Dissociation of deprotonated microcystin variants by collision-induced dissociation following electrospray ionization

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dc.contributor.authorDoerr, Felipe Augusto
dc.contributor.authorOliveira-Silva, Diogo [UNIFESP]
dc.contributor.authorLopes, Norberto Peporine
dc.contributor.authorIglesias, Jacobo
dc.contributor.authorVolmer, Dietrich A.
dc.contributor.authorPinto, Ernani
dc.contributor.institutionUniv Saarland
dc.contributor.institutionUniversidade de São Paulo (USP)
dc.contributor.institutionUniversidade Federal de São Paulo (UNIFESP)
dc.date.accessioned2016-01-24T14:17:01Z
dc.date.available2016-01-24T14:17:01Z
dc.date.issued2011-07-30
dc.description.abstractMicrocystins (MC) are a family of hepatotoxic cyclic heptapeptides produced by a number of different cyanobacterial species. Considering the recent advances in the characterization of deprotonated peptides by mass spectrometry, the fragmentation behavior of four structurally related microcystin compounds was investigated using collision-induced dissociation (CID) experiments on an orbitrap mass spectrometer. It is demonstrated in this study that significant structural information can be obtained from the CID spectra of deprotonated microcystins. A predominant ring-opening reaction at the isoMeAsp residue, as well as two major complementary fragmentation pathways, was observed, reducing the complexity of the product ion spectra in comparison with spectra observed from protonated species. This proposed fragmentation behavior was applied to characterize [Leu(1)]MC-LR from a cyanobacterial cell extract. in conclusion, CID spectra of microcystins in the negative ion mode provide rich structurally informative mass spectra which greatly enhance confidence in structural assignments, in particular when combined with complementary positive ion CID spectra. Copyright (C) 2011 John Wiley & Sons, Ltd.en
dc.description.affiliationUniv Saarland, Inst Bioanalyt Chem, D-66123 Saarbrucken, Germany
dc.description.affiliationUniv São Paulo, Fac Ciencias Farmaceut, Dept Anal Clin & Toxicol, São Paulo, Brazil
dc.description.affiliationUniversidade Federal de São Paulo, Inst Ciencias Ambientais Quim & Farmaceut, Diadema, SP, Brazil
dc.description.affiliationUniv São Paulo, Dept Fis & Quim, Fac Ciencias Farmaceut Ribeirao Preto, BR-14049 Ribeirao Preto, SP, Brazil
dc.description.affiliationUnifespUniversidade Federal de São Paulo, Inst Ciencias Ambientais Quim & Farmaceut, Diadema, SP, Brazil
dc.description.sourceWeb of Science
dc.description.sponsorshipFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)
dc.description.sponsorshipCoordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)
dc.description.sponsorshipConselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)
dc.description.sponsorshipFundacion Pedro Barric de la Maza (Spain)
dc.description.sponsorshipAlfried Krupp von Bohlen und Halbach-Stiftung (Germany)
dc.description.sponsorshipMedical Research Council (UK)
dc.format.extent1981-1992
dc.identifierhttp://dx.doi.org/10.1002/rcm.5083
dc.identifier.citationRapid Communications in Mass Spectrometry. Malden: Wiley-Blackwell, v. 25, n. 14, p. 1981-1992, 2011.
dc.identifier.doi10.1002/rcm.5083
dc.identifier.issn0951-4198
dc.identifier.urihttp://repositorio.unifesp.br/handle/11600/33893
dc.identifier.wosWOS:000292551600009
dc.language.isoeng
dc.publisherWiley-Blackwell
dc.relation.ispartofRapid Communications in Mass Spectrometry
dc.rightsinfo:eu-repo/semantics/restrictedAccess
dc.rights.licensehttp://olabout.wiley.com/WileyCDA/Section/id-406071.html
dc.titleDissociation of deprotonated microcystin variants by collision-induced dissociation following electrospray ionizationen
dc.typeinfo:eu-repo/semantics/article
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