Mass spectrometry of stanozolol and its analogues using electrospray ionization and collision‐induced dissociation with quadrupole‐linear ion trap and linear ion trap‐orbitrap hybrid mass analyzers
Identifieur interne : 001616 ( Main/Exploration ); précédent : 001615; suivant : 001617Mass spectrometry of stanozolol and its analogues using electrospray ionization and collision‐induced dissociation with quadrupole‐linear ion trap and linear ion trap‐orbitrap hybrid mass analyzers
Auteurs : Mario Thevis [Allemagne] ; Alexander A. Makarov [Allemagne] ; Stevan Horning [Allemagne] ; Wilhelm Sch Nzer [Allemagne]Source :
- Rapid Communications in Mass Spectrometry [ 0951-4198 ] ; 2005-11-30.
English descriptors
- Teeft :
- Accurate mass measurement, Analogue, Analyzer, Axial oscillations, Biosystems qtrap, Chromatogr, Commun, Copyright, Deuterium, Deuterium atom, Deuterium atoms, Dissociation pathway, Double bond, Electrospray ionization, Elemental composition, Fragment, Fragment ions, Fragmentation pathways, Hydroxyl function, Ion, John wiley sons, Mass spectom, Mass spectra, Mass spectrom, Mass spectrometer, Mass spectrometry, Mass spectrum, Orbitrap, Pathway, Precursor, Present study, Protonated, Protonated precursor, Protonation, Rapid commun, Relative abundance, Relative abundances, Spectrom, Spectrometer, Spectrometry, Stanozolol, Steroid, Structural analogues, Thevis, Trap instrument.
Abstract
Mass spectrometric identification and characterization of growth‐promoting anabolic‐androgenic steroids in biological matrices has been a major task for doping control as well as food safety laboratories. The fragmentation behavior of stanozolol, its metabolites 17‐epistanozolol, 3′‐OH‐stanozolol, 4α‐OH‐stanozolol, 4β‐OH‐stanozolol, 17‐epi‐16α‐OH‐stanozolol, 16α‐OH‐stanozolol, 16β‐OH‐stanozolol, as well as the synthetic analogues 4‐dehydrostanozolol, 17‐ketostanozolol, and N‐methyl‐3′‐OH‐stanozolol, was investigated after positive electrospray ionization and subsequent collision‐induced dissociation utilizing a quadrupole‐linear ion trap and a novel linear ion trap‐orbitrap hybrid mass spectrometer. Stable isotope labeling, H/D‐exchange experiments, MS3 analyses and high‐resolution/high mass accuracy measurements of fragment ions were employed to allow proposals for charge‐driven as well as charge‐remote fragmentation pathways generating characteristic product ions of stanozolol at m/z 81, 91, 95, 105, 119, 135 and 297 and 4‐hydroxylated stanozolol at m/z 145. Fragment ions were generated by dissociation of the steroidal A‐ and B‐ring retaining the introduced charge within the pyrazole function of stanozolol and by elimination of A‐ and B‐ring fractions including the pyrazole residue. In addition, a charge‐remote fragmentation causing the neutral loss of methanol was observed, which was suggested to be composed by the methyl residue at C‐18 and the hydroxyl function located at C‐17. Copyright © 2005 John Wiley & Sons, Ltd.
Url:
DOI: 10.1002/rcm.2204
Affiliations:
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The fragmentation behavior of stanozolol, its metabolites 17‐epistanozolol, 3′‐OH‐stanozolol, 4α‐OH‐stanozolol, 4β‐OH‐stanozolol, 17‐epi‐16α‐OH‐stanozolol, 16α‐OH‐stanozolol, 16β‐OH‐stanozolol, as well as the synthetic analogues 4‐dehydrostanozolol, 17‐ketostanozolol, and N‐methyl‐3′‐OH‐stanozolol, was investigated after positive electrospray ionization and subsequent collision‐induced dissociation utilizing a quadrupole‐linear ion trap and a novel linear ion trap‐orbitrap hybrid mass spectrometer. Stable isotope labeling, H/D‐exchange experiments, MS3 analyses and high‐resolution/high mass accuracy measurements of fragment ions were employed to allow proposals for charge‐driven as well as charge‐remote fragmentation pathways generating characteristic product ions of stanozolol at m/z 81, 91, 95, 105, 119, 135 and 297 and 4‐hydroxylated stanozolol at m/z 145. Fragment ions were generated by dissociation of the steroidal A‐ and B‐ring retaining the introduced charge within the pyrazole function of stanozolol and by elimination of A‐ and B‐ring fractions including the pyrazole residue. In addition, a charge‐remote fragmentation causing the neutral loss of methanol was observed, which was suggested to be composed by the methyl residue at C‐18 and the hydroxyl function located at C‐17. Copyright © 2005 John Wiley & Sons, Ltd.</div></front></TEI><affiliations><list><country><li>Allemagne</li></country><region><li>Brême (Land)</li><li>District de Cologne</li><li>Rhénanie-du-Nord-Westphalie</li></region><settlement><li>Brême</li><li>Cologne</li></settlement></list><tree><country name="Allemagne"><region name="Rhénanie-du-Nord-Westphalie"><name sortKey="Thevis, Mario" sort="Thevis, Mario" uniqKey="Thevis M" first="Mario" last="Thevis">Mario Thevis</name></region><name sortKey="Horning, Stevan" sort="Horning, Stevan" uniqKey="Horning S" first="Stevan" last="Horning">Stevan Horning</name><name sortKey="Makarov, Alexander A" sort="Makarov, Alexander A" uniqKey="Makarov A" first="Alexander A." last="Makarov">Alexander A. Makarov</name><name sortKey="Sch Nzer, Wilhelm" sort="Sch Nzer, Wilhelm" uniqKey="Sch Nzer W" first="Wilhelm" last="Sch Nzer">Wilhelm Sch Nzer</name><name sortKey="Thevis, Mario" sort="Thevis, Mario" uniqKey="Thevis M" first="Mario" last="Thevis">Mario Thevis</name><name sortKey="Thevis, Mario" sort="Thevis, Mario" uniqKey="Thevis M" first="Mario" last="Thevis">Mario Thevis</name></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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