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Search for "surfactin" in Full Text gives 5 result(s) in Beilstein Journal of Organic Chemistry.
Chemoenzymatic synthesis of macrocyclic peptides and polyketides via thioesterase-catalyzed macrocyclization
Beilstein J. Org. Chem. 2024, 20, 721–733, doi:10.3762/bjoc.20.66
- strategy has been widely employed in the TE domains characterization and chemoenzymatic synthesis of other bioactive macrocyclic peptides, such as surfactin [40], streptogramin B [41], cereulide [42], seongsanamide E [43], etc. In 2005, Marahiel and co-workers accomplished the chemoenzymatic synthesis of
Digyalipopeptide A, an antiparasitic cyclic peptide from the Ghanaian Bacillus sp. strain DE2B
Beilstein J. Org. Chem. 2022, 18, 1763–1771, doi:10.3762/bjoc.18.185
- configuration of the methine carbon C-39 (δC 71.6) of the fatty acid chain is always opposite to that of the adjacent Glu residue connected by an amide bond with typical examples being the pumilacidin B and surfactin C [22]. Therefore, since the stereochemistry of the Glu residue was S we tentatively proposed
- point away from us resulting in an S configuration at C-39 as opposed to and R configuration. Subsequently, we propose the 3D structure of compound 1 as shown in Figure 5. Structurally, compound 1 belongs to the surfactin group of lipopeptides that exhibit huge chemical diversity through the alternate
- , and SrfAD on the surfactin synthetase complex [23][24]. We hope to confirm this similarity in the near future as we proceed to further study the whole genome sequence of strain DE2B. Subsequently, using the fully elucidated structure of compound 1, we noticed that this compound was part of a
19F NMR as a tool in chemical biology
Beilstein J. Org. Chem. 2021, 17, 293–318, doi:10.3762/bjoc.17.28
Secondary metabolites of Bacillus subtilis impact the assembly of soil-derived semisynthetic bacterial communities
Beilstein J. Org. Chem. 2020, 16, 2983–2998, doi:10.3762/bjoc.16.248
- soil-derived semisynthetic mock communities containing 13 main genera and supplemented them with B. subtilis P5_B1 WT, the NRP-deficient strain sfp, or single-NRP mutants incapable of producing surfactin, plipastatin, or bacillaene. Through 16S amplicon sequencing, it was revealed that the invasion of
- Lysinibacillus fusiformis M5 exposed to either spent media of the B. subtilis strains or pure surfactin indicated the sensitivity of this strain towards the biosurfactant surfactin. Our study provides a more in-depth insight into the influence of B. subtilis NRPs on semisynthetic bacterial communities and helps
- to understand their ecological role. Keywords: Bacillus subtilis; bacterial community; chemical ecology; Lysinibacillus fusiformis; nonribosomal peptides; surfactin; Introduction In nature, bacteria live in complex communities where they interact with various other microorganisms. Most microbial
Posttranslational isoprenylation of tryptophan in bacteria
Beilstein J. Org. Chem. 2017, 13, 338–346, doi:10.3762/bjoc.13.37
- at a high population cell density in B. subtilis [19][20]. In addition, the ComX pheromone promotes the production of surfactin A, a cyclic lipopeptide with antibiotic and biological surfactant activities (Figure 2A) [21][22]. Furthermore, the ComXnatto pheromone from B. subtilis subsp. natto
- bacteria. ComP becomes autophosphorylated in response to the secreted ComX signaling molecule as a receptor, and donates a phosphate group to ComA. The phosphorylated ComA subsequently transmits the signal for activating the surfactin synthase srfA operon and mediates the genetic competence in B. subtilis
- precursors of isoprenylated peptides and proteins. The CaaX motifs are shown in red. Chemical structures of (A) surfactin A and (B) poly-γ-glutamic acid. (A) Two types of posttranslational isoprenylations of ComX variants. The modified tryptophan residues are colored blue. The isoprenyl side chains are shown
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