Linear Peptides Are the Major Products of a Biosynthetic Pathway That Encodes for Cyclic Depsipeptides
- PMID: 28326787
- PMCID: PMC6013059
- DOI: 10.1021/acs.orglett.7b00545
Linear Peptides Are the Major Products of a Biosynthetic Pathway That Encodes for Cyclic Depsipeptides
Abstract
Three new dentigerumycin analogues are produced by Streptomyces sp. M41, a bacterium isolated from a South African termite, Macrotermes natalensis. The structures of the complex nonribosomal peptide synthetase-polyketide synthase (NRPS/PKS) hybrid compounds were determined by 1D- and 2D-NMR spectroscopy, high-resolution mass spectrometry, and circular dichroism (CD) spectroscopy. Both cyclic and linear peptides are reported, and the genetic organization of the NRPS modules within the biosynthetic gene cluster accounts for the observed structural diversity.
Figures
Similar articles
-
Structures and biosynthesis of 12-membered macrocyclic depsipeptides from Streptomyces sp. ML55.Bioorg Med Chem Lett. 2013 Jul 15;23(14):4150-3. doi: 10.1016/j.bmcl.2013.05.042. Epub 2013 May 23. Bioorg Med Chem Lett. 2013. PMID: 23756369
-
Unearthing a Cryptic Biosynthetic Gene Cluster for the Piperazic Acid-Bearing Depsipeptide Diperamycin in the Ant-Dweller Streptomyces sp. CS113.Int J Mol Sci. 2024 Feb 16;25(4):2347. doi: 10.3390/ijms25042347. Int J Mol Sci. 2024. PMID: 38397022 Free PMC article.
-
Identification of the biosynthetic gene clusters for the lipopeptides fusaristatin A and W493 B in Fusarium graminearum and F. pseudograminearum.J Nat Prod. 2014 Dec 26;77(12):2619-25. doi: 10.1021/np500436r. Epub 2014 Nov 20. J Nat Prod. 2014. PMID: 25412204
-
Cloning and characterization of the bleomycin biosynthetic gene cluster from Streptomyces verticillus ATCC15003.J Nat Prod. 2002 Mar;65(3):422-31. doi: 10.1021/np010550q. J Nat Prod. 2002. PMID: 11908996 Review.
-
Antimycin-type depsipeptides: discovery, biosynthesis, chemical synthesis, and bioactivities.Nat Prod Rep. 2016 Oct 28;33(10):1146-65. doi: 10.1039/c6np00004e. Epub 2016 Jun 16. Nat Prod Rep. 2016. PMID: 27307039 Review.
Cited by
-
Chemical warfare between fungus-growing ants and their pathogens.Curr Opin Chem Biol. 2020 Dec;59:172-181. doi: 10.1016/j.cbpa.2020.08.001. Epub 2020 Sep 17. Curr Opin Chem Biol. 2020. PMID: 32949983 Free PMC article. Review.
-
The Inhibitory Effects of Cyclodepsipeptides from the Entomopathogenic Fungus Beauveria bassiana on Myofibroblast Differentiation in A549 Alveolar Epithelial Cells.Molecules. 2018 Oct 8;23(10):2568. doi: 10.3390/molecules23102568. Molecules. 2018. PMID: 30297669 Free PMC article.
-
An Overview of Antimicrobial Compounds from African Edible Insects and Their Associated Microbiota.Antibiotics (Basel). 2021 May 22;10(6):621. doi: 10.3390/antibiotics10060621. Antibiotics (Basel). 2021. PMID: 34067471 Free PMC article. Review.
-
Antibiotics from Insect-Associated Actinobacteria.Biology (Basel). 2022 Nov 18;11(11):1676. doi: 10.3390/biology11111676. Biology (Basel). 2022. PMID: 36421390 Free PMC article. Review.
-
Natural Product Discovery Using Planes of Principal Component Analysis in R (PoPCAR).Metabolites. 2017 Jul 13;7(3):34. doi: 10.3390/metabo7030034. Metabolites. 2017. PMID: 28703778 Free PMC article.
References
Publication types
MeSH terms
Substances
Grants and funding
LinkOut - more resources
Full Text Sources
Other Literature Sources
Molecular Biology Databases
Miscellaneous
