ArticleThe Plant cell2009
The multifunctional enzyme CYP71B15 (PHYTOALEXIN DEFICIENT3) converts cysteine-indole-3-acetonitrile to camalexin in the indole-3-acetonitrile metabolic network of Arabidopsis thaliana.
Article in The Plant cell, 2009. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 95 papers, 1 of them a synthesis that pooled it.
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Who cites it
95 citing papers in PubMed, 1 synthesis or guideline pooled it, 223 citations in OpenAlex.
- Reciprocal responses in the interaction between Arabidopsis and the cell-content-feeding chelicerate herbivore spider mite.Plant physiology · 2014Pooled it
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- HPlant, cell & environment · 2026Article
- HDA6 represses the histone acetylation modification and expression of WRKY18/40 to inhibit camalexin biosynthesis in Arabidopsis.Plant cell reports · 2026Article
- Confrontations betweenApplied and environmental microbiology · 2026Article
- Epigenetically regulated transcriptional repressor, BASIC PENTACYSTEINE1 (BPC1) acts together with polycomb repressive complex 2 (PRC2) to suppress camalexin biosynthesis in Arabidopsis.Plant molecular biology · 2026Article
- Response of the Arabidopsis indolic secondary metabolite network to infection withFrontiers in fungal biology · 2026Article
- Review
- Cysteine Signalling in Plant Pathogen Response.Plant, cell & environment · 2025Article
- Confrontations of the Pathogenic Fungus Colletotrichum graminicola With a Biocontrol Bacterium or a Ubiquitous Fungus Trigger Synthesis of Secondary Metabolites With Lead Structures of Synthetic Fungicides.Environmental microbiology · 2025Article
- Plasticity of the Arabidopsis leaf lipidome and proteome in response to pathogen infection and heat stress.Plant physiology · 2025Article
- Overlooked and misunderstood: can glutathione conjugates be clues to understanding plant glutathione transferases?Philosophical transactions of the Royal Society of London. Series B, Biological sciences · 2024Review
- Post-Translational Modifications to Cysteine Residues in Plant Proteins and Their Impact on the Regulation of Metabolism and Signal Transduction.International journal of molecular sciences · 2024Review
- Cardiac glycosides protect wormseed wallflower (Erysimum cheiranthoides) against some, but not all, glucosinolate-adapted herbivores.The New phytologist · 2024Article
- Cardiac glycosides protect wormseed wallflower (bioRxiv : the preprint server for biology · 2023Article
- Old poisons, new signaling molecules: the case of hydrogen cyanide.Journal of experimental botany · 2023Article
- Cyanogenesis, a Plant Defence Strategy against Herbivores.International journal of molecular sciences · 2023Review
- Impact of in vitro phytohormone treatments on the metabolome of the leafy liverwort Radula complanata (L.) Dumort.Metabolomics : Official journal of the Metabolomic Society · 2023Article
- Untargeted Metabolomics for Integrative Taxonomy: Metabolomics, DNA Marker-Based Sequencing, and Phenotype Bioimaging.Plants (Basel, Switzerland) · 2023Article
- Distinct metabolite classes in root exudates are indicative for field- or hydroponically-grown cover crops.Frontiers in plant science · 2023Article
35 more citing papers are in PubMed but not listed here.
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6 authors at 2 institutions in 1 country.
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No grant is acknowledged in the PubMed record.
Abstract
Accumulation of camalexin, the characteristic phytoalexin of Arabidopsis thaliana, is induced by a great variety of plant pathogens. It is derived from Trp, which is converted to indole-3-acetonitrile (IAN) by successive action of the cytochrome P450 enzymes CYP79B2/B3 and CYP71A13. Extracts from wild-type plants and camalexin biosynthetic mutants, treated with silver nitrate or inoculated with Phytophthora infestans, were comprehensively analyzed by ultra-performance liquid chromatography electrospray ionization quadrupole time-of-flight mass spectrometry. This metabolomics approach was combined with precursor feeding experiments to characterize the IAN metabolic network and to identify novel biosynthetic intermediates and metabolites of camalexin. Indole-3-carbaldehyde and indole-3-carboxylic acid derivatives were shown to originate from IAN. IAN conjugates with glutathione, gamma-glutamylcysteine, and cysteine [Cys(IAN)] accumulated in challenged phytoalexin deficient3 (pad3) mutants. Cys(IAN) rescued the camalexin-deficient phenotype of cyp79b2 cyp79b3 and was itself converted to dihydrocamalexic acid (DHCA), the known substrate of CYP71B15 (PAD3), by microsomes isolated from silver nitrate-treated Arabidopsis leaves. Surprisingly, yeast-expressed CYP71B15 also catalyzed thiazoline ring closure, DHCA formation, and cyanide release with Cys(IAN) as substrate. In conclusion, in the camalexin biosynthetic pathway, IAN is derivatized to the intermediate Cys(IAN), which serves as substrate of the multifunctional cytochrome P450 enzyme CYP71B15.
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