Dissociation of deprotonated microcystin variants by collision-induced dissociation following electrospray ionization
Doerr, Felipe Augusto
Oliveira-Silva, Diogo [UNIFESP]
Lopes, Norberto Peporine
Volmer, Dietrich A.
Is part ofRapid Communications in Mass Spectrometry
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Microcystins (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.
CitationRapid Communications in Mass Spectrometry. Malden: Wiley-Blackwell, v. 25, n. 14, p. 1981-1992, 2011.
SponsorshipFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)
Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)
Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)
Fundacion Pedro Barric de la Maza (Spain)
Alfried Krupp von Bohlen und Halbach-Stiftung (Germany)
Medical Research Council (UK)
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