Elucidation of the mass fragmentation pathways of potato glycoalkaloids and aglycons using Orbitrap mass spectrometry

Journal of Mass Spectrometry : JMS
Michael G CahillKevin J James

Abstract

The mass fragmentation of potato glycoalkaloids, α-solanine and α-chaconine, and the aglycons, demissidine and solasodine were studied using the Orbitrap Fourier transform (FT) mass spectrometer. Using the linear ion trap (LIT) mass spectrometry, multistage collisional-induced dissociation (CID) experiments (MS(n)) on the [M + H](+) precursor ions were performed to aid the elucidation of the mass fragmentation pathways. In addition, higher energy collisional-induced dissociation (HCD) mass spectra were generated for these toxins at a high resolution setting [100,000 FWHM (full width at half maximum)] using the Orbitrap. This hybrid mass spectrometry instrumentation was exploited to produce MS(3) spectra by selecting MS(2) product ions, generated using LIT MS, and fragmentation using HCD. The accurate mass data in the MS(3) spectra aided the confirmation of proposed product ion formulae. The precursor and product ions from glycoalkaloids lost up to four sugars from different regions during MS(n) experiments. Mass fragmentation of the six-ring aglycons were similar, generating major product ions that resulted from cleavages at the B-rings and E-rings.

References

Nov 21, 2001·Journal of Agricultural and Food Chemistry·D W Griffiths, M F Dale
Nov 9, 2006·Journal of Agricultural and Food Chemistry·Mendel Friedman
Aug 28, 2007·Nature Methods·Jesper V OlsenMatthias Mann
Jul 11, 2008·Food and Chemical Toxicology : an International Journal Published for the British Industrial Biological Research Association·Courtney L Pariera Dinkins, Robert K D Peterson
Dec 5, 2008·Journal of Agricultural and Food Chemistry·Nobuyuki KozukueMendel Friedman

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Citations

Mar 2, 2011·Analytical and Bioanalytical Chemistry·Michael G CahillKevin J James
Apr 23, 2013·Journal of the American Society for Mass Spectrometry·Elaine C CabralDemian R Ifa
Jul 19, 2012·Environmental Science & Technology·Raghad Al-SalhiElizabeth M Hill
Jan 27, 2016·Journal of Applied Microbiology·S S El-HawaryM E Rateb
Jun 24, 2015·Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences·Mohammad B HossainNigel P Brunton
Dec 17, 2014·Journal of the American Society for Mass Spectrometry·Alessandra TataDemian R Ifa
Jul 9, 2016·Rapid Communications in Mass Spectrometry : RCM·Hongzhi ZhaoZongwei Cai

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