title: Poppy alkaloid profiling by electrospray tandem mass spectrometry and electrospray FT-ICR mass spectrometry after [ring-13C6]-tyramine feeding.
abstract: Papaver alkaloids play a major role in medicine and pharmacy. In this study, [ring-(13)C(6)]-tyramine as a biogenetic precursor of these alkaloids was fed to Papaver somniferum seedlings. The alkaloid pattern was elucidated both by direct infusion high-resolution ESI-FT-ICR mass spectrometry and liquid chromatography/electrospray tandem mass spectrometry. Thus, based on this procedure, the structure of about 20 alkaloids displaying an incorporation of the labeled tyramine could be elucidated. These alkaloids belong to different classes, e.g. morphinan, benzylisoquinoline, protoberberine, benzo[c]phenanthridine, phthalide isoquinoline and protopine. The valuable information gained from the alkaloid profile demonstrates that the combination of these two spectrometric methods represents a powerful tool for evaluating biochemical pathways and facilitates the study of the flux of distant precursors into these natural products.
authors.affiliation: Department of Bioorganic Chemistry, Leibniz Institute of Plant Biochemistry, Weinberg 3, D-06120 Halle/S., Germany. jschmidt@ipb-halle.de
authors.forename: Jürgen
authors.initials: J
authors.lastname: Schmidt
authors.forename: Chotima
authors.initials: C
authors.lastname: Boettcher
authors.forename: Christine
authors.initials: C
authors.lastname: Kuhnt
authors.forename: Toni M
authors.initials: TM
authors.lastname: Kutchan
authors.forename: Meinhart H
authors.initials: MH
authors.lastname: Zenk
mesh_terms: D000470:Alkaloids / Q000032:analysis* / Q000737:chemistry*; D002247:Carbon Isotopes; D002853:Chromatography, Liquid; D010207:Papaver / Q000737:chemistry*; D010936:Plant Extracts / Q000032:analysis / Q000737:chemistry; D036226:Seedlings / Q000737:chemistry; D021241:Spectrometry, Mass, Electrospray Ionization; D053719:Tandem Mass Spectrometry; D014439:Tyramine / Q000378:metabolism*
chemical_list: D000470:Alkaloids; D002247:Carbon Isotopes; D010936:Plant Extracts; D014439:Tyramine