4.8 Article

Parallel evolution of UbiA superfamily proteins into aromatic O-prenyltransferases in plants

Publisher

NATL ACAD SCIENCES
DOI: 10.1073/pnas.2022294118

Keywords

plant-specialized metabolism; aromatic O-prenyltransferase; coumarin; grapefruit?drug interactions

Funding

  1. Nara Institute of Science and Technology - Ministry of Education, Culture, Sports, Science and Technology
  2. SAKURA program of the Japan Society for the Promotion of Science (JSPS) Research Fellowship
  3. JSPS Overseas Research Fellowships
  4. New Energy and Industrial Technology Development Organization Project [16100890]
  5. Precursory Research for Embryonic Science and Technology program from the Japan Science and Technology Agency [JPMJPR20D7]
  6. French Grand Est Region
  7. French Research Ministry
  8. Bioprolor2 project (Grand Est Region)
  9. Impact Biomolecules project of the Lorraine Universite d'Excellence (Investissements d'avenir, the Agence Nationale de la Recherche)
  10. RISH, Kyoto University (Mission 5)
  11. [26712013]
  12. [16H03282]

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Plants produce around 300 aromatic compounds enzymatically linked to prenyl side chains via C-O bonds, some of which can impact human health. The discovery of aromatic O-PT genes in plants like grapefruit and Angelica keiskei sheds light on the evolution of plant secondary metabolites. Phylogenetic analysis suggests that aromatic O-prenylation activity evolved independently from the same ancestral gene in distant plant taxa.
Plants produce ?300 aromatic compounds enzymatically linked to prenyl side chains via C?O bonds. These O-prenylated aromatic compounds have been found in taxonomically distant plant taxa, with some of them being beneficial or detrimental to human health. Although their O-prenyl moieties often play crucial roles in the biological activities of these compounds, no plant gene encoding an aromatic O-prenyltransferase (O-PT) has been isolated to date. This study describes the isolation of an aromatic O-PT gene, CpPT1, belonging to the UbiA superfamily, from grapefruit (Citrus ? paradisi, Rutaceae). This gene was shown responsible for the biosynthesis of O-prenylated coumarin derivatives that alter drug pharmacokinetics in the human body. Another coumarin O-PT gene encoding a protein of the same family was identified in Angelica keiskei, an apiaceous medicinal plant containing pharmaceutically active O-prenylated coumarins. Phylogenetic analysis of these O-PTs suggested that aromatic O-prenylation activity evolved independently from the same ancestral gene in these distant plant taxa. These findings shed light on understanding the evolution of plant secondary (specialized) metabolites

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