Use of synthetic analogues in confirmation of structure of the peptide antibiotics Maltacines

Hagelin, Gunnar; Indrevoll, Bård; Høeg-Jensen, Thomas

doi:10.1016/j.ijms.2007.05.011

Cited by 14 publications

(8 citation statements)

References 16 publications

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“…Detailed structural characterizations of representative members of the three families were performed recently with two‐dimensional NMR (Volpon et al , 2000, 2007; Tsan et al , 2007) and neutron reflectometry (Shen et al , 2009). In addition to these three main LP families, various other LPs have been identified for Bacillus species, including kurstakin from Bacillus thuringiensis (a heptapeptide with the residues Thr‐Gly‐Ala‐Ser‐His‐Gln‐Gln; Hathout et al , 2000), the 12‐AA‐containing maltacines from Bacillus subtilis (Hagelin et al , 2007), polymyxins from Bacillus polymyxa with high content in diamino‐butyric acid (Storm et al , 1977), and the surfactin‐like bamylocin A from Bacillus amyloliquefaciens (Lee et al , 2007).…”

Section: Structural Diversitymentioning

confidence: 99%

Natural functions of lipopeptides fromBacillusandPseudomonas: more than surfactants and antibiotics

et al. 2010

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Lipopeptides constitute a structurally diverse group of metabolites produced by various bacterial and fungal genera. In the past decades, research on lipopeptides has been fueled by their antimicrobial, antitumour, immunosuppressant and surfactant activities. However, the natural functions of lipopeptides in the lifestyles of the producing microorganisms have received considerably less attention. The substantial structural diversity of lipopeptides suggests that these metabolites have different natural roles, some of which may be unique to the biology of the producing organism. This review gives a detailed overview of the versatile functions of lipopeptides in the biology of Pseudomonas and Bacillus species, and highlights their role in competitive interactions with coexisting organisms, including bacteria, fungi, oomycetes, protozoa, nematodes and plants. Their functions in cell motility, leading to colonization of novel habitats, and in the formation and development of highly structured biofilms are discussed in detail. Finally, this review provides an update on lipopeptide detection and discovery as well as on novel regulatory mechanisms and genes involved in lipopeptide biosynthesis in these two bacterial genera.

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Section: Structural Diversitymentioning

confidence: 99%

Natural functions of lipopeptides fromBacillusandPseudomonas: more than surfactants and antibiotics

et al. 2010

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“…Although other classes have been identified (Hagelin et al . ; Lee et al . ), Bacillus lipopeptides may be classified in three main families: surfactins, iturins and fengycins (Ongena and Jacques ).…”

Section: Introductionmentioning

confidence: 99%

Bacillus amyloliquefaciens strain 32a as a source of lipopeptides for biocontrol of Agrobacterium tumefaciens strains

2015

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“…The cLPs secreted by Bacillus strains encompass structural variants depending on the genetic background of the considered strain. Although other classes have been identified recently (Hagelin et al, 2007;Lee et al, 2007), Bacillus cLPs may be classified in three main families: surfactins, iturins and fengycins (Ongena & Jacques, 2008). Surfactins are heptapeptides interlinked with a b-hydroxy fatty acid (length C 12 -C 16 ) to form a cyclic lactone ring structure.…”

Section: Introductionmentioning

confidence: 99%

Impact of rhizosphere factors on cyclic lipopeptide signature from the plant beneficial strain Bacillus amyloliquefaciensS499

Nihorimbere

Cawoy

Seyer

et al. 2011

FEMS Microbiol Ecol

160

135

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Cyclic lipopeptides (cLPs) of the surfactin, iturin and fengycin families synthesized by plant-associated Bacilli represent an important class of antibiotics as they may be tightly involved in the protective effect of selected strains against phytopathogens. However, their production by Bacillus cells developing on roots under rhizosphere conditions is still poorly understood. In this work, we combined electrospray and imaging mass spectrometry-based approaches to determine the detailed pattern of surfactins, iturins and fengycins produced in planta by Bacillus amyloliquefaciens S499. Very different production rates were observed for the three cLPs families. Whereas surfactin accumulated in significant amounts, much lower quantities of iturins and fengycins were detected in the environment of colonized roots in comparison with laboratory medium. In addition, the surfactin pattern produced by strain S499 evolving on roots is enriched in homologues with long fatty acid chains (C15) compared with the chains typically secreted under in vitro conditions. Additional experiments revealed that lipopeptide production by root-associated S499 cells is qualitatively and quantitatively dictated by the specific nutritional context of the rhizosphere (exudates enriched in organic acids, oxygen limitation) but also by the formation of biofilm-related structures around root hairs. As surfactins, iturins and fengycins retain specific functions and bioactivities, the biological relevance of their differential production observed in planta is discussed in the context of biocontrol of plant diseases.

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Use of synthetic analogues in confirmation of structure of the peptide antibiotics Maltacines

Cited by 14 publications

References 16 publications

Natural functions of lipopeptides fromBacillusandPseudomonas: more than surfactants and antibiotics

Natural functions of lipopeptides fromBacillusandPseudomonas: more than surfactants and antibiotics

Bacillus amyloliquefaciens strain 32a as a source of lipopeptides for biocontrol of Agrobacterium tumefaciens strains

Impact of rhizosphere factors on cyclic lipopeptide signature from the plant beneficial strain Bacillus amyloliquefaciensS499

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