ArticleScientific reports2016
Friedelin Synthase from Maytenus ilicifolia: Leucine 482 Plays an Essential Role in the Production of the Most Rearranged Pentacyclic Triterpene.
Article in Scientific reports, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.
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15 citing papers in PubMed, 43 citations in OpenAlex.
- Large-scale mining of plant genomes unlocks the diversity of oxidosqualene cyclases.Nature chemical biology · 2026Article
- A molecular representation system with a common reference frame for analyzing triterpenoid structural diversity.Plant communications · 2025Article
- Friedelin: Structure, Biosynthesis, Extraction, and Its Potential Health Impact.Molecules (Basel, Switzerland) · 2023Review
- Phytochemicals fromMolecules (Basel, Switzerland) · 2023Article
- The triterpenoid saponin content difference is associated with the two type oxidosqualene cyclase gene copy numbers ofFrontiers in plant science · 2023Article
- Article
- Identification of Putative Candidate Genes fromPlants (Basel, Switzerland) · 2022Article
- Metabolic Engineering ofFrontiers in bioengineering and biotechnology · 2022Article
- The Methionine 549 and Leucine 552 Residues of Friedelin Synthase fromMolecules (Basel, Switzerland) · 2021Article
- In Vitro Production and Exudation of 20-Hydroxymaytenin fromPlants (Basel, Switzerland) · 2021Article
- Integrating pathway elucidation with yeast engineering to produce polpunonic acid the precursor of the anti-obesity agent celastrol.Microbial cell factories · 2020Article
- The enzymes OSC1 and CYP716A263 produce a high variety of triterpenoids in the latex of Taraxacum koksaghyz.Scientific reports · 2019Article
- Ecological Insights to Track Cytotoxic Compounds amongMolecules (Basel, Switzerland) · 2019Article
- Article
- Friedelin in Maytenus ilicifolia Is Produced by Friedelin Synthase Isoforms.Molecules (Basel, Switzerland) · 2018Article
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13 authors at 2 institutions in 1 country.
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No grant is acknowledged in the PubMed record.
Abstract
Among the biologically active triterpenes, friedelin has the most-rearranged structure produced by the oxidosqualene cyclases and is the only one containing a cetonic group. In this study, we cloned and functionally characterized friedelin synthase and one cycloartenol synthase from Maytenus ilicifolia (Celastraceae). The complete coding sequences of these 2 genes were cloned from leaf mRNA, and their functions were characterized by heterologous expression in yeast. The cycloartenol synthase sequence is very similar to other known OSCs of this type (approximately 80% identity), although the M. ilicifolia friedelin synthase amino acid sequence is more related to β-amyrin synthases (65-74% identity), which is similar to the friedelin synthase cloned from Kalanchoe daigremontiana. Multiple sequence alignments demonstrated the presence of a leucine residue two positions upstream of the friedelin synthase Asp-Cys-Thr-Ala-Glu (DCTAE) active site motif, while the vast majority of OSCs identified so far have a valine or isoleucine residue at the same position. The substitution of the leucine residue with valine, threonine or isoleucine in M. ilicifolia friedelin synthase interfered with substrate recognition and lead to the production of different pentacyclic triterpenes. Hence, our data indicate a key role for the leucine residue in the structure and function of this oxidosqualene cyclase.
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