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dc.contributorWichita State University. Department of Chemistryen_US
dc.contributor.authorTalaty, Erach R.en_US
dc.contributor.authorCooper, Travis J.en_US
dc.contributor.authorOsburn, Sandra M.en_US
dc.contributor.authorVan Stipdonk, Michael J.en_US
dc.identifier.citationRapid communications in mass spectrometry : RCM. 2006; 20(22): 3443-55.en_US
dc.descriptionClick on the DOI link below to access the article (may not be free).en_US
dc.description.abstractThe influence of the presence and position of a single beta-alanine, gamma-aminobutyric acid, epsilon-aminocaproic acid or 4-aminomethylbenzoic acid residue on the tendency to form b(n)+ -and y(n)+ -type product ions was determined using a group of protonated tetrapeptides with general sequence XAAG, AXAG and AAXG (where X refers to the position of amino acid substitution). The hypothesis tested was that the 'alternative' amino acids would influence product ion signal intensities by inhibiting or suppressing either the nucleophilic attack or key proton transfer steps by forcing the adoption of large cyclic intermediates or blocking cyclization altogether. We found that specific b ions are diminished or eliminated completely when betaA, gammaAbu, Cap or 4AMBz residues are positioned such that they should interfere with the intramolecular nucleophilic attack step. In addition, differences in the relative proton affinities of the alternative amino acids influence the competition between complementary b(n) and y(n) ions. For both the AXAG and the XAAG series of peptides, collision-induced dissociation (CID) generated prominent b ions despite potential inhibition or suppression of intramolecular proton migration by the betaA, gammaAbu, Cap or 4AMBz residues. The prominent appearance of b ions from the AXAG and XAAG peptide is noteworthy, and suggests either that proton migration occurs through larger, 'whole' peptide cyclic intermediates or that fragmentation proceeds through a population of [M+H]+ isomers that are initially protonated at amide O atoms.en_US
dc.publisherJohn Wiley and Sonsen_US
dc.relation.ispartofseriesRapid communications in mass spectrometry : RCMen_US
dc.relation.ispartofseriesRapid Commun. Mass Spectrom.en_US
dc.subjectResearch Support, Non-U.S. Gov'ten_US
dc.subjectResearch Support, U.S. Gov't, Non-P.H.S.en_US
dc.subject.mesh4-Aminobenzoic Acid/analogs & derivativesen_US
dc.subject.mesh6-Aminocaproic Acid/chemistryen_US
dc.subject.meshSpectrometry, Mass, Electrospray Ionizationen_US
dc.subject.meshgamma-Aminobutyric Acid/chemistryen_US
dc.subject.mesh4-Aminobenzoic Acid/chemistryen_US
dc.titleCollision-induced dissociation of protonated tetrapeptides containing beta-alanine, gamma-aminobutyric acid, epsilon-aminocaproic acid or 4-aminomethylbenzoic acid residuesen_US
dc.description.versionpeer revieweden_US
dc.rights.holderCopyright © 2006 John Wiley & Sons, Ltd.en_US

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