Convergent evolution of [D-Leucine(1)] microcystin-LR in taxonomically disparate cyanobacteria

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dc.contributor.author Shishido, Tania Keiko
dc.contributor.author Kaasalainen, Ulla
dc.contributor.author Fewer, David Peter
dc.contributor.author Rouhiainen, Leo A O
dc.contributor.author Jokela, Jouni
dc.contributor.author Wahlsten, Matti
dc.contributor.author Fiore, Marli Fátima
dc.contributor.author Yunes, João Sarkis
dc.contributor.author Rikkinen, Jouko
dc.contributor.author Sivonen, Kaarina
dc.date.accessioned 2020-03-27T11:46:01Z
dc.date.available 2020-03-27T11:46:01Z
dc.date.issued 2013-04-19
dc.identifier.citation Shishido , T K , Kaasalainen , U , Fewer , D P , Rouhiainen , L A O , Jokela , J , Wahlsten , M , Fiore , M F , Yunes , J S , Rikkinen , J & Sivonen , K 2013 , ' Convergent evolution of [D-Leucine(1)] microcystin-LR in taxonomically disparate cyanobacteria ' , BMC Evolutionary Biology , vol. 13 , 86 . https://doi.org/10.1186/1471-2148-13-86
dc.identifier.other PURE: 31102728
dc.identifier.other PURE UUID: 2016fd6b-04ad-43f8-9d26-8a0dbc2312a0
dc.identifier.other WOS: 000318414000001
dc.identifier.other Scopus: 84876291503
dc.identifier.other ORCID: /0000-0003-3978-4845/work/71182056
dc.identifier.other ORCID: /0000-0001-5096-3575/work/71182759
dc.identifier.other ORCID: /0000-0002-4615-6639/work/71182789
dc.identifier.other ORCID: /0000-0002-2904-0458/work/71182865
dc.identifier.other ORCID: /0000-0002-4107-1695/work/71183464
dc.identifier.other ORCID: /0000-0001-9899-4768/work/106338660
dc.identifier.uri http://hdl.handle.net/10138/313669
dc.description.abstract BACKGROUND: Many important toxins and antibiotics are produced by non-ribosomal biosynthetic pathways. Microcystins are a chemically diverse family of potent peptide toxins and the end-products of a hybrid NRPS and PKS secondary metabolic pathway. They are produced by a variety of cyanobacteria and are responsible for the poisoning of humans as well as the deaths of wild and domestic animals around the world. The chemical diversity of the microcystin family is attributed to a number of genetic events that have resulted in the diversification of the pathway for microcystin assembly. RESULTS: Here, we show that independent evolutionary events affecting the substrate specificity of the microcystin biosynthetic pathway have resulted in convergence on a rare [D-Leu(1)] microcystin-LR chemical variant. We detected this rare microcystin variant from strains of the distantly related genera Microcystis, Nostoc, and Phormidium. Phylogenetic analysis performed using sequences of the catalytic domains within the mcy gene cluster demonstrated a clear recombination pattern in the adenylation domain phylogenetic tree. We found evidence for conversion of the gene encoding the McyA(2) adenylation domain in strains of the genera Nostoc and Phormidium. However, point mutations affecting the substrate-binding sequence motifs of the McyA(2) adenylation domain were associated with the change in substrate specificity in two strains of Microcystis. In addition to the main [D-Leu(1)] microcystin-LR variant, these two strains produced a new microcystin that was identified as [Met(1)] microcystin-LR. CONCLUSIONS: Phylogenetic analysis demonstrated that both point mutations and gene conversion result in functional mcy gene clusters that produce the same rare [D-Leu(1)] variant of microcystin in strains of the genera Microcystis, Nostoc, and Phormidium. Engineering pathways to produce recombinant non-ribosomal peptides could provide new natural products or increase the activity of known compounds. Our results suggest that the replacement of entire adenylation domains could be a more successful strategy to obtain higher specificity in the modification of the non-ribosomal peptides than point mutations. en
dc.format.extent 15
dc.language.iso eng
dc.relation.ispartof BMC Evolutionary Biology
dc.rights cc_by
dc.rights.uri info:eu-repo/semantics/openAccess
dc.subject 1183 Plant biology, microbiology, virology
dc.subject 1184 Genetics, developmental biology, physiology
dc.title Convergent evolution of [D-Leucine(1)] microcystin-LR in taxonomically disparate cyanobacteria en
dc.type Article
dc.contributor.organization Department of Food and Nutrition
dc.contributor.organization Plant Biology
dc.contributor.organization Biosciences
dc.contributor.organization Lichens
dc.contributor.organization Microbial Natural Products
dc.contributor.organization Cyanobacteria research
dc.contributor.organization Teachers' Academy
dc.description.reviewstatus Peer reviewed
dc.relation.doi https://doi.org/10.1186/1471-2148-13-86
dc.relation.issn 1471-2148
dc.rights.accesslevel openAccess
dc.type.version publishedVersion

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