Structural Characterization of Lipopeptides from Brevibacillus brevis HOB1

Ji, Wang; Haddad, Namir I. A.; Yang, Shi‐Zhong; Mu, Bo‐Zhong

doi:10.1007/s12010-009-8536-9

Cited by 26 publications

(20 citation statements)

References 39 publications

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“…Bacillus species have strong antimicrobial properties and are known to produce a structurally diverse group of antimicrobial lipopeptides, including surfactin, iturin, and fengycin families (Wang et al, 2010b; Cai et al, 2013). …”

Section: Resultsmentioning

confidence: 99%

An Endophytic Bacterial Strain Isolated from Eucommia ulmoides Inhibits Southern Corn Leaf Blight

Ding

Chen

et al. 2017

Front. Microbiol.

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Bacillus subtilis DZSY21 isolated from the leaves of Eucommia ulmoides oliv. was labeled by antibiotic marker and found to effectively colonize the leaves of maize plant. Agar diffusion assays and biocontrol effect experiments showed that strain DZSY21 and its lipopeptides had antagonistic activity against Bipolaris maydis, as well as high biocontrol effects on southern corn leaf blight caused by B. maydis. Using MALDI-TOF-MS analysis, we detected the presence of antimicrobial surfactin A, surfactin B, and fengycin in the strain DZSY21. Signaling pathways mediated by DZSY21 were analyzed by testing the expression of key plant genes involved in regulation of salicylic acid (SA) or JA/ET pathways, the defense-related genes PR1 and LOX were concurrently expressed in the leaves of DZSY21-treated plants; this corresponded to slight increase in the expression level of PDF1.2 and decreases in ERF gene transcription levels. The results indicated an induced systemic response that is dependent on the SA and jasmonic acid (JA) pathways. Thus, we hypothesized that the strain DZSY21 inhibits B. maydis by producing antifungal lipopeptides and activating an induced systemic response through SA- and JA-dependent signaling pathways. This work describes a mechanism behind reduced disease severity in plants inoculated with the endophytic bacteria DZSY21.

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Section: Resultsmentioning

confidence: 99%

An Endophytic Bacterial Strain Isolated from Eucommia ulmoides Inhibits Southern Corn Leaf Blight

Ding

Chen

et al. 2017

Front. Microbiol.

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“…41, 667.49, 568.40 and 685.45, 572.48, 459.33, 360.20, 245.19, two sets of amino acid sequences Leu-Leu-Asp-Val and Leu-Leu-Val-Asp could be received because of the sequential losses of amino acid and the composition information of amino acids got from GC-MS. On the basis of double hydrogen transfer (DHT) mechanism proposed by Yang [30], we recognized that the 18 increase between m/ z 764.48 and 782.41 implied Leu-Leu-H 2 O was the Cterminal amino acid residues. In addition, the existence of H 2 O indicated the presence of a lactone ring which connects the -OH in fatty acid and C-terminal of peptide [37,38]. Furthermore, since the C-terminal had been occupied and there was no site to bind, we inferred that the position of Glu was most probably at N-terminal.…”

Section: Sequences Of Amino Acids In Peptide Chainmentioning

confidence: 99%

“…6D). Previous studies about the connection of amino acid residues were obtained from sodium cationized tandem mass spectrum [35,38]. In this study, we deduced the amino acid sequence by analyzing protonated tandem mass spectrum.…”

Section: Sequences Of Amino Acids In Peptide Chainmentioning

confidence: 99%

“…In the research history of surfactin which lasted for nearly 50 years, Bacillus subtilis was seen as the main surfactin-producer [5,40,41]. Under some special conditions, Bacillus licheniformis [42,43] and Brevibacillus brevis [38] could also produce surfactin. As far as we know, there was no particular report on the structural characterization of Enterobacterproduced surfactin.…”

Section: Total Structures Of the Lipopeptide Frommentioning

confidence: 99%

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Structural characterization of lipopeptides from Enterobacter sp. strain N18 reveals production of surfactin homologues

You

Yang

2015

Euro J Lipid Sci & Tech

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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 b-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.

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“…It is also used to analyze CLPs, such as fengycin [Bie et al, 2009;De Faria et al, 2011;Wang et al, 2004], surfactin [Cho et al, 2003a;Lee et al, 2007;Pecci et al, 2010;Wang et al, 2010] and iturin [Caldeira et al, 2011;Cho et al, 2003b]. This method provides rich structural information and it is highly sensitive and productive.…”

Section: Introductionmentioning

confidence: 99%

ESI LC-MS and MS/MS Characterization of Antifungal Cyclic Lipopeptides Produced by <b><i>Bacillus subtilis </i></b>XF-1

Mao

Wang

et al. 2012

Microb Physiol

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Bacillus subtilis XF-1 (CGMCC No. 2357), a patent strain with good effects for controlling the clubroot of crucifer and many pathogenic fungi, was predicted to produce cyclic lipopeptide (CLP) antibiotics based on its genomic analysis. In this study, the CLPs were purified and determined with the following protocol: the supernatant of XF-1 cultivating mixture was firstly precipitated, then the precipitants were extracted with methanol and further separated by Sephadex LH-20 chromatography to test its antifungal activities. Fungi-inhibiting fractions were further characterized with LC/ESI-MS and LC/ESI-MS/MS. The results show that four molecular ion peaks [M+H]⁺ (m/z 1,464, 1,478, 1,492 and 1,506) from fungi suppression fraction were identified as fengycin A with fatty acid of C₁₆–C₁₉, fengycin B (C₁₄–C₁₇), fengycin C (C₁₅–C₁₈), fengycin D (C₁₅–C₁₈) and fengycin S (C₁₅–C₁₈). Fengycin C (C₁₅ and C₁₈), fengycin D (C₁₅, C₁₆ and C₁₈) and fengycin S (C₁₅, C₁₆ and C₁₈) were reported for the first time. The diversity of the fengycins that exist in this strain will help the elucidation of their biocontrol mechanisms.

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Structural Characterization of Lipopeptides from Brevibacillus brevis HOB1

Cited by 26 publications

References 39 publications

An Endophytic Bacterial Strain Isolated from Eucommia ulmoides Inhibits Southern Corn Leaf Blight

An Endophytic Bacterial Strain Isolated from Eucommia ulmoides Inhibits Southern Corn Leaf Blight

Structural characterization of lipopeptides from Enterobacter sp. strain N18 reveals production of surfactin homologues

ESI LC-MS and MS/MS Characterization of Antifungal Cyclic Lipopeptides Produced by <b><i>Bacillus subtilis </i></b>XF-1

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