infusion in (2)H(2)O, appear in negative ion electrospray mass spectrometry (ES-MS) as triply deuteriated [M[bond]H](-) ions. Sites of deuterium residence and loss were established using the multistage (MS(n)) capabilities of an ion trap mass spectrometer to assist in the determination of fragmentation mechanisms. The study reveals specific mechanisms, common to each analyte, such as those involving a five-membered transition state between the amine and phosphonate group, as well as analyte specific transitions.
authors.affiliation: Chemistry Department, University of York, Heslington, York YO10 5DD, UK.
authors.forename: Lee
authors.initials: L
authors.lastname: Goodwin
authors.forename: James R
authors.initials: JR
authors.lastname: Startin
authors.forename: David M
authors.initials: DM
authors.lastname: Goodall
authors.forename: Brendan J
authors.initials: BJ
authors.lastname: Keely
mesh_terms: D000838:Anions; D003903:Deuterium / Q000737:chemistry*; D008401:Gas Chromatography-Mass Spectrometry / Q000379:methods*; D005998:Glycine / Q000031:analogs & derivatives* / Q000032:analysis* / Q000737:chemistry*; D007555:Isoxazoles; D063065:Organophosphonates / Q000032:analysis* / Q000737:chemistry*; D044367:Phase Transition; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods*; D013194:Staining and Labeling / Q000379:methods*; D013777:Tetrazoles; D000097797:Glyphosate
chemical_list: D000838:Anions; D003903:Deuterium; D005998:Glycine; D007555:Isoxazoles; D063065:Organophosphonates; D013777:Tetrazoles; D000097797:Glyphosate; C418233:2-amino-3-(3-hydrox-5(2-methyl-2H-tetrazol-5-yl)isoxazol-4-yl)propionic acid