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dc.contributorWichita State University. Department of Chemistryen_US
dc.contributor.authorPerera, B. A.en_US
dc.contributor.authorGallardo, A. L.en_US
dc.contributor.authorBarr, J. M.en_US
dc.contributor.authorTekarli, S. M.en_US
dc.contributor.authorAnbalagan, Victoren_US
dc.contributor.authorTalaty, Erach R.en_US
dc.contributor.authorVan Stipdonk, Michael J.en_US
dc.identifier.citationJournal of mass spectrometry : JMS. 2002 Apr; 37(4): 401-13.en_US
dc.descriptionClick on the DOI link below to access the article (may not be free).en_US
dc.description.abstractIn a previous report we showed that certain binary Ag(+)-amino acid complexes formed adduct ions by the attachment of a single water and methanol molecule when stored in an ion trap mass spectrometer: complexes with aliphatic amino acids and with 4-fluorophenylalanine formed the adduct ions whereas complexes with phenylalanine and tryptophan did not. In this study we compared the tendency of the Ag(+) complexes derived from phenylalanine, 4-fluorophenylalanine, 4-hydroxyphenylalanine (tyrosine), 4-bromophenylalanine, 4-nitrophenylalanine and aminocyclohexanepropionic acid to form water adducts when stored, without further activation, in the ion trap for times ranging from 1 to 500 ms. Because the donation of pi electron density to the Ag(+) ion is a likely determining factor in complex reactivity, our aim in the present study was to determine qualitatively the influence of para-position substituents on the aromatic ring on the formation of the water adducts. Our results show that the reactivity of the complexes is influenced significantly by the presence of the various substituents. Decreases in [M + Ag](+) ion abundance, and increases in adduct ion abundance, both measured as a function of storage time, follow the trend -NO(2) > -Br > -F > -OH > -H. The complex of Ag(+) with 4-nitrophenylalanine was nearly as reactive towards water as the Ag(+) complex with aminocyclohexanepropionic acid, the last being an amino acid devoid of pi character in the ring system. Collision induced dissociation of the [M + Ag](+) species derived from the amino acids produces, among other products, Ag(+) complexes with a para-substituted phenylacetaldehyde: complexes that also form adduct species when stored in the ion trap. The trends in adduct ion formation exhibited by the aldehyde-Ag(+) complex ions were similar to those observed for the precursor complexes of Ag(+) and the amino acids, confirming the influence of the ring substituent.en_US
dc.publisherJohn Wiley and Sonsen_US
dc.relation.ispartofseriesJournal of mass spectrometry : JMSen_US
dc.relation.ispartofseriesJ Mass Spectromen_US
dc.subjectComparative Studyen_US
dc.subjectResearch Support, Non-U.S. Gov'ten_US
dc.subject.meshCations, Divalent/chemistryen_US
dc.subject.meshMolecular Conformationen_US
dc.subject.meshPhenylalanine/analogs & derivativesen_US
dc.subject.meshSpectrometry, Mass, Electrospray Ionizationen_US
dc.titleInfluence of a ring substituent on the tendency to form H(2)O adducts to Ag(+) complexes with phenylalanine analogues in an ion trap mass spectrometeren_US
dc.description.versionpeer revieweden_US
dc.rights.holderCopyright © 2002 John Wiley & Sons, Ltd.en_US

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