ArticleScientific reports2020
Oxidosqualene cyclases involved in the biosynthesis of triterpenoids in Quercus suber cork.
Article in Scientific reports, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.
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16 citing papers in PubMed, 32 citations in OpenAlex.
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- A molecular representation system with a common reference frame for analyzing triterpenoid structural diversity.Plant communications · 2025Article
- Genomic insights into ecological adaptation of oaks revealed by phylogenomic analysis of multiple species.Plant diversity · 2025Article
- Understanding metabolic diversification in plants: branchpoints in the evolution of specialized metabolism.Philosophical transactions of the Royal Society of London. Series B, Biological sciences · 2024Review
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- Diversified chemical profiles of cuticular wax on alpine meadow plants of the Qinghai-Tibet Plateau.Planta · 2023Article
- Multiomics Molecular Research into the Recalcitrant and OrphanInternational journal of molecular sciences · 2022Review
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- Using interdisciplinary, phylogeny-guided approaches to understand the evolution of plant metabolism.Plant molecular biology · 2022Review
- Reciprocal mutations of two multifunctional β-amyrin synthases from Barbarea vulgaris shift α/β-amyrin ratios.Plant physiology · 2022Article
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- In Vitro Production and Exudation of 20-Hydroxymaytenin fromPlants (Basel, Switzerland) · 2021Article
- A co-opted steroid synthesis gene, maintained in sorghum but not maize, is associated with a divergence in leaf wax chemistry.Proceedings of the National Academy of Sciences of the United States of America · 2021Article
- The Role of Gene Duplication in the Divergence of Enzyme Function: A Comparative Approach.Frontiers in genetics · 2021Article
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Authors and funding
7 authors at 3 institutions in 3 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Cork is a water-impermeable, suberin-based material harboring lignin, (hemi)cellulose, and extractable small molecules (primarily triterpenoids). Extractables strongly influence the properties of suberin-based materials. Though these previous findings suggest a key role for triterpenoids in cork material quality, directly testing this idea is hindered in part because it is not known which genes control cork triterpenoid biosynthesis. Here, we used gas chromatography and mass spectrometry to determine that the majority (>85%) of non-polar extractables from cork were pentacyclic triterpenoids, primarily betulinic acid, friedelin, and hydroxy-friedelin. In other plants, triterpenoids are generated by oxidosqualene cyclases (OSCs). Accordingly, we mined Quercus suber EST libraries for OSC fragments to use in a RACE PCR-based approach and cloned three full-length OSC transcripts from cork (QsOSC1-3). Heterologous expression in Saccharomyces cerevisiae revealed that QsOSC1-3 respectively encoded enzymes with lupeol synthase, mixed α- and β-amyrin synthase, and mixed β-amyrin and friedelin synthase activities. These activities together account for the backbone structures of the major cork triterpenoids. Finally, we analyzed the sequences of QsOSC1-3 and other plant OSCs to identify residues associated with specific OSC activities, then combined this with analyses of Q. suber transcriptomic and genomic data to evaluate potential redundancies in cork triterpenoid biosynthesis.
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