Deamidation reactions of protonated asparagine and glutamine investigated by ion spectroscopy

Rapid Communications in Mass Spectrometry : RCM
Lisanne J M KempkesJos Oomens

Abstract

Deamidation of Asn and Gln residues is a primary route for spontaneous post-translational protein modification. Several structures have been proposed for the deamidation products of the protonated amino acids. Here we verify these structures by ion spectroscopy, as well as the structures of parallel and sequential fragmentation products. Infrared ion spectroscopy using the free electron laser FELIX has been applied to the reaction products from deamidation of protonated glutamine and asparagine in a tandem mass spectrometer. IR spectra were recorded over the 800-1900 cm(-1) spectral range by infrared multiple-photon dissociation (IRMPD) spectroscopy. Molecular structures of the fragment ions are derived from comparison of the experimental spectra with spectra predicted for different candidate structures by density functional theory (DFT) calculations. [AsnH(+) -NH3](+) is found to possess a 3-aminosuccinic anhydride structure protonated on the amino group. The dissociation reaction involving loss of H2O and CO forms a linear immonium ion. For [GlnH(+)-NH3](+), the N-terminal nitrogen acts as the nucleophile leading to an oxo-proline product ion structure. For [GlnH(+)-NH3](+), a sequential loss of [CO + H2O] is found, leading t...Continue Reading

References

Feb 7, 2001·Proceedings of the National Academy of Sciences of the United States of America·N E Robinson, A B Robinson
Feb 17, 2001·Journal of Mass Spectrometry : JMS·V H WysockiL A Breci
Feb 8, 2003·Science·Knut R AsmisLudger Wöste
Feb 11, 2003·Journal of Mass Spectrometry : JMS·Alex G Harrison
Sep 25, 2004·Mass Spectrometry Reviews·Béla Paizs, Sándor Suhai
Sep 29, 2006·Journal of the American Society for Mass Spectrometry·Pedatsur NetaStephen E Stein
Jul 20, 2007·Physical Chemistry Chemical Physics : PCCP·Nick C Polfer, Jos Oomens
Feb 26, 2008·Journal of the American Chemical Society·Catarina F CorreiaGilles Ohanessian
Jul 11, 2008·Journal of the American Chemical Society·A L Heaton, P B Armentrout
Oct 11, 2008·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Ronghu Wu, Terry B McMahon
Feb 10, 2009·Journal of the American Society for Mass Spectrometry·Amy L Heaton, Peter B Armentrout
Mar 10, 2009·Journal of the American Chemical Society·Jos OomensBritta Redlich
Jul 30, 2009·The Journal of Physical Chemistry. a·Miriam K DrayssMathias Schäfer
Jun 16, 2010·Journal of the American Society for Mass Spectrometry·Robert Boyd, Arpád Somogyi
Jun 28, 2012·Journal of the American Chemical Society·Emily B DunkelbergerMartin T Zanni
Sep 26, 2012·Physical Review Letters·M AblikimUNKNOWN BESIII Collaboration
Dec 12, 2012·Physical Review Letters·M AblikimUNKNOWN BESIII Collaboration
Jun 1, 2013·Journal of the American Society for Mass Spectrometry·Josipa Grzetic, Jos Oomens

❮ Previous
Next ❯

Citations

Jun 21, 2016·The Journal of Physical Chemistry. B·Georgia C BolesP B Armentrout
Sep 15, 2016·Journal of the American Society for Mass Spectrometry·Lisanne J M KempkesJos Oomens
Feb 6, 2017·Rapid Communications in Mass Spectrometry : RCM·Xinshu GuanXinhua Guo
Jun 18, 2021·The Journal of Physical Chemistry. a·Eric RenaultJohn K Gibson

❮ Previous
Next ❯

Related Concepts

Related Feeds

Castleman Disease

Castleman disease is a rare disorder that involves an overgrowth of cells in the lymph nodes. Unicentric Castleman disease affects one lymph node, usually in the chest or abdomen. Multicentric Castleman disease affects multiple lymph nodes, commonly located in the neck, collarbone, underarm and groin areas. Discover the latest research on Castleman disease here.