Poppy alkaloid profiling by electrospray tandem mass spectrometry and electrospray FT-ICR mass spectrometry after [ring-13C6]-tyramine feeding

  • Jürgen Schmidt
  • , Chotima Boettcher
  • , Christine Kuhnt
  • , Toni M. Kutchan
  • , Meinhart H. Zenk

Research output: Contribution to journalArticlepeer-review

74 Scopus citations

Abstract

Papaver alkaloids play a major role in medicine and pharmacy. In this study, [ring-13C6]-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.

Original languageEnglish
Pages (from-to)189-202
Number of pages14
JournalPhytochemistry
Volume68
Issue number2
DOIs
StatePublished - Jan 2007

Keywords

  • C-Labelling
  • Electrospray
  • FT-ICR mass spectrometry
  • MS/MS
  • Papaver somniferum
  • Poppy alkaloids

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