ArticlePlant physiology2011
Evolution of diterpene metabolism: Sitka spruce CYP720B4 catalyzes multiple oxidations in resin acid biosynthesis of conifer defense against insects.
Article in Plant physiology, 2011. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 84 papers.
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Who cites it
84 citing papers in PubMed.
- Tandem duplication underlies diversification of the gymnosperm-specific TPS-d subfamily.Horticulture research · 2026Article
- A Review of Plant-Derived Diterpenoid Biosynthesis: From Structural Scaffold Diversity and Lineage-Associated Distribution to Enzyme Mining and Discovery Strategies.Molecules (Basel, Switzerland) · 2026Review
- Genomic and functional characterization of theFrontiers in plant science · 2026Article
- Functional identification of two cytochrome P450 enzymes involved in diterpenoid oxidation inFrontiers in plant science · 2026Article
- Comprehensive analysis and expression characterization of potato Cytochrome P450 gene family and the role of StCYP67 in abiotic stresses.BMC plant biology · 2025Article
- Full-Length Transcriptome Sequencing ofPlants (Basel, Switzerland) · 2025Article
- Implications of Breeding for Growth on Drought Tolerance in Scots Pine (Evolutionary applications · 2025Article
- Metabolomic and Genomic Analysis of Bioactive Compounds of Phacidium infestans Karsten DSM 5139 Cultivated on Pinus sylvestris Needles.Environmental microbiology reports · 2025Article
- Article
- CYP72D19 from Tripterygium wilfordii catalyzes C-2 hydroxylation of abietane-type diterpenoids.Plant cell reports · 2023Article
- Terpenes modulate bacterial and fungal growth and sorghum rhizobiome communities.Microbiology spectrum · 2023Article
- Physiological, Proteomic, and Resin Yield-Related Genes Expression Analysis Provides Insights into the Mechanisms Regulating Resin Yield in Masson Pine.International journal of molecular sciences · 2023Article
- Hydroxylases involved in terpenoid biosynthesis: a review.Bioresources and bioprocessing · 2023Review
- Plant terpene specialized metabolism: complex networks or simple linear pathways?The Plant journal : for cell and molecular biology · 2023Review
- Article
- Promiscuity, a Driver of Plant Cytochrome P450 Evolution?Biomolecules · 2023Review
- Plant Terpenoid Permeability through Biological Membranes Explored via Molecular Simulations.The journal of physical chemistry. B · 2023Article
- Comprehensive and evolutionary analysis ofFrontiers in plant science · 2023Article
- Comparative transcriptomic responses of European and Japanese larches to infection by Phytophthora ramorum.BMC plant biology · 2022Article
- Identification of Genes and Metabolic Pathways Involved in Resin Yield in Masson Pine by Integrative Analysis of Transcriptome, Proteome and Biochemical Characteristics.International journal of molecular sciences · 2022Article
24 more citing papers are in PubMed but not listed here.
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5 authors.
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Abstract
Diterpene resin acids (DRAs) are specialized (secondary) metabolites of the oleoresin defense of conifers produced by diterpene synthases and cytochrome P450s of the CYP720B family. The evolution of DRA metabolism shares common origins with the biosynthesis of ent-kaurenoic acid, which is highly conserved in general (primary) metabolism of gibberellin biosynthesis. Transcriptome mining in species of spruce (Picea) and pine (Pinus) revealed CYP720Bs of four distinct clades. We cloned a comprehensive set of 12 different Sitka spruce (Picea sitchensis) CYP720Bs as full-length cDNAs. Spatial expression profiles, methyl jasmonate induction, and transcript enrichment in terpenoid-producing resin ducts suggested a role of CYP720B4 in DRA biosynthesis. CYP720B4 was characterized as a multisubstrate, multifunctional enzyme by the formation of oxygenated diterpenoids in metabolically engineered yeast, yeast in vivo transformation of diterpene substrates, in vitro assays with CYP720B4 protein produced in Escherichia coli, and alteration of DRA profiles in RNA interference-suppressed spruce seedlings. CYP720B4 was active with 24 different diterpenoid substrates, catalyzing consecutive C-18 oxidations in the biosynthesis of an array of diterpene alcohols, aldehydes, and acids. CYP720B4 was most active in the formation of dehydroabietic acid, a compound associated with insect resistance of Sitka spruce. We identified patterns of convergent evolution of CYP720B4 in DRA metabolism and ent-kaurene oxidase CYP701 in gibberellin metabolism and revealed differences in the evolution of specialized and general diterpene metabolism in a gymnosperm. The genomic and functional characterization of the gymnosperm CYP720B family highlights that the evolution of specialized metabolism involves substantial diversification relative to conserved, general metabolism.
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