Cross-Chemistry Leads to Product Diversity from Atromentin Synthetases in Aspergilli from Section Nigri

Geib, Elena; Baldeweg, Florian; Doerfer, Maximilian; Nett, Markus; Brock, Matthias

doi:10.1016/j.chembiol.2018.10.021

Cited by 24 publications

(39 citation statements)

References 35 publications

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“…Fruiting bodies of L. sulphureus were collected in Jena, Germany, on willow trees along the Saale river, in September 2019. Aspergillus strains used for transformation were A. niger ATNT16Δ pyrG x24 [ 7 ] and A. nidulans FGSC A4.…”

Section: Methodsmentioning

confidence: 99%

“…The lpaA coding sequence was PCR-amplified (method B, Supplementary Table S3 ) from pCL10 using oMG459 and oMG460 (Supplementary Table S2 ) in order to introduce Pac I sites at either end of the fragment. The A. niger expression vector pSMX2-URA [ 7 ], allowing for doxycycline-inducible gene expression, was modified by PCR-mediated ligation (oligonucleotides oMG457/oMG458) to incorporate a Pac I restriction site in the multiple cloning site to create vector pPS01 (Supplementary Tables S2 , S4 ). Both the insert and pPS01 were restricted with Pac I and ligated to create the lpaA expression vector pPS03.…”

Section: Methodsmentioning

confidence: 99%

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The Laetiporus polyketide synthase LpaA produces a series of antifungal polyenes

et al. 2020

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The conspicuous bright golden to orange-reddish coloration of species of the basidiomycete genus Laetiporus is a hallmark feature of their fruiting bodies, known among mushroom hunters as the "chicken of the woods". This report describes the identification of an eight-domain mono-modular highly reducing polyketide synthase as sole enzyme necessary for laetiporic acid biosynthesis. Heterologous pathway reconstitution in both Aspergillus nidulans and Aspergillus niger verified that LpaA functions as a multi-chain length polyene synthase, which produces a cocktail of laetiporic acids with a methylbranched C 26-C 32 main chain. Laetiporic acids show a marked antifungal activity on Aspergillus protoplasts. Given the multiple products of a single biosynthesis enzyme, our work underscores the diversity-oriented character of basidiomycete natural product biosynthesis.

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Section: Methodsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

The Laetiporus polyketide synthase LpaA produces a series of antifungal polyenes

et al. 2020

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“…Aspergillus brasiliensis (Abrasiliensis) Y -165333 -- [52] Table 1: Summarized information of the fungi used in this work. We note their taxonomic placement, whether they produce atromentin or atromentin derivatives (Y/Yes or N/No), whether the atromentin gene cluster is complete/C or disrupted/D and the JGI protein ID numbers for the NPS, ADH and AMT.…”

Section: Resultsmentioning

confidence: 99%

Conservation and discreteness of the atromentin gene cluster in fungi

Tauber

Hintze

2020

Preprint

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The atromentin synthetase gene cluster is responsible for catalyzing the precursor pigment atromentin, which is further catalyzed into hundreds of different pigments that span different taxa in the Basidiomycota and is a distinguished feature of Boletales. Previous work identified co-transcription of the two essential clustered atromentin genes (the atromentin synthetase ( NPS ) and the aminotransferase) by inducible pigment conditions and also conserved genetic elements in the promoter regions (motifs). For this work, we found that the NPS and its promoter motif appeared to follow the same evolutionary path as the mushrooms'. The NPS appears to predate Boletales and originate in Agaricomycetes, and with convergent/parallel evolution that allowed ascomycetes to produce atromentin. Additionally, a consensus of the intron-exon gene structure for basidiomycetous, atromentin-catalyzing NPSs was identified whereby a significant deviation occurred in the paraphyletic group, Paxillaceae. This gene structure was not present in NPSs in Aspergilli. Lastly, we found a putative TATA box adjacent to the palindromic motif of NPS , indicating (co-)transcriptional control by a TATA(-like) binding transcription factor.Combined with previous decades' worth of research, our results support that not only can atromentin derivatives be used for chemo-taxonomy, but also atromentin's genetic basis. Future work using the putative promoter motif will provide new insight into which (co-)transcription factor may be responsible for the transcriptional control of atromentin synthetases.

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“…There were several Type I PKSs (T1PKSs) and a few NRPSs identified, with limited distribution across the algal classes. There was a surprisingly wide distribution of Other(A) genes, which encode an A-domain, a carrier protein and a thioesterase, which are structurally similar to fungal enzymes for the biosynthesis of benzoquinone metabolites [16]. Green algae are the most highly studied group of algae and have a wide range of genomes available.…”

Section: Identifying Natural Product Biosynthetic Genes In Algal Genomesmentioning

confidence: 99%

“…NRPSs were identified as such if they contained both condensation (C) and adenylation (A) domains. Other(A) are a class of enzymes that contain an A-domain and a carrier protein with some other domain such as a thioesterase, sometimes identified by antiSMASH as NRPSs or NRPS-like, and are related to proteins for the synthesis of fungal benzoquinone metabolites [16]. T1PKSs are annotated as such if they contain multiple domains including at least one KS domain and T3PKSs are annotated as identified by antiSMASH.…”

Section: Gene Cluster Identificationmentioning

confidence: 99%

Mining Natural Product Biosynthesis in Eukaryotic Algae

O’Neill

2020

Marine Drugs

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Eukaryotic algae are an extremely diverse category of photosynthetic organisms and some species produce highly potent bioactive compounds poisonous to humans or other animals, most notably observed during harmful algal blooms. These natural products include some of the most poisonous small molecules known and unique cyclic polyethers. However, the diversity and complexity of algal genomes means that sequencing-based research has lagged behind research into more readily sequenced microbes, such as bacteria and fungi. Applying informatics techniques to the algal genomes that are now available reveals new natural product biosynthetic pathways, with different groups of algae containing different types of pathways. There is some evidence for gene clusters and the biosynthetic logic of polyketides enables some prediction of these final products. For other pathways, it is much more challenging to predict the products and there may be many gene clusters that are not identified with the automated tools. These results suggest that there is a great diversity of biosynthetic capacity for natural products encoded in the genomes of algae and suggest areas for future research focus.

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Cross-Chemistry Leads to Product Diversity from Atromentin Synthetases in Aspergilli from Section Nigri

Cited by 24 publications

References 35 publications

The Laetiporus polyketide synthase LpaA produces a series of antifungal polyenes

The Laetiporus polyketide synthase LpaA produces a series of antifungal polyenes

Conservation and discreteness of the atromentin gene cluster in fungi

Mining Natural Product Biosynthesis in Eukaryotic Algae

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