Počet záznamů: 1  

A liquid chromatography-mass spectrometric method for the detection of cyclic beta-amino fatty acid lipopeptides.

  1. 1.
    0459756 - BC-A 2017 RIV NL eng J - Článek v odborném periodiku
    Urajová, P. - Hájek, Jan - Wahlsten, M. - Jokela, J. - Galica, T. - Fewer, D.P. - Kust, Andreja - Zapomělová-Kozlíková, Eliška - Delawská, K. - Sivonen, K. - Kopecký, J. - Hrouzek, P.
    A liquid chromatography-mass spectrometric method for the detection of cyclic beta-amino fatty acid lipopeptides.
    Journal of Chromatography A. Roč. 1438, March (2016), s. 76-83. ISSN 0021-9673
    Grant CEP: GA ČR(CZ) GA14-18067S; GA ČR(CZ) GA16-09381S
    Institucionální podpora: RVO:60077344
    Klíčová slova: lipopeptides * bacteria * cyanobacteria * LC-HRMS * fatty acid * peptide
    Kód oboru RIV: EE - Mikrobiologie, virologie
    Impakt faktor: 3.981, rok: 2016

    Bacterial lipopeptides, which contain beta-amino fatty acids, are an abundant group of bacterial secondary metabolites exhibiting antifungal and/or cytotoxic properties. Here we have developed an LC-HRMS/MS method for the selective detection of beta-amino fatty acid containing cyclic lipopeptides. The method was optimized using the lipopeptides iturin A and puwainaphycin F, which contain fatty acids of similar length but differ in the amino acid composition of the peptide cycle. Fragmentation energies of 10-55 eV were used to obtain the amino acid composition of the peptide macrocycle. However, fragmentation energies of 90-130 eV were used to obtain an intense fragment specific for the beta-amino fatty acid (CnH2n+2N+). The method allowed the number of carbons and consequently the length of the beta-amino fatty acid to be estimated. We identified 21 puwainaphycin variants differing in fatty acid chain in the crude extract of cyanobacterium Cylindrospermum alatosporum using this method. Analogously 11 iturin A variants were detected. The retention time of the lipopeptide variants showed a near perfect linear dependence (R-2=0.9995) on the length of the fatty acid chain in linear separation gradient which simplified the detection of minor variants. We used the method to screen 240 cyanobacterial strains and identified lipopeptides from 8 strains. The HPLC-HRMS/MS method developed here provides a rapid and easy way to detecting novel variants of cyclic lipopeptides.
    Trvalý link: http://hdl.handle.net/11104/0259926