The influence of structural features on facile McLafferty-type, even-electron rearrangements in tandem mass spectra of carboxylate anions

Rapid Communications in Mass Spectrometry : RCM
J Stuart GrossertRobert L White

Abstract

In contrast to the well-described McLafferty rearrangement in odd-electron cations, relatively little has been reported on comparable rearrangements in even-electron ions, especially negative ions. This work reports a systematic study using tandem mass spectrometry (MS/MS) fragment ion spectra of carboxylate anions having a suitably acidic proton in the gamma position. The rearrangement process was studied in both ion trap and triple quadrupole mass spectrometers; characteristic enolate anions and stable neutral products were formed at low collision energies. The process has diagnostic and analytical potential in, for example, the analysis of peptides having C-terminal serine residues and of 3-hydroxy- or 3-aminocarboxylic acids in complex mixtures.

References

Feb 24, 2001·Mass Spectrometry Reviews·C Cheng, M L Gross
Feb 6, 2003·Rapid Communications in Mass Spectrometry : RCM·V AnbalaganM J Van Stipdonk
Feb 28, 2003·Organic Letters·Peter A Jacobi, Yongkai Li
May 29, 2003·Rapid Communications in Mass Spectrometry : RCM·Katerina KlagkouG John Langley
Jun 24, 2003·Mass Spectrometry Reviews·William J Griffiths
Jul 30, 2004·Rapid Communications in Mass Spectrometry : RCM·Morten K MoeMagda Claeys
Feb 1, 1996·Journal of the American Society for Mass Spectrometry·P WheelanR C Murphy

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Citations

Nov 1, 2006·Journal of the American Society for Mass Spectrometry·Charles E Hudson, David J McAdoo
Mar 5, 2011·Journal of Agricultural and Food Chemistry·Stefan AsamMichael Rychlik
Feb 3, 2007·Journal of Clinical Microbiology·In Ho ParkMoon H Nahm
Jan 11, 2014·Journal of the American Society for Mass Spectrometry·Elizabeth A L GillisRobert L White
Dec 1, 2006·Journal of Mass Spectrometry : JMS
Feb 19, 2009·Rapid Communications in Mass Spectrometry : RCM·Anja BaumgaertelUlrich S Schubert
Mar 4, 2010·Journal of Mass Spectrometry : JMS·Zhi-Jun WuGuo-Lin Zhang
Sep 26, 2015·Rapid Communications in Mass Spectrometry : RCM·Justin PauloseRagampeta Srinivas
Feb 27, 2010·Bioresource Technology·Silvia Noelí LópezMaysa Furlan
Jan 25, 2017·Analytical and Bioanalytical Chemistry·Jannick KappelmannStephan Noack
Nov 22, 2012·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Jules Lobe SongueRobert L White
Aug 2, 2016·Rapid Communications in Mass Spectrometry : RCM·Luc M LeBlancRobert L White
Sep 1, 2017·Analytical Chemistry·Martin Thomas GauggRenato Zenobi

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