ArticleMolecular biology and evolution2021
An Independent Evolutionary Origin for Insect Deterrent Cucurbitacins in Iberis amara.
Article in Molecular biology and evolution, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.
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13 citing papers in PubMed, 15 citations in OpenAlex.
- Diverse oxidosqualene cyclases for triterpenoid biosynthesis.Synthetic and systems biotechnology · 2027Review
- Cucurbitacins in Plant-Insect Interactions: Biosynthesis, Regulation, Ecological Functions, and Prospects for Crop Protection.Plants (Basel, Switzerland) · 2026Review
- Multiomics analysis ofHorticulture research · 2026Article
- Cucurbitacin Profile and Metalloid Stress Response inPlant direct · 2025Article
- Biosynthetic pathway of prescription cucurbitacin IIa and high-level production of key triterpenoid intermediates in engineered yeast and tobacco.Plant communications · 2024Article
- Cardiac glycosides protect wormseed wallflower (Erysimum cheiranthoides) against some, but not all, glucosinolate-adapted herbivores.The New phytologist · 2024Article
- Multi-omics analysis ofFrontiers in plant science · 2024Article
- Cardiac glycosides protect wormseed wallflower (bioRxiv : the preprint server for biology · 2023Article
- Cucurbitacins B, E and I Concentrations and Relationship with Drought Tolerance in Bottle Gourd [Plants (Basel, Switzerland) · 2023Article
- Comparative genomics reveals the diversification of triterpenoid biosynthesis and origin of ocotillol-type triterpenes in Panax.Plant communications · 2023Article
- Cucurbitacins as potential anticancer agents: new insights on molecular mechanisms.Journal of translational medicine · 2022Review
- Cytochrome P450 monooxygenase-mediated tailoring of triterpenoids and steroids in plants.Beilstein journal of organic chemistry · 2022Review
- Metabolic engineering of cucurbitacins inFrontiers in plant science · 2022Article
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Authors and funding
12 authors at 3 institutions in 3 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Pieris rapae and Phyllotreta nemorum are Brassicaceae specialists, but do not feed on Iberis amara spp. that contain cucurbitacins. The cucurbitacins are highly oxygenated triterpenoid, occurring widespread in cucurbitaceous species and in a few other plant families. Using de novo assembled transcriptomics from I. amara, gene co-expression analysis and comparative genomics, we unraveled the evolutionary origin of the insect deterrent cucurbitacins in I. amara. Phylogenetic analysis of five oxidosqualene cyclases and heterologous expression allowed us to identify the first committed enzyme in cucurbitacin biosynthesis in I. amara, cucurbitadienol synthase (IaCPQ). In addition, two species-specific cytochrome P450s (CYP708A16 and CYP708A15) were identified that catalyze the unique C16 and C22 hydroxylation of the cucurbitadienol backbone, enzymatic steps that have not been reported before. Furthermore, the draft genome assembly of I. amara showed that the IaCPQ was localized to the same scaffold together with CYP708A15 but spanning over 100 kb, this contrasts with the highly organized cucurbitacin gene cluster in the cucurbits. These results reveal that cucurbitacin biosynthesis has evolved convergently via different biosynthetic routes in different families rather than through divergence from an ancestral pathway. This study thus provides new insight into the mechanism of recurrent evolution and diversification of a plant defensive chemical.
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