Structure determination of a siderophore peucechelin from Streptomyces peucetius

@article{Kodani2015StructureDO,
  title={Structure determination of a siderophore peucechelin from Streptomyces peucetius},
  author={Shinya Kodani and Hisayuki Komaki and Masahiro Suzuki and Fumiya Kobayakawa and Hikaru Hemmi},
  journal={BioMetals},
  year={2015},
  volume={28},
  pages={791-801}
}
Previously, Park et al. isolated a new siderophore from Streptomyces peucetius ATCC 27952 based on information of the genome sequence and the structure of the siderophore was deduced to be a cyclic peptide based on MS/MS analysis. To clarify the structure of the siderophore, we cultured S. peucetius with iron deficient medium. Through several chromatographic procedures, the siderophore named peucechelin was isolated with the yield enough to perform NMR experiments. The planar structure of… 
Genome-guided exploration of metabolic features of Streptomyces peucetius ATCC 27952: past, current, and prospect
TLDR
This minireview summarizes the genome-based genome mining (GM) of diverse BCGs and genome exploration (GE) of versatile biocatalytic enzymes, and other enzymes involved in maintenance and regulation of metabolism of S. peucetius.
Siderophore and indolic acid production by Paenibacillus triticisoli BJ-18 and their plant growth-promoting and antimicrobe abilities
TLDR
It is demonstrated that siderophore fusarinines and indolic acids may play an important role in plant growth promotion by P. triticisoli BJ-18 and these compounds were isolated from bacterium for the first time in this study.
Genome Sequencing of Streptomyces atratus SCSIOZH16 and Activation Production of Nocardamine via Metabolic Engineering
TLDR
The complete genome sequence of marine-derived Streptomyces atratus ZH16 is reported and the activation of an embedded siderophore gene cluster is revealed via the application of metabolic engineering methods, concluding that metabolic engineering provides a highly effective strategy by which to discover drug-like compounds and new NPs in the genomic era.
Streptomyces venezuelae NRRL B-65442: genome sequence of a model strain used to study morphological differentiation in filamentous actinobacteria.
TLDR
A high-quality genome sequence is described of the isolate of the strain (NRRL B-65442) consisting of an 8.2 Mb chromosome and a 158 kb plasmid, pSVJI1, which had not been reported previously, which explains the discrepancy in spore pigmentation.
Function-related replacement of bacterial siderophore pathways
TLDR
It is surmised that certain BGCs may be extraneous because of their functional redundancy and demonstrated that the relative evolutionary pace of natural pathway replacement shows high selective pressure against retention of functionally superfluous gene clusters.
Identification and enhancing production of a novel macrolide compound in engineered Streptomyces peucetius
Streptomyces peucetius produces doxorubicin and daunorubicin, which are important anticancer drugs. In this study, we activate peucemycin, a new antibacterial compound, using an OSMAC strategy. In
Comparative Genomics Determines Strain-Dependent Secondary Metabolite Production in Streptomyces venezuelae Strains
TLDR
Complete genome sequences of three S. venezuelae strains harboring chloramphenicol and jadomycin biosynthetic gene clusters are reported and found sequence variations in many genes, the non-coding RNA coding regions, and binding sites of regulators, which affect the production of the secondary metabolites.
A Unique Combination of Two Different Quorum Sensing Systems in the β-Rhizobium Cupriavidus taiwanensis.
TLDR
This is the first example of the simultaneous production of 3-OH MAME/C15-AHK as QS signals in a bacterial species, and the importance of the phc/tqs QS systems in the saprophytic stage of C. taiwanensis LMG19424 is suggested.
AdpA Positively Regulates Morphological Differentiation and Chloramphenicol Biosynthesis in Streptomyces venezuelae
TLDR
AdpA plays essential role in morphological differentiation and biosynthesis of chloramphenicol, a broad-spectrum antibiotic and is proposed to undergo a proteolytic processing that presumably constitutes a novel mechanism regulating cellular abundance of this master regulator.
Streptomyces venezuelae ISP5230 Maintains Excretion of Jadomycin upon Disruption of the MFS Transporter JadL Located within the Natural Product Biosynthetic Gene Cluster
TLDR
Quantitative determination of jadomycin production with the jadL disrupted mutant did not show a significant decrease in production in comparison to the wildtype strain, as determined by HPLC and by tandem mass spectrometry, suggesting that efflux of jAdomycin occurs upon disruption of jADL, or that JadL is not involved in jadcycin efflux.
...
1
2
...

References

SHOWING 1-10 OF 18 REFERENCES
Isolation and structure determination of new siderophore albachelin from Amycolatopsis alba
TLDR
Based on bioinformatics, the possible biosynthetic gene cluster involved in albachelin biosynthesis from the genome sequence of A. alba was deduced and the related genes including transporter for siderophore were found near the NRPS gene as a gene cluster.
Erythrochelin – a hydroxamate‐type siderophore predicted from the genome of Saccharopolyspora erythraea
TLDR
The results derived from the structural and functional characterization of erythrochelin enabled the proposal of a biosynthetic pathway, and the tetrapeptide is assembled by the nonribosomal peptide synthetase EtcD, involving unusual initiation‐ and cyclorelease‐mechanisms.
Structure and biosynthesis of scabichelin, a novel tris-hydroxamate siderophore produced by the plant pathogen Streptomyces scabies 87.22.
TLDR
Comparative LC-MS/MS analyses of iron-deficient culture supernatants from wild type S. antibioticus showed that scabichelin is the metabolic product of the cryptic gene cluster, strongly suggesting that it functions as a siderophore.
Structure and Biosynthesis of Amychelin, an Unusual Mixed-Ligand Siderophore from Amycolatopsis sp. AA4
Actinobacteria generate a large number of structurally diverse small molecules with potential therapeutic value. Genomic analyses of this productive group of bacteria show that their genetic
Isolation and structure determination of new siderophore tsukubachelin B from Streptomyces sp. TM-74
The new siderophore tsukubachelin B (1) was isolated from the iron-deficient culture medium of the newly isolated strain Streptomyces sp. TM-74. The chemical structure of tsukubachelin B (1) was
Genome-based cryptic gene discovery and functional identification of NRPS siderophore peptide in Streptomyces peucetius
TLDR
This study used mass spectrometry-guided bioinformatic analysis of genomic sequences to identify an NRP-type secondary metabolite from Streptomyces peucetius ATCC 27952 and revealed that the functional siderophore peptide produced by this cluster had a molecular weight of 644.4 Da.
Structure elucidation of the gallium-ornibactin complex by 2D-NMR spectroscopy
From a Pseudomonas strain novel hydroxamate/carboxylate siderophores were isolated which were named ornibactins representing the modified tetrapeptide
A New Siderophore Isolated from Streptomyces sp. TM‐34 with Potent Inhibitory Activity Against Angiotensin‐Converting Enzyme
A new siderophore named tsukubachelin was isolated from an iron-deficient culture medium of newly isolated strain Streptomyces sp. TM-34. The chemical structure of tsukubachelin was established by
Coelichelin, a new peptide siderophore encoded by the Streptomyces coelicolor genome: structure prediction from the sequence of its non-ribosomal peptide synthetase.
TLDR
The total structure of a tripeptide siderophore synthesized by the non-ribosomal peptide synthetase within the cluster has been deduced from the translated sequence of its encoding gene, representing a novel method for the structural assignment of natural products from genome sequence data.
Discovery of a new peptide natural product by Streptomyces coelicolor genome mining
TLDR
It is demonstrated that accurate prediction of adenylation domain substrate selectivity is possible and intriguing mechanistic questions regarding the assembly of a tetrapeptide by a trimodular NRPS are raised.
...
1
2
...