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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.authorPiland, Debra L.en_US
dc.contributor.authorBateman, David J.en_US
dc.contributor.authorSyed, Adeelen_US
dc.contributor.authorStevenson, William T.K.en_US
dc.contributor.authorVan Stipdonk, Michael J.en_US
dc.date.accessioned2012-02-06T17:15:20Z
dc.date.available2012-02-06T17:15:20Z
dc.date.issued2006-01-01en_US
dc.identifier16969769en_US
dc.identifier8802365en_US
dc.identifier.citationRapid communications in mass spectrometry : RCM. 2006; 20(20): 3007-17.en_US
dc.identifier.issn0951-4198en_US
dc.identifier.urihttp://dx.doi.org/10.1002/rcm.2694en_US
dc.identifier.urihttp://hdl.handle.net/10057/4227
dc.descriptionClick on the DOI link below to access the article (may not be free).en_US
dc.description.abstractExtensive isotope labeling (2H, 13C and 15N), collision-induced dissociation (CID) and multiple-stage tandem mass spectrometry were used to investigate the elimination of H2O from a series of model, metal-cationized tripeptide methyl esters. The present results corroborate our earlier suggestion that loss of water from lithiated peptides is initiated by a nucleophilic attack from the N-terminal side upon an amide carbonyl carbon atom to form a five-membered ring as an intermediate followed by 1,2-elimination of water. We show that the nucleophilic atom is the oxygen atom of the N-terminal amide group in the fragmentation of [AcGGGOMe+Li]+ as well as [GGGOMe+Li]+. However, the subsequent fragmentation is markedly different in the two cases as a result of the absence and presence of a free amino group. In particular, extensive scrambling of protons in the alpha-positions of GGGOMe is observed, presumably as a consequence of intervention of the basic amino group.en_US
dc.format.extent3007-17en_US
dc.language.isoengen_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.sourceNLMen_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.meshCationsen_US
dc.subject.meshComputer Simulationen_US
dc.subject.meshEsters/chemistryen_US
dc.subject.meshIsotope Labeling/methodsen_US
dc.subject.meshLithium/chemistryen_US
dc.subject.meshModels, Chemicalen_US
dc.subject.meshModels, Molecularen_US
dc.subject.meshPeptides/chemistryen_US
dc.subject.meshSpectrometry, Mass, Electrospray Ionizationen_US
dc.subject.meshWater/chemistryen_US
dc.titleA study of the elimination of water from lithium-cationized tripeptide methyl esters by means of tandem mass spectrometry and isotope labelingen_US
dc.typeArticleen_US
dc.coverage.spacialEnglanden_US
dc.description.versionpeer revieweden_US
dc.rights.holderCopyright © 2006 John Wiley & Sons, Ltd.en_US


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