Elucidation of the Mass Fragmentation Pathways of Tomatidine and β1-Hydroxytomatine using Orbitrap Mass Spectrometry

Tomatoes, members of the Solanaceae plant family, produce biologically active secondary metabolites, including glycoalkaloids, which may have both adverse and beneficial biological effects. Using the linear ion trap (LIT) mass spectrometry, multi-stage collision induced dissociation (CID) experiments (MSn) were performed to elucidate characteristic fragmentation pathways of the glycoalkaloid, tomatidine and of β1-hydroxytomatine. High resolution with high accuracy mass analysis using an Orbitrap fourier transform MS with higher-energy collisional induced dissociation (HCD) was used to produce mass spectra data across a wide spectral range for confirmation of proposed ion structures and formulae.

Download Full-text

Structural analysis of O-glycopeptides employing negative- and positive-ion multi-stage mass spectra obtained by collision-induced and electron-capture dissociations in linear ion trap time-of-flight mass spectrometry

Rapid Communications in Mass Spectrometry ◽

10.1002/rcm.2885 ◽

2007 ◽

Vol 21 (5) ◽

pp. 691-698 ◽

Cited By ~ 30

Author(s):

Kisaburo Deguchi ◽

Hiroki Ito ◽

Takashi Baba ◽

Atsumu Hirabayashi ◽

Hiroaki Nakagawa ◽

...

Keyword(s):

Mass Spectrometry ◽

Structural Analysis ◽

Electron Capture ◽

Mass Spectra ◽

Ion Trap ◽

Time Of Flight ◽

Linear Ion Trap ◽

Flight Mass Spectrometry ◽

Multi Stage ◽

Positive Ion

Download Full-text

The fragmentation pathways of azaspiracids elucidated using positive nanospray hybrid quadrupole time-of-flight (QqTOF) mass spectrometry

Spectroscopy An International Journal ◽

10.1155/2004/949018 ◽

2004 ◽

Vol 18 (2) ◽

pp. 355-362 ◽

Cited By ~ 10

Author(s):

Brett Hamilton ◽

Mónica Díaz Sierra ◽

Mary Lehane ◽

Ambrose Furey ◽

Kevin J. James

Keyword(s):

Mass Spectrometry ◽

Mass Spectra ◽

Ion Trap ◽

Time Of Flight ◽

Ion Trap Mass Spectrometry ◽

Water Molecules ◽

Fragmentation Pathways ◽

Charge Remote Fragmentation ◽

Product Ions ◽

Positive Mode

The azaspiracids, AZA1, AZA2 and AZA3, are the predominant shellfish toxins responsible for the human toxic syndrome, azaspiracid poisoning. Collision induced dissociation (CID) mass spectra were generated for azaspiracids using nano-electrospray ionisation (ESI) with a hybrid quadrupole time-of-flight (QqTOF) mass spectrometer in positive mode. Six main backbone fragmentations of the polyether skeleton of azaspiracids were observed as well as multiple neutral losses of water molecules from the parent and product ions. The characteristic charge-remote fragmentation of the carbon skeleton of azaspiracids produced nitrogenous ions. The three azaspiracids differ from one another by 14 Da due to methylation in the A- and E-rings. Three fragmentation pathways, involving cleavage of the E-ring, C27–C28 and G-ring, gave ions that were common to all azaspiracids. Another three fragmentations involving the A-ring, C-ring and C19–C20, were useful for distinguishing between azaspiracid analogues. Multiple tandem ion‒trap mass spectrometry (MSn) was used to confirm the fragmentation pathways.

Download Full-text

Identification of Glycoside Compounds from Tobacco by High Performance Liquid Chromatography/Electrospray Ionization Linear Ion-Trap Tandem Mass Spectrometry Coupled with Electrospray Ionization Orbitrap Mass Spectrometry

Journal of the Brazilian Chemical Society ◽

10.21577/0103-5053.20160211 ◽

2016 ◽

Cited By ~ 2

Author(s):

Chunxiao Jia ◽

Yonghua Zhu ◽

Jinjie Zhang ◽

Jing Yang ◽

Chunping Xu ◽

...

Keyword(s):

Mass Spectrometry ◽

High Performance Liquid Chromatography ◽

Liquid Chromatography ◽

Tandem Mass Spectrometry ◽

Electrospray Ionization ◽

High Performance ◽

Ion Trap ◽

Linear Ion Trap ◽

Tandem Mass ◽

Orbitrap Mass Spectrometry

Download Full-text

Ultrahigh-performance liquid chromatography/electrospray ionization linear ion trap Orbitrap mass spectrometry of antioxidants (amines and phenols) applied in lubricant engineering

Rapid Communications in Mass Spectrometry ◽

10.1002/rcm.6756 ◽

2013 ◽

Vol 28 (1) ◽

pp. 63-76 ◽

Cited By ~ 16

Author(s):

Alexander Kassler ◽

Ernst Pittenauer ◽

Nicole Doerr ◽

Guenter Allmaier

Keyword(s):

Mass Spectrometry ◽

Liquid Chromatography ◽

Electrospray Ionization ◽

Ion Trap ◽

Linear Ion Trap ◽

Orbitrap Mass Spectrometry ◽

Ultrahigh Performance Liquid Chromatography

Download Full-text

Differentiation of the Isomeric o-(m- and p-) Nitro-(Chloro- and Bromo-)Benzyl-2,4-(and 2,1-) Disubstituted 2-Thiocytosinium Halides by Electron Impact Ionisation and Fast Atom Bombardment Mass Spectrometry

European Journal of Mass Spectrometry ◽

10.1255/ejms.996 ◽

2009 ◽

Vol 15 (4) ◽

pp. 497-506 ◽

Cited By ~ 2

Author(s):

Tomasz Pospieszny ◽

Elżbieta Wyrzykiewicz

Keyword(s):

Mass Spectrometry ◽

Mass Spectra ◽

Fast Atom Bombardment ◽

Collision Induced Dissociation ◽

Mass Measurements ◽

Fragmentation Pathways ◽

Mass Spectral ◽

Fragment Ions ◽

Accurate Mass Measurements ◽

Impact Ionisation

Electron ionisation (EI) and fast atom bombardment (FAB) mass spectral fragmentations of nine 2,4-(and 2,1-) disubstituted o-( m- and p-)nitro-(chloro- and bromo-)-2-thiocytosinium halides are investigated. Fragmentation pathways, whose elucidation is assisted by accurate mass measurements and metastable transitions [EI-mass spectrometry (MS)], as well as FAB/collision-induced dissociation (CID) mass spectra measurements are discussed. The correlations between the abundances of the (C11H10N4SO2)+1–3; (C11H10N3SCl)+4–6 and (C11H10N3SBr)+7–9 ions and the selected fragment ions (EI-MS), as well as (C18H16N5SO4)+1–3; (C18H16N3SCl2)+4–6 and (C18H16N3SBr2) + 7–9 ions and the selected ions (C7H6NO2)+1–3; (C7H6Cl)+ 4–6; (C7H6Br)+ 7–9 (FAB-MS) are discussed. The data obtained can be used for distinguishing isomers.

Download Full-text