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

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DOIResolve DOI: http://doi.org/10.1002/rcm.2512
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TypeArticle
Journal titleRapid Communications in Mass Spectrometry
Volume20
Issue10
Pages15251530; # of pages: 6
Subjectmethods and techniques; aldehydes; heterocyclic acids; dimethylamino; amino modified peptide
AbstractThe 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.
Publication date
PublisherWiley
Copyright noticeCopyright © 2006 John Wiley & Sons, Ltd.
LanguageEnglish
AffiliationNRC Institute for Marine Biosciences; National Research Council Canada; Aquatic and Crop Resource Development; Human Health Therapeutics; Measurement Science and Standards
Peer reviewedYes
IdentifierNRC-ACRD-55895
NRC number1559
NPARC number3538100
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Record identifier4eaa5828-4a8b-4fcb-800b-4fd5357501e1
Record created2009-03-01
Record modified2016-05-09
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