Deviation from the mobile proton model in amino-modified peptides: implications for multiple reaction monitoring analysis of peptides

Rapid Communications in Mass Spectrometry : RCM
Steven J LockeDevanand M Pinto

Abstract

The study of peptide fragmentation is important to the understanding of chemical processes occurring in the gas phase and the more practical concern of peptide identification for proteomic analysis. Using the mobile proton model as a framework, we explore the effect of amino-group modifications on peptide fragmentation. Three aldehydes are used to transform the peptides' primary amino groups into either a dimethylamino or a heterocyclic structure (five- or six-membered). The observed fragmentation patterns deviate strongly from those observed for the analogous underivatised peptides. In particular, the a1 ion is the base peak in most tandem mass spectra of the derivatised peptides. The a1 ion intensity depends strongly on the N-terminal amino acid, with tyrosine and phenylalanine having the strongest enhancement. Despite the change in fragmentation patterns of the derivatised peptides, they still provide high-quality tandem mass spectra that, in many cases, are more amenable to database searching than the spectra of underivatised peptides. In addition, the reliable presence of the a1 ion facilitates rapid quantitative measurements using the multiple reaction monitoring approach.

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Citations

Aug 29, 2006·Journal of the American Society for Mass Spectrometry·Mahasilu AmunugamaGavin E Reid
Dec 1, 2010·Analytical Chemistry·Suzanne E KulevichLloyd M Smith
Jul 19, 2008·Journal of Proteome Research·Allison RussoHaiteng Deng
Mar 13, 2009·Briefings in Functional Genomics & Proteomics·Anastasia K Yocum, Arul M Chinnaiyan
Aug 6, 2014·Journal of the American Society for Mass Spectrometry·Adam J McShaneXudong Yao
Dec 1, 2006·Journal of Mass Spectrometry : JMS
Mar 10, 2010·Proteomics·J Patrick Murphy, Devanand M Pinto
Nov 10, 2010·Journal of Proteome Research·J Patrick Murphy, Devanand M Pinto
Mar 30, 2017·Journal of the American Society for Mass Spectrometry·Julie Cautereels, Frank Blockhuys

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