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A liquid chromatography-mass spectrometric method for the detection of cyclic beta-amino fatty acid lipopeptides
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SYSNO ASEP 0464600 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title A liquid chromatography-mass spectrometric method for the detection of cyclic beta-amino fatty acid lipopeptides Author(s) Urajová, Petra (MBU-M)
Hájek, Jan (MBU-M) ORCID
Wahlsten, M. (FI)
Jokela, J. (FI)
Galica, Tomáš (MBU-M) RID
Fewer, D.P. (FI)
Kust, Andreja (MBU-M) ORCID
Zapomělová-Kozlíková, E. (CZ)
Delawská, Kateřina (MBU-M) ORCID
Sivonen, K. (FI)
Kopecký, Jiří (MBU-M) ORCID
Hrouzek, Pavel (MBU-M) ORCIDSource Title Journal of Chromatography A. - : Elsevier - ISSN 0021-9673
Roč. 1438, MARCH 18 (2016), s. 76-83Number of pages 8 s. Language eng - English Country NL - Netherlands Keywords Lipopeptides ; Bacteria ; Cyanobacteria Subject RIV EE - Microbiology, Virology R&D Projects LO1416 GA MŠMT - Ministry of Education, Youth and Sports (MEYS) GA14-18067S GA ČR - Czech Science Foundation (CSF) GA16-09381S GA ČR - Czech Science Foundation (CSF) Institutional support MBU-M - RVO:61388971 UT WOS 000371941500009 EID SCOPUS 84988490346 DOI 10.1016/j.chroma.2016.02.013 Annotation 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. Workplace Institute of Microbiology Contact Eliška Spurná, eliska.spurna@biomed.cas.cz, Tel.: 241 062 231 Year of Publishing 2017
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