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Structural characterization of lipopeptides from Enterobacter sp. strain N18 reveals production of surfactin homologues
Author(s) -
You Jia,
Yang ShiZhong,
Mu BoZhong
Publication year - 2015
Publication title -
european journal of lipid science and technology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.614
H-Index - 94
eISSN - 1438-9312
pISSN - 1438-7697
DOI - 10.1002/ejlt.201400386
Subject(s) - lipopeptide , surfactin , chemistry , strain (injury) , fatty acid , peptide , amino acid , biochemistry , moiety , stereochemistry , bacteria , biology , bacillus subtilis , genetics , anatomy
Lipopeptides are amphiphilic biosurfactants which contain fatty acid chains and peptide chains. A novel lipopeptide producer was isolated from soil samples and identified as Enterobacter sp. by using 16S rRNA gene sequencing. The surface tension of the cell‐free broth decreased from 58.0 mN/m to 27.9 mN/m after the strain was incubated for 48 h at 37°C. The fatty acid part of the lipopeptide was elucidated by ESI‐MS and GC‐MS after methyl esterification, which showed that fatty acids were mixtures of n ‐C 12 , iso ‐C 13 , anteiso ‐C 13 , iso ‐C 14 , n ‐C 14 , iso ‐C 15 , anteiso ‐C 15 , iso ‐C 16, n ‐C 16 and iso ‐C 17 β ‐hydroxy fatty acids. The peptide sequence, of which the composition of amino acids was determined by GC‐MS with trimethylsilylation, was deduced to be N‐Glu‐Leu‐Leu‐Val‐Asp‐Leu‐Leu‐C by using Q‐TOF MS/MS. The fatty acid chain was bonded to the N‐terminal of the peptide moiety, and a cyclic ring was constituted by the hydroxyl group of the fatty acid chain and the C‐terminal. Practical applications The systematic characterization methods used in this article are helpful for structural analysis of those lipopeptide‐like compounds. The information of Enterobacter ‐produced surfactin helps us to enlarge the family of surfactin‐producers and expand the recognition of metabolites of Enterobacter spp. Cyclic lipopeptide produced by Enterobacter was characterized by a systematic method with the combination of ESI‐MS, GC‐MS and Q‐TOF MS/MS. This was the first time that Enteobacter sp. was reported as surfactin‐producer.