Precursor Ion Scan Mode-Based Strategy for Fast Screening of Polyether lonophores by Copper-Induced Gas-Phase Radical Fragmentation Reactions

Autor(es)

Crevelin, Eduardo J. ; Possato, Bruna ; Lopes, Joao L. C. ; Lopes, Norberto P. ; Crotti, Antonio E. M.

• Tipo de documento: Artigo Científico
• Fonte: Analytical Chemistry; v. 89, n. 7, p. 3929-3936, APR 4 2017.
• Citações Web of Science: 3

Resumo

The potential of copper(II) to induce gas-phase fragmentation reactions in macrotetrolides, a class of polyether ionophores produced by Streptomyces species, was investigated by accurate-mass electrospray tandem mass spectrometry (ESI-MS/MS). Copper(II)/copper(I) transition directly induced production of diagnostic acylium ions with m/z 199, 185, 181, and 167 from alpha-cleavages of {[}macrotetrolides + Cu](2+). A UPLC-ESI-MS/MS methodology based on the precursor ion scan of these acylium ions was developed and successfully used to identify isodinactin (1), trinactin (2), and tetranactin (3) in a crude extract of Streptomyces sp. AMC 23 in the precursor ion scan mode. In addition, copper(II) was also used to induce radical fragmentation reactions in the carboxylic acid polyether ionophore nigericin. The resulting product ions with m/z-755 and 585 helped to identify nigericin in a crude extract of Streptomyces sp. Eucal-26 by means of precursor ion scan experiments,, demonstrating that copper-induced fragmentation reactions Can potentially identify different classes of polyether ionophores rapidly and selectively. (AU)

• Processo FAPESP: 14/50265-3 - Metabolismo e distribuição de xenobióticos naturais e sintéticos: da compreensão dos processos reacionais à geração de imagens teciduais
• Beneficiário: Norberto Peporine Lopes
• Modalidade de apoio: Auxílio à Pesquisa - Programa BIOTA - Temático
• Processo FAPESP: 13/20094-0 - Avaliação da atividade antiparasitária e inseticida de compostos benzofurânicos e estudo de suas reações de fragmentação em fase gasosa empregando espectrometria de massas sequencial
• Beneficiário: Antônio Eduardo Miller Crotti
• Modalidade de apoio: Auxílio à Pesquisa - Regular