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

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388971%3A_____%2F16%3A00464600" target="_blank" >RIV/61388971:_____/16:00464600 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/60077344:_____/16:00459756 RIV/60076658:12310/16:43891007

Výsledek na webu

<a href="http://dx.doi.org/10.1016/j.chroma.2016.02.013" target="_blank" >http://dx.doi.org/10.1016/j.chroma.2016.02.013</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.chroma.2016.02.013" target="_blank" >10.1016/j.chroma.2016.02.013</a>

Jazyk výsledku

angličtina

Název v původním jazyce

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

Popis výsledku v původním jazyce

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.

Název v anglickém jazyce

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

Popis výsledku anglicky

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.

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

EE - Mikrobiologie, virologie

OECD FORD obor

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Projekt

Výsledek vznikl pri realizaci vícero projektů. Více informací v záložce Projekty.

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2016

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Journal of Chromatography A

ISSN

0021-9673

e-ISSN

—

Svazek periodika

1438

Číslo periodika v rámci svazku

MARCH 18

Stát vydavatele periodika

NL - Nizozemsko

Počet stran výsledku

8

Strana od-do

76-83

Kód UT WoS článku

000371941500009

EID výsledku v databázi Scopus

2-s2.0-84988490346