Structural insights into the evolutionary paths of oxylipin biosynthetic enzymes

No abstract is available for this paper.

• Publication year

  2008

• Venue

  Nature

• Publication date

  2008-09-18

• Fields of study

  Biology, Medicine, Chemistry, Environmental Science

• Identifiers
  DOI 10.1038/nature07307PMID 18716621
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

• Identification of a functional allene oxide synthase-lipoxygenase fusion protein in the soft coral Gersemia fruticosa suggests the generality of this pathway in octocorals.

  2008cited by this paper
• The Physcomitrella Genome Reveals Evolutionary Insights into the Conquest of Land by Plants

  2008cited by this paper
• Plant: Associated Bacteria

  2008cited by this paper
• Symbiotic properties of Methylobacterium nodulans ORS 2060T: a classic process for an atypical symbiont

  2008cited by this paper
• Root-associated bacteria inducing systemic resistance

  2007cited by this paper
• Plant volatiles carry both public and private messages

  2007cited by this paper
• Fossils and phylogenies: integrating multiple lines of evidence to investigate the origin of early major metazoan lineages.

  2007cited by this paper
• The hepoxilin connection in the epidermis

  2007cited by this paper
• Priming for stress resistance: from the lab to the field.

  2007cited by this paper
• Shear-induced unfolding triggers adhesion of von Willebrand factor fibers

  2007cited by this paper
• Jasmonates: an update on biosynthesis, signal transduction and action in plant stress response, growth and development.

  2007cited by this paper
• Enzymatic synthesis of a bicyclobutane fatty acid by a hemoprotein–lipoxygenase fusion protein from the cyanobacterium Anabaena PCC 7120

  2007cited by this paper
• Jasmonates in cancer therapy.

  2007cited by this paper
• Cryoradiolytic reduction of crystalline heme proteins: analysis by UV-Vis spectroscopy and X-ray crystallography.

  2007cited by this paper
• Formation of oxylipins by CYP74 enzymes

  2006cited by this paper
• The Crystal Structure of Arabidopsis thaliana Allene Oxide Cyclase: Insights into the Oxylipin Cyclization Reaction[W]

  2006cited by this paper
• Volatile Signaling in Plant-Plant Interactions: "Talking Trees" in the Genomics Era

  2006cited by this paper
• Tocopherol Cyclase (VTE1) Localization and Vitamin E Accumulation in Chloroplast Plastoglobule Lipoprotein Particles*

  2006cited by this paper
• Jasmonate Signaling Pathway

  2006cited by this paper
• Plant cytochrome P450s from moss to poplar

  2006cited by this paper
• Natural Prostaglandins for Induction of Labor and Preinduction Cervical Ripening

  2006cited by this paper
• Allene oxide synthase from Arabidopsis thaliana (CYP74A1) exhibits dual specificity that is regulated by monomer‐micelle association

  2006cited by this paper
• Green leaf volatiles: hydroperoxide lyase pathway of oxylipin metabolism.

  2006cited by this paper
• From the Lab to the Field

  2005cited by this paper
• Structure and chemistry of cytochrome P450.

  2005cited by this paper
• Faculty Opinions recommendation of Silencing the jasmonate cascade: induced plant defenses and insect populations.

  2005cited by this paper
• THE AGE OF THE ANGIOSPERMS: A MOLECULAR TIMESCALE WITHOUT A CLOCK

  2005cited by this paper
• Role of methylotrophy during symbiosis between Methylobacterium nodulans and Crotalaria podocarpa.

  2005cited by this paper
• The structure of coral allene oxide synthase reveals a catalase adapted for metabolism of a fatty acid hydroperoxide.

  2005cited by this paper
• The Tomato Homolog of CORONATINE-INSENSITIVE1 Is Required for the Maternal Control of Seed Maturation, Jasmonate-Signaled Defense Responses, and Glandular Trichome Development Online version contains Web-only data. Article, publication date, and citation information can be found at www.plantcell.org

  2004cited by this paper
• Oxoiron(IV) in Chloroperoxidase Compound II Is Basic: Implications for P450 Chemistry

  2004cited by this paper
• Silencing the Jasmonate Cascade: Induced Plant Defenses and Insect Populations

  2004cited by this paper
• The "heterolytic hydroperoxide lyase" is an isomerase producing a short-lived fatty acid hemiacetal.

  2004cited by this paper
• The bioinorganic chemistry of iron in oxygenases and supramolecular assemblies

  2003cited by this paper
• The Jasmonate Biochemical Pathway

  2003influential reference
• Hydroperoxide lyase and divinyl ether synthase.

  2002cited by this paper
• A knock-out mutation in allene oxide synthase results in male sterility and defective wound signal transduction in Arabidopsis due to a block in jasmonic acid biosynthesis.

  2002cited by this paper
• Purification and crystallization of N-terminally truncated forms of microsomal cytochrome P450 2C5.

  2002cited by this paper
• Allene oxide synthases and allene oxides.

  2002cited by this paper
• The 'push' effect of the thiolate ligand in cytochrome P450: a theoretical gauging.

  2002cited by this paper
• The PyMOL Molecular Graphics System

  2002cited by this paper
• Cytochrome p450 enzymes in the generation of commercial products

  2002cited by this paper
• Molecular Cloning of a Divinyl Ether Synthase

  2001cited by this paper
• Use of TLS parameters to model anisotropic displacements in macromolecular refinement.

  2001cited by this paper
• Tomato allene oxide synthase and fatty acid hydroperoxide lyase, two cytochrome P450s involved in oxylipin metabolism, are targeted to different membranes of chloroplast envelope.

  2001cited by this paper
• Prostaglandins and leukotrienes: advances in eicosanoid biology.

  2001cited by this paper
• Crystallographic structure determination of unstable species.

  2000cited by this paper
• Mammalian microsomal cytochrome P450 monooxygenase: structural adaptations for membrane binding and functional diversity.

  2000cited by this paper
• Structure of fumarate reductase from Wolinella succinogenes at 2.2 Å resolution

  1999cited by this paper
• Laboratory evolution of peroxide-mediated cytochrome P450 hydroxylation

  1999cited by this paper
• Ring Opening of the Cyclopropylcarbinyl Radical and Its N- and O-Substituted Analogues: A Theoretical Examination of Very Fast Unimolecular Reactions

  1998cited by this paper
• COI1: an Arabidopsis gene required for jasmonate-regulated defense and fertility.

  1998cited by this paper
• An amphioxus snail gene: Expression in paraxial mesoderm and neural plate suggests a conserved role in patterning the chordate embryo

  1998cited by this paper
• Enhancement of flavour biosynthesis from strawberry (Fragaria x ananassa) callus cultures by Methylobacterium species

  1997cited by this paper
• Microsomal P450 2C3 is expressed as a soluble dimer in Escherichia coli following modification of its N-terminus.

  1997cited by this paper
• Refinement of macromolecular structures by the maximum-likelihood method.

  1997cited by this paper
• Processing of X-ray diffraction data collected in oscillation mode.

  1997cited by this paper
• Identification of a naturally occurring peroxidase-lipoxygenase fusion protein.

  1997cited by this paper
• [27] Maximum-likelihood heavy-atom parameter refinement for multiple isomorphous replacement and multiwavelength anomalous diffraction methods.

  1997cited by this paper
• [37] Patterson superposition and ab initio phasing.

  1997cited by this paper
• Detection, assay, and isolation of allene oxide synthase.

  1996cited by this paper
• Methods used in the structure determination of bovine mitochondrial F1 ATPase.

  1996cited by this paper
• The lipoxygenase pathway in garlic (Allium sativum L.) bulbs: detection of the novel divinyl ether oxylipins

  1995cited by this paper
• The CCP4 suite: programs for protein crystallography.

  1994cited by this paper
• Formation of epoxyalcohols by a purified allene oxide synthase. Implications for the mechanism of allene oxide synthesis.

  1993cited by this paper
• Purification and characterization of recombinant-expressed cytochrome P450 2C3 from Escherichia coli: 2C3 encodes the 6 beta-hydroxylase deficient form of P450 3b.

  1993cited by this paper
• Purification of an allene oxide synthase and identification of the enzyme as a cytochrome P-450.

  1991cited by this paper
• Improved methods for building protein models in electron density maps and the location of errors in these models.

  1991cited by this paper
• Expression and enzymatic activity of recombinant cytochrome P450 17 alpha-hydroxylase in Escherichia coli.

  1991cited by this paper
• Allene oxide cyclase: a new enzyme in plant lipid metabolism.

  1990cited by this paper
• Isolation and characterization of natural allene oxides: unstable intermediates in the metabolism of lipid hydroperoxides.

  1988cited by this paper
• Simultaneous determination of hemes a, b, and c from pyridine hemochrome spectra.

  1987cited by this paper
• Mechanism of corn hydroperoxide isomerase: detection of 12,13(S)-oxido-9(Z),11-octadecadienoic acid

  1987cited by this paper
• Cytochrome P-450: Structure, Mechanism, and Biochemistry

  1986cited by this paper
• Oxygen activation by cytochrome P-450.

  1980cited by this paper
• Lipoxygenase and hydroperoxide lyase in germinating watermelon seedlings.

  1976cited by this paper
• A new product of linoleic acid oxidation by a flaxseed enzyme.

  1966cited by this paper

• Life-stage-specific specialities in the cell atlases of the Clytia hemisphaerica planula and medusa

  2026cites this paper
• Catalytic and Structural Comparisons of Linoleate Dioxygenases and their Cytochrome P450 Companions with Enzymes of the Cyclooxygenase Cascade.

  2026cites this paper
• In-depth single-cell transcriptomic exploration of the regenerative dynamics in stony coral

  2025cites this paper
• Alteration of the Catalytic Properties of the Epoxyalcohol Synthase CYP443D1 (NvEAS) of the Starlet Sea Anemone Nematostella vectensis as a Result of a Single Amino Acid Substitution

  2025cites this paper
• BnACBP1-like in regulating JA-dependent leaf senescence via lipid remodeling and interaction with PLA2β in Brassica napus

  2025cites this paper
• Alterations of asparagus (Asparagus officinalis L.) divinyl ether synthase (CYP74H2) catalysis by site-directed mutagenesis.

  2025cites this paper
• Ribosomal pentapeptide nitration for non-ribosomal peptide antibiotic precursor biosynthesis

  2025cites this paper
• Proteomics reveal selectable markers in the threatened species Acropora palmata under seasonal temperature fluctuations

  2025cites this paper
• Unleash the dogs of death: metacaspase 5, microtubules, and hypersensitive response

  2025cites this paper
• Catalytic and Structural Comparisons of Fatty Acid Dioxygenases Related to Cyclooxygenases and Peroxidases.

  2025cites this paper
• How and Why Plants Came to Smell Green: The Origins, Biosynthesis, and Roles of Green Leaf Volatiles.

  2025cites this paper
• Detection of oxylipin route controlled by 16(S)-lipoxygenase and allene oxide synthase in cucumber and flax leaves.

  2025cites this paper
• Structural Comparisons of Bifunctional Fatty Acid Dioxygenases with Allene Oxide, Epoxy Alcohol, or Diol Synthase Activities.

  2025cites this paper
• Bioinspired Allosteric Peroxidase-like Enzyme with Dynamic 3D Catalytic Centers for Advanced Water Treatment.

  2025cites this paper
• Oxylipin Profiling in Selected Brown and Red Algae: Detection of Heterobicyclic Oxylipins, Plasmodiophorols and Ectocarpins in Phaeophyceae

  2025cites this paper
• Arabidopsis AtCYP71B23: Detection of non-CYP74 enzyme of oxylipin biosynthesis.

  2025cites this paper
• Epoxyalcohol Synthase Branch of Lipoxygenase Cascade

  2024cites this paper
• Empirical evidence for metabolic drift in plant and algal lipid biosynthesis pathways

  2024cites this paper
• Overexpression of the AtOPR3 Gene in Wheat Stimulates the Formation of Volatile Metabolites of the Hydroperoxide Lyase Branch of Oxylipin Biosynthesis

  2024cites this paper
• CYP74B34 Enzyme from Carrot (Daucus carota) with a Double Hydroperoxide Lyase/Epoxyalcohol Synthase Activity: Identification and Biochemical Properties

  2024cites this paper
• Comprehensive Genomic Analysis and Expression Profiling of the Cytochrome P450 Genes during Abiotic Stress and Flavonoid Biosynthesis in Potato (Solanum tuberosum)

  2024cites this paper
• Sequence similarity networks bear out hierarchical relationships of green cytochrome P450.

  2024cites this paper
• ALLENE OXIDE SYNTHASE (AOS) induces petal senescence through a novel JA-associated regulatory pathway in Arabidopsis

  2024cites this paper
• Characterization and sexual dimorphic expression of Cytochrome P450 genes in gonads of the sea urchin (Mesocentrotus nudus)

  2024cites this paper
• Сверхэкспрессия гена AtOPR3 в пшенице стимулирует образование летучих метаболитов гидропероксидлиазной ветви биосинтеза оксилипинов

  2024cites this paper
• Cytochromes P450 evolution in the plant terrestrialization context

  2024influential citation
• Nitration of a ribosomal pentapeptide generates a noncanonical precursor for nonribosomal peptide synthesis

  2024cites this paper
• Development of an efficient and scalable bioprocess for the plant hormone 12-OPDA: Overcoming the hurdles of nature's biosynthesis.

  2024cites this paper
• Intricate Evolution of Multifunctional Lipoxygenase in Red Algae

  2024cites this paper
• The versatile CYP74 clan enzyme CYP440A19 from the European lancelet Branchiostoma lanceolatum biosynthesizes novel macrolactone, epoxydiene, and related oxylipins.

  2024cites this paper
• Aliens in the CYPome of the black fungus gnat, Bradysia coprophila.

  2023cites this paper
• Cytochrome P450 Gene Families: Role in Plant Secondary Metabolites Production and Plant Defense

  2023cites this paper
• Анализ провоспалительных свойств растительных оксилипинов, образующихся в гидропероксидлиазной ветви

  2023cites this paper
• Jasmonic acid and methyl jasmonate attenuate neuroinflammation via crosstalk with the prostaglandin E2/receptor EP2 signaling axis

  2023cites this paper
• Analysis of Anti-Inflammatory Properties of Plant Oxylipins Produced in the Hydroperoxide Lyase Branch

  2023cites this paper
• Oxylipin biosynthetic gene families of Cannabis sativa

  2023cites this paper
• Microbiomes and metabolomes of dominant coral reef primary producers illustrate a potential role for immunolipids in marine symbioses

  2023cites this paper
• Ketols Emerge as Potent Oxylipin Signals Regulating Diverse Physiological Processes in Plants

  2023influential citation
• Distinct Mechanistic Behaviour of Tomato CYP74C3 and Maize CYP74A19 Allene Oxide Synthases: Insights from Trapping Experiments and Allene Oxide Isolation

  2023cites this paper
• MYC2: A Master Switch for Plant Physiological Processes and Specialized Metabolite Synthesis

  2023cites this paper
• Cytochrome P450s in algae: Bioactive natural product biosynthesis and light-driven bioproduction

  2022cites this paper
• Iron and manganese lipoxygenases of plant pathogenic fungi and their role in biosynthesis of jasmonates.

  2022cites this paper
• A novel inhibitor of the jasmonic acid signaling pathway represses herbivore resistance in tea plants

  2022influential citation
• How a Formate Dehydrogenase Responds to Oxygen: Unexpected O2 Insensitivity of an Enzyme Harboring Tungstopterin, Selenocysteine, and [4Fe-4S] Clusters

  2022cites this paper
• Phytochemicals and acetylcholinesterase activity of stem bark daniella oliveri ethyl acetate extract

  2022cites this paper
• Detection of divinyl ether synthase CYP74H2 biosynthesizing (11Z)-etheroleic and (1'Z)-colnelenic acids in asparagus (Asparagus officinalis L.).

  2022cites this paper
• Therapeutic Potential of Plant Oxylipins

  2022cites this paper
• Biomimetic active sites on monolayered metal–organic frameworks for artificial photosynthesis

  2022cites this paper
• The protein conformational basis of isoflavone biosynthesis

  2022cites this paper
• Identification of the key genes contributing to the LOX-HPL volatile aldehyde biosynthesis pathway in jujube fruit.

  2022cites this paper
• The Biosynthesis of 1-octene-3-ol by a Multifunctional Fatty Acid Dioxygenase and Hydroperoxide Lyase in Agaricus bisporus

  2022cites this paper
• Green Leaf Volatiles - The forefront of Plant Responses Against Biotic Attack.

  2022cites this paper
• Cannabis sativa oxylipin biosynthesis: Genome-wide characterization of lipoxygenase, allene oxide synthase, allene oxide cyclase, hydroperoxide lyase, and 12-oxo-phytodienoic acid reductase gene families

  2022cites this paper
• Cytochrome P450 mono-oxygenase CYP703A2 plays a central role in sporopollenin formation and ms5ms6 fertility in cotton.

  2022cites this paper
• Lipoxygenase pathway in brown algae: The biosynthesis of novel oxylipins 'ectocarpins' by hydroperoxide bicyclase CYP5164A3 of Ectocarpus siliculosus.

  2022cites this paper
• Patatin-like phospholipase A-induced alterations in lipid metabolism and jasmonic acid production affect the heat tolerance of Gracilariopsis lemaneiformis.

  2022cites this paper
• OPDA, more than just a jasmonate precursor.

  2022cites this paper
• Engineering medicinal plant-derived CYPs: a promising strategy for production of high-valued secondary metabolites

  2022cites this paper
• Detection of Unprecedented CYP74 Enzyme in Mammal: Hydroperoxide Lyase CYP74C44 of the Bat Sturnira hondurensis

  2022cites this paper
• Running title : A novel inhibitor of the JA signaling pathway 2 3 Title : A novel inhibitor of the JA signaling pathway represses 4 herbivore resistance in tea plants 5 6

  2022cites this paper
• Differential modulation of the lipoxygenase cascade during typical and latent Pectobacterium atrosepticum infections.

  2021cites this paper
• Molecular analysis indicates the involvement of Jasmonic acid biosynthesis pathway in low-potassium (K+) stress response and development in chickpea (Cicer arietinum)

  2021cites this paper
• Fatty acid dioxygenase-cytochrome P450 fusion enzymes of filamentous fungal pathogens.

  2021cites this paper
• Silencing of a Pseudo-nitzschia arenysensis lipoxygenase transcript leads to reduced oxylipin production and impaired growth.

  2021cites this paper
• Hydroperoxide bicyclase CYP50918A1 of Plasmodiophora brassicae (Rhizaria, SAR): detection of novel enzyme of oxylipin biosynthesis.

  2021cites this paper
• Green Leaf Volatile-Burst in Selaginella moellendorffii

  2021influential citation
• PCPD: Plant cytochrome P450 database and web-based tools for structural construction and ligand docking

  2021cites this paper
• Fatty acid dioxygenase-cytochrome P450 fusion enzymes of the top 10 fungal pathogens in molecular plant pathology and human-pathogenic fungi.

  2021cites this paper
• Structural insights revealed by crystal structures of CYP76AH1 and CYP76AH1 in complex with its natural substrate.

  2021cites this paper
• Plant cytochrome P450 plasticity and evolution.

  2021cites this paper
• Detection of the First Epoxyalcohol Synthase/Allene Oxide Synthase (CYP74 Clan) in the Lancelet (Branchiostoma belcheri, Chordata)

  2021cites this paper
• Optimizing the Production of Recombinant Hydroperoxide Lyase in Escherichia coli Using Statistical Design

  2021cites this paper
• Oxylipin biosynthesis in spikemoss Selaginella moellendorffii: Identification of allene oxide synthase (CYP74L2) and hydroperoxide lyase (CYP74L1).

  2021cites this paper
• A Mechanistic insight into chemical cues and interactions involved in herbivory induced jasmonate mediated plant defense mechanism

  2021cites this paper
• The Molecular and Functional Characterization of the Durum Wheat Lipoxygenase TdLOX2 Suggests Its Role in Hyperosmotic Stress Response

  2020cites this paper
• The CYP74B and CYP74D divinyl ether synthases possess a side hydroperoxide lyase and epoxyalcohol synthase activities that are enhanced by the site-directed mutagenesis.

  2020cites this paper
• (+)‐Sesamin‐oxidising CYP92B14 shapes specialised lignan metabolism in sesame

  2020cites this paper
• Discovery and modification of cytochrome P450 for plant natural products biosynthesis

  2020cites this paper
• From a Biosynthetic Pathway toward a Biocatalytic Process and Chemocatalytic Modifications: Three‐Step Enzymatic Cascade to the Plant Metabolite cis‐(+)‐12‐OPDA and Metathesis‐Derived Products

  2020cites this paper
• The Molecular Language of the Cnidarian-Dinoflagellate Symbiosis.

  2020cites this paper
• Structure and Function of the Cytochrome P450 Monooxygenase Cinnamate 4-hydroxylase from Sorghum bicolor1

  2020cites this paper
• Epoxyalcohol synthase activity of the CYP74B enzymes of higher plants.

  2020cites this paper
• Structural basis for plant lutein biosynthesis from α-carotene

  2020cites this paper
• Origin and evolution of jasmonate signaling.

  2020cites this paper
• Linoleate diol synthase related enzymes of the human pathogens Histoplasma capsulatum and Blastomyces dermatitidis.

  2020cites this paper
• Epoxyalcohol Synthase RjEAS (CYP74A88) from the Japanese Buttercup (Ranunculus japonicus): Cloning and Characterization of Catalytic Properties

  2019cites this paper
• Distinct characteristics of the substrate binding between highly homologous catalase-related allene oxide synthase and hydroperoxide lyase.

  2019cites this paper
• Recombinant lipoxygenases (LOX) and hydroperoxide lyases (HPL) for the synthesis of green leaf volatiles.

  2019cites this paper
• Detection of unprecedented allene oxide synthase member of CYP74B subfamily: CYP74B33 of carrot (Daucus carota).

  2019cites this paper
• Catalysis by allene oxide synthases (CYP74A and CYP74C): Alterations by the Phe/Leu mutation at the SRS-1 region.

  2019cites this paper
• The CYP443C1 (CYP74 clan) Cytochrome of Sea Anemone Nematostella vectensis–the First Metazoan Enzyme Possessing Hydroperoxide Lyase/Epoxyalcohol Synthase Activity

  2019cites this paper
• Targeted-metabolomics of phytoplankton blooms in the Gulf of Naples and effects of algal oxylipins on the reproduction and gene expression of the copepod Temora stylifera

  2019cites this paper
• Biocatalytic Synthesis of Natural Green Leaf Volatiles Using the Lipoxygenase Metabolic Pathway

  2019cites this paper
• Crystal structure of CYP76AH1 in 4-PI-bound state from Salvia miltiorrhiza.

  2019cites this paper
• Comparative functional genomics analysis of cytochrome P450 gene superfamily in wheat and maize

  2019cites this paper
• A volatile producing endophytic Bacillus siamensis YC7012 promotes root development independent on auxin or ethylene/jasmonic acid pathway

  2019cites this paper
• ALLENE OXIDE SYNTHASE and HYDROPEROXIDE LYASE, Two Non-Canonical Cytochrome P450s in Arabidopsis thaliana and Their Different Roles in Plant Defense

  2019influential citation
• Jasmonates: what ALLENE OXIDE SYNTHASE does for plants

  2019influential citation
• Molecular characterization of Penicillium oxalicum 6R,8R-linoleate diol synthase with new regiospecificity.

  2019cites this paper
• The function of the oxylipin 12-oxophytodienoic acid in cell signaling, stress acclimation, and development.

  2018cites this paper