ArticleScientific reports2018
Heterologous pathway assembly reveals molecular steps of fungal terreic acid biosynthesis.
Article in Scientific reports, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.
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Who cites it
14 citing papers in PubMed, 31 citations in OpenAlex.
- Oosporein in Phlebia centrifuga: Prediction of Key Enzymes by a Combination of Multi-Omics and Molecular Dynamics.Journal of agricultural and food chemistry · 2026Article
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- Epoxide Stereochemistry Controls Regioselective Ketoreduction in Epoxyquinoid Biosynthesis.Journal of the American Chemical Society · 2025Article
- Epiconone, one novel cyclohexenone from endophytic fungi Epicoccum sp. 1-042.The Journal of antibiotics · 2025Article
- Mapping epoxyquinoid biosynthesis: Enzyme functions across bacteria and fungi.Journal of industrial microbiology & biotechnology · 2024Review
- Polyketides as Secondary Metabolites from the GenusJournal of fungi (Basel, Switzerland) · 2023Review
- Comprehensive review on patulin andFrontiers in plant science · 2023Review
- Fusing an exonuclease with Cas9 enhances homologous recombination in Pichia pastoris.Microbial cell factories · 2022Article
- Diversity ofJournal of fungi (Basel, Switzerland) · 2022Article
- Investigating Fungal Biosynthetic Pathways Using Pichia pastoris as a Heterologous Host.Methods in molecular biology (Clifton, N.J.) · 2022Article
- Review
- Chimeric 6-methylsalicylic acid synthase with domains of acyl carrier protein and methyltransferase from Pseudallescheria boydii shows novel biosynthetic activity.Microbial biotechnology · 2019Article
- CRISPR-Cas9-mediated genomic multiloci integration in Pichia pastoris.Microbial cell factories · 2019Article
- Modulation of acetate utilization inBiotechnology for biofuels · 2019Article
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Authors and funding
12 authors at 1 institution in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Terreic acid is a potential anticancer drug as it inhibits Bruton's tyrosine kinase; however, its biosynthetic molecular steps remain unclear. In this work, the individual reactions of terreic acid biosynthesis were determined by stepwise pathway assembly in a heterologous host, Pichia pastoris, on the basis of previous knockout studies in a native host, Aspergillus terreus. Polyketide synthase AtX was found to catalyze the formation of partially reduced polyketide 6-methylsalicylic acid, followed by 3-methylcatechol synthesis by salicylate 1-monooxygenase AtA-mediated decarboxylative hydroxylation of 6-methylsalicylic acid. Our results show that cytochrome P450 monooxygenase AtE hydroxylates 3-methylcatechol, thus producing the next product, 3-methyl-1,2,4-benzenetriol. A smaller putative cytochrome P450 monooxygenase, AtG, assists with this step. Then, AtD causes epoxidation and hydroxyl oxidation of 3-methyl-1,2,4-benzenetriol and produces a compound terremutin, via which the previously unknown function of AtD was identified as cyclooxygenation. The final step involves an oxidation reaction of a hydroxyl group by a glucose-methanol-choline oxidoreductase, AtC, which leads to the final product: terreic acid. Functions of AtD and AtG were determined for the first time. All the genes were reanalyzed and all intermediates and final products were isolated and identified. Our model fully defines the molecular steps and corrects previous results from the literature.
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