New insights from spectroscopy into the structure/function relationships of lipoxygenases.

Spectroscopic properties of the redox-active iron in the active site of plant and mammalian lipoxygenases can now be combined with recent crystal structure determinations to obtain new insights into lipoxygenase reaction mechanisms.

• Publication year

  1997

• Venue

  Chemistry and Biology

• Publication date

  1997-11-01

• Fields of study

  Biology, Medicine, Chemistry

• Identifiers
  DOI 10.1016/S1074-5521(97)90113-7PMID 9384534
• 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.

• NMR of Paramagnetic Molecules

  2012cited by this paper
• Enzymology and physiology of reticulocyte lipoxygenase: comparison with other lipoxygenases.

  2006cited by this paper
• Reduction of Ferric Iron Could Drive Hydrogen Tunneling in Lipoxygenase Catalysis: Implications for Enzymatic and Chemical Mechanisms

  1997cited by this paper
• The Use of 5‐Lipoxygenase Inhibitors and Leukotriene Receptor Antagonists in the Treatment of Chronic Asthma

  1997cited by this paper
• Models for Nonheme Iron Intermediates: Structural Basis for Tuning the Spin States of Fe(TPA) Complexes

  1997cited by this paper
• Lipoxygenase and Lipoxygenase Pathway Enzymes

  1996cited by this paper
• Defining the Arachidonic Acid Binding Site of Human 15-Lipoxygenase

  1996cited by this paper
• Crystal structure of soybean lipoxygenase L-1 at 1.4 A resolution.

  1996cited by this paper
• Lipoxygenase reaction mechanism: demonstration that hydrogen abstraction from substrate precedes dioxygen binding during catalytic turnover.

  1996cited by this paper
• Experimental Evidence for Extensive Tunneling of Hydrogen in the Lipoxygenase Reaction: Implications for Enzyme Catalysis

  1996cited by this paper
• Exploring the Structure and Function of Mammalian Lipoxygenases by Site-Directed Mutagenesis

  1996cited by this paper
• Lipoxygenases: Structure and Function

  1996cited by this paper
• Understanding C-H bond oxidations: H. and H- transfer in the oxidation of toluene by permanganate.

  1995cited by this paper
• Nature of rate-limiting steps in the soybean lipoxygenase-1 reaction.

  1995cited by this paper
• Photolysis of "purple" lipoxygenase: implications for the structure of the chromophore.

  1995cited by this paper
• EPR Definition of the Non-Heme Ferric Active Sites of Mammalian 15-Lipoxygenases: Major Spectral Differences Relative to Human 5-Lipoxygenases and Plant Lipoxygenases and Their Ligand Field Origin

  1995cited by this paper
• Near-infrared circular dichroism and magnetic circular dichroism and x-ray absorption spectral comparison of the non-heme ferrous active sites of plant and mammalian 15-lipoxygenases

  1995cited by this paper
• Magnetic circular dichroism spectroscopy as a probe of the geometric and electronic structure of non-heme ferrous enzymes

  1995cited by this paper
• 5-Lipoxygenase.

  1994cited by this paper
• 12-Lipoxygenases and 12(S)-HETE: role in cancer metastasis

  1994cited by this paper
• X-ray spectroscopy of the iron site in soybean lipoxygenase-1: changes in coordination upon oxidation or addition of methanol.

  1994cited by this paper
• The dioxygenation rate in lipoxygenase catalysis is determined by the amount of iron (III) lipoxygenase in solution.

  1994cited by this paper
• Reactions of Non-Heme Iron(II) Centers with Dioxygen in Biology and Chemistry

  1994cited by this paper
• The structure and function of lipoxygenase.

  1994cited by this paper
• Simulation of the EMR Spectra of High-Spin Iron in Proteins

  1993cited by this paper
• Kinetic evaluation of substrate-dependent origin of the lag phase in soybean lipoxygenase-1 catalyzed reactions.

  1993cited by this paper
• Access of ligands to the ferric center in lipoxygenase-1.

  1993cited by this paper
• Kinetic analysis of the induction period in lipoxygenase catalysis.

  1993cited by this paper
• A High-Potential Ferrous Complex and Its Conversion to an Alkylperoxoiron(III) Intermediate. A Lipoxygenase Model

  1993cited by this paper
• The three-dimensional structure of an arachidonic acid 15-lipoxygenase.

  1993cited by this paper
• Mammalian lipoxygenases: molecular structures and functions.

  1992cited by this paper
• EPR spectroscopy of iron−sulfur proteins

  1992cited by this paper
• X-ray absorption spectroscopy of soybean lipoxygenase-1. Influence of lipid hydroperoxide activation and lyophilization on the structure of the non-heme iron active site.

  1992cited by this paper
• Effect of lipid hydroperoxide on lipoxygenase kinetics.

  1992cited by this paper
• 5-lipoxygenase: properties, pharmacology, and the quinolinyl(bridged)aryl class of inhibitors.

  1992cited by this paper
• Electron-transfer reactions of alkylperoxy radicals

  1992cited by this paper
• PLANT LIPOXYGENASE: STRUCTURE AND FUNCTION

  1991cited by this paper
• The molecular biology of mammalian arachidonic acid metabolism.

  1991cited by this paper
• Spectroscopic studies of the non-heme ferric active site in soybean lipoxygenase: magnetic circular dichroism as a probe of electronic and geometric structure. Ligand-field origin of zero-field splitting

  1991cited by this paper
• Recent investigations into the lipoxygenase pathway of plants.

  1991cited by this paper
• The initial characterization of the iron environment in lipoxygenase by Mössbauer spectroscopy.

  1990cited by this paper
• Enzyme-bound pentadienyl and peroxyl radicals in purple lipoxygenase.

  1990cited by this paper
• Observation of a peroxyl radical in samples of purple lipoxygenase

  1990cited by this paper
• Single-crystal spectral studies of Fe(SR)4- [R = 2,3,5,6,-(Me)4C6H]: the electronic structure of the ferric tetrathiolate active site

  1990cited by this paper
• Transverse and longitudinal Zeeman effect on [PPh4][FeCl4]: assignment of the ligand field transitions and the origin of the 6A1 ground-state zerofield splitting

  1989cited by this paper
• Lipid peroxyl radical intermediates in the peroxidation of polyunsaturated fatty acids by lipoxygenase. Direct electron spin resonance investigations.

  1989cited by this paper
• Evidence for water coordinated to the active site iron in soybean lipoxygenase-1

  1988cited by this paper
• Molecular cloning and primary structure of human 15-lipoxygenase.

  1988cited by this paper
• Catecholate complexes of ferric soybean lipoxygenase 1

  1988cited by this paper
• Magnetic susceptibility studies on yellow and anaerobically substrate-treated yellow soybean lipoxygenase-1

  1987cited by this paper
• Organoiron-mediated oxygenation of allylic organotin compounds. A possible chemical model for enzymatic lipoxygenation

  1987cited by this paper
• Leukotrienes and lipoxins: structures, biosynthesis, and biological effects.

  1987cited by this paper
• The nitric oxide complex of ferrous soybean lipoxygenase-1. Substrate, pH, and ethanol effects on the active-site iron.

  1987cited by this paper
• Evidence in favor of an organoiron-mediated pathway for lipoxygenation of fatty acids by soybean lipoxygenase

  1987cited by this paper
• Mechanisms for the autoxidation of polyunsaturated lipids

  1986cited by this paper
• The electron paramagnetic resonance of metalloproteins.

  1985cited by this paper
• The magnetic susceptibility of native soybean lipoxygenase-1. Implications for the symmetry of the iron environmental and the possible coordination of dioxygen to Fe(II)

  1985cited by this paper
• [23] Measurement of metal-ligand distances by EXAFS

  1985cited by this paper
• Substrate fatty acid activation in soybean lipoxygenase-1 catalysis

  1985cited by this paper
• Lipoxygenases, nonheme iron-containing enzymes.

  1984cited by this paper
• Determination of the spin state of iron in native and activated soybean lipoxygenase 1 by paramagnetic susceptibility

  1983cited by this paper
• [52] Lipoxygenase from rabbit reticulocytes: EC 1.13.11.12 Linoleate:oxygen oxidoreductase

  1981cited by this paper
• Lipoxygenase from rabbit reticulocytes.

  1981cited by this paper
• EPR spectroscopy of soybean lipoxygenase-1. Description and quantification of the high-spin fe(III) signals.

  1981cited by this paper
• [53] Lipoxygenase from soybeans: EC 1.13.11.12 Linoleate:oxygen oxidoreductase

  1981cited by this paper
• On the mechanism of action of soybean lipoxygenase-1. A stopped-flow kinetic study of the formation and conversion of yellow and purple enzyme species.

  1977cited by this paper
• Kinetic analysis of the action of soybean lipoxygenase on linoleic acid.

  1976cited by this paper
• Demonstration by EPR spectroscopy of the functional role of iron in soybean lipoxygenase-1.

  1975cited by this paper
• Biosynthesis of leaf alcohol: Kinetic study of lipoxygenase activation process caused by hydroperoxylinoleic acid.

  1975cited by this paper
• The detection of linoleic acid radicals in the anaerobic reaction of lipoxygenase.

  1973cited by this paper
• The origin and structures of dimeric fatty acids from the anaerobic reaction between soya-bean lipoxygenase, linoleic acid and its hydroperoxide.

  1972cited by this paper
• On the specificity of the oxygenation of unsaturated fatty acids catalyzed by soybean lipoxidase.

  1967cited by this paper

• Kinetic and DFT studies on the iron(III)-iodosylbenzene mediated 9,10-dihydroanthracene oxidation relevance to lipoxygenase enzymes: One or multiple oxidants?

  2026cites this paper
• Skin Metabolism of Linoleic Acid: Enzymatic Pathways and Roles in Skin Homeostasis

  2026cites this paper
• Novel Oxadiazole‐Based Bioisostere of Caffeic Acid Phenethyl Ester: Synthesis, Anticancer Activity, and Inhibition of Lipoxygenase Product Biosynthesis

  2025cites this paper
• Biophysical insight into the interaction mechanism of 4-bromo-N-(thiazol-2- yl)benzenesulfonamide and human serum albumin using multi-spectroscopic and computational studies.

  2024cites this paper
• Ferroptosis and its modulators: A raising target for cancer and Alzheimer's disease.

  2023cites this paper
• Recombinant Soybean Lipoxygenase 2 (GmLOX2) Acts Primarily as a ω6(S)-Lipoxygenase

  2023cites this paper
• Investigating anti-inflammatory actions of marine algal compound against lipoxygenase concentrating on therapeutic applications through computational approach

  2023cites this paper
• Second-Sphere Lattice Effects in Copper and Iron Zeolite Catalysis.

  2022cites this paper
• Arachidonate 15-lipoxygenase type B: Regulation, function, and its role in pathophysiology

  2022cites this paper
• The Properties of Hydrotris(3‐mesitylpyrazol‐1‐yl) Borate Iron(II) Complexes with Aryl Carboxylate Co‐ligands – Stabilization of an Iron(III) Alkylperoxide

  2021cites this paper
• In Vitro Synthesis, Structure elucidation and its antioxidant properties of Platinum(IV)-hydrazide complexes: Molecular modeling of free-hydrazides suggested as potent lipoxygenase inhibitor.

  2021cites this paper
• Enyzmes | Lipoxygenases and Their Downstream Oxylipin Products: Harnessing Nature’s Chemical Diversity for Applications in Medicine and Industry

  2020cites this paper
• Synthesis, Characterization and Biological Activity of Ni(II), Cu(II) and Fe(III) Complexes Derived from N2,N6-bis(5-Mercapto-1,3,4-thiadiazol-2-yl)pyridine-2,6-dicarboxamide

  2020cites this paper
• Novel 15-Lipoxygenase-1 Inhibitor Protects Macrophages from Lipopolysaccharide-Induced Cytotoxicity

  2019cites this paper
• Oxidation of Naphthalene with a Manganese(IV) Bis(hydroxo) Complex in the Presence of Acid.

  2018cites this paper
• The Role of 12-Lipoxygenase in the Regulation of Platelet Function

  2018cites this paper
• Reactions of 3‐Acylchromones with Heterocyclic Ketene Aminals: One‐Pot Synthesis and Phosphatase Inhibitory Activity of Fused Pyridine Derivatives

  2017cites this paper
• Inhibition of 12/15-Lipoxygenase Protects Against β-Cell Oxidative Stress and Glycemic Deterioration in Mouse Models of Type 1 Diabetes

  2017cites this paper
• CW and Pulse EPR of Cytochrome P450 to Determine Structure and Function

  2017cites this paper
• The Essential Role of Bond Energetics in C-H Activation/Functionalization.

  2017cites this paper
• Easy and rapid preparation of benzoylhydrazides and their diazene derivatives as inhibitors of 15-lipoxygenase.

  2017cites this paper
• 13C ENDOR Spectroscopy of Lipoxygenase–Substrate Complexes Reveals the Structural Basis for C–H Activation by Tunneling

  2017cites this paper
• Role of the Proximal Cysteine Hydrogen Bonding Interaction in Cytochrome P450 2B4 Studied by Cryoreduction, Electron Paramagnetic Resonance, and Electron-Nuclear Double Resonance Spectroscopy.

  2016cites this paper
• Structure/function correlations over binuclear non-heme iron active sites

  2016cites this paper
• Quinoline-based imidazole-fused heterocycles as new inhibitors of 15-lipoxygenase

  2016cites this paper
• Computational Insights into Five- versus Six-Coordinate Iron Center in Ferrous Soybean Lipoxygenase

  2016cites this paper
• The role of the proximal cysteine hydrogen bonding interaction in cytochrome P450 2B4 studied by cryoreduction/EPR/ENDOR spectroscopy

  2016cites this paper
• The wonderful world of pyridine-2,6-dicarboxamide based scaffolds.

  2016cites this paper
• The reactivity of the active metal oxo and hydroxo intermediates and their implications in oxidations.

  2015cites this paper
• High‐Spin and Low‐Spin States in {FeNO}7, FeIV=O, and FeIII–OOH Complexes and Their Correlations to Reactivity

  2015cites this paper
• Harnessing Enzymatic Promiscuity in Myxochelin Biosynthesis for the Production of 5‐Lipoxygenase Inhibitors

  2015cites this paper
• Enzymatic Studies of Isoflavonoids as Selective and Potent Inhibitors of Human Leukocyte 5‐Lipo‐Oxygenase

  2015cites this paper
• The ONIOM Method and Its Applications.

  2015cites this paper
• In vitro, fluorescence-quenching and computational studies on the interaction between lipoxygenase and 5-hydroxy-3′,4′,7-trimethoxyflavone from Lippia nodiflora L.

  2015influential citation
• Synthesis And Structure-Activity Relationships Studies Of 4-((4-Hydroxy-3-Methoxybenzyl)Amino)Benzenesulfonamide Derivaties As Potent And Selective Inhibitors Of 12-Lipoxygenase

  2014cites this paper
• Computational Studies on Structure Activity and Structure Property Relationships of small Molecules

  2014cites this paper
• Synthesis and Structure − Activity Relationship Studies of 4 ‐ ( ( 2-Hydroxy-3-methoxybenzyl ) amino ) benzenesulfonamide Derivatives as Potent and Selective Inhibitors of 12-Lipoxygenase

  2014cites this paper
• Inflammation, Cancer and Oxidative Lipoxygenase Activity are Intimately Linked

  2014cites this paper
• Potent and Selective Inhibitors of Human Reticulocyte 12/15-Lipoxygenase as Anti-Stroke Therapies

  2014cites this paper
• Pseudoperoxidase investigations of hydroperoxides and inhibitors with human lipoxygenases.

  2013cites this paper
• Modulation of lipoxygenase activity and chemistry-based detection of protein nitration in inflamation

  2013cites this paper
• Modulation of lipoxygenase activity and chemistry-based detection of protein nitration in inflamation

  2013cites this paper
• High hydrostatic pressure inactivation kinetics of the endogenous lipoxygenase in crude silver carp (Hypophthalmichthys molitrix) extract

  2013cites this paper
• Structural and Therapeutic Investigations of Human Lipoxygenase

  2013influential citation
• Lipidomics of essential fatty acids and oxygenated metabolites.

  2013cites this paper
• Identification of Hepatitis C Virus Inhibitors Targeting Different Aspects of Infection Using a Cell-Based Assay

  2012cites this paper
• Investigations of human platelet-type 12-lipoxygenase: role of lipoxygenase products in platelet activation1[S]

  2012cites this paper
• Discovery of potent and selective inhibitors of human platelet-type 12- lipoxygenase.

  2011cites this paper
• Structure–property relationships in series of natural and synthetic inhibitors of catalytic activity of 15-lipoxygenase

  2011cites this paper
• A novel role for iron in modulating the activity and membrane‐binding ability of a trimmed soybean lipoxygenase‐1

  2010cites this paper
• Discovery of potent and selective inhibitors of human reticulocyte 15-lipoxygenase-1.

  2010cites this paper
• Kinetic and structural investigations of the allosteric site in human epithelial 15-lipoxygenase-2.

  2009cites this paper
• Understanding the Zero-Field Splitting of Mononuclear Manganese(II) Complexes from Combined EPR Spectroscopy and Quantum Chemistry

  2009cites this paper
• New Approach for Local Structure Analysis of the Tyrosine Domain in Proteins by Using a Site‐Specific and Polarity‐Sensitive Fluorescent Probe

  2009cites this paper
• Mechanistic investigations of human reticulocyte 15- and platelet 12-lipoxygenases with arachidonic acid.

  2009cites this paper
• biochemical and molecular aspects of olive lipoxygenase

  2009cites this paper
• Enzymatic activation of oxygen in the biosynthesis of polyketide antibiotics

  2009cites this paper
• Substrate specificity effects of lipoxygenase products and inhibitors on soybean lipoxygenase-1.

  2009cites this paper
• Correction for Pau et al., Substrate activation for O2 reactions by oxidized metal centers in biology

  2008cites this paper
• Geometric structure determination of N694C lipoxygenase: a comparative near-edge X-ray absorption spectroscopy and extended X-ray absorption fine structure study.

  2008cites this paper
• Substrate specificity changes for human reticulocyte and epithelial 15-lipoxygenases reveal allosteric product regulation.

  2008cites this paper
• Molecular simulations enlighten the binding mode of quercetin to lipoxygenase‐3

  2008cites this paper
• QSAR study for the soybean 15-lipoxygenase inhibitory activity of organosulfur compounds derived from the essential oil of garlic.

  2007cites this paper
• Structure-activity relationship studies of flavonoids as potent inhibitors of human platelet 12-hLO, reticulocyte 15-hLO-1, and prostate epithelial 15-hLO-2.

  2007cites this paper
• Substrate activation for O2 reactions by oxidized metal centers in biology

  2007cites this paper
• Kinetic and spectroscopic studies of N694C lipoxygenase: a probe of the substrate activation mechanism of a nonheme ferric enzyme.

  2007cites this paper
• Discovery of platelet-type 12-human lipoxygenase selective inhibitors by high-throughput screening of structurally diverse libraries.

  2007cites this paper
• Heterocyclic aryl(phenyl)acetic Acid and aryl acetohydroxamic acids as antiinflammatory -antioxidant agents and inhibitors of lipoxygenase and serine proteases.

  2007cites this paper
• Additivity rule holds in the hydrogen transfer reactivity of unsaturated fatty acids with a peroxyl radical: mechanistic insight into lipoxygenase.

  2006cites this paper
• Novel human lipoxygenase inhibitors discovered using virtual screening with homology models.

  2006cites this paper
• Activités biologiques de composés de la famille des flavonoïdes : approches par des méthodes de chimie quantique et de dynamique moléculaire

  2006cites this paper
• Roles of an 'Inactive' Domain in Catalase-Peroxidase Catalysis: Modulation of Active Site Architecture and Function by Gene Duplication

  2006cites this paper
• Continuous Measurement of the Lipoxygenase-Catalyzed Oxidation of Unsaturated Lipids Using the Monomolecular Film Technique

  2006cites this paper
• Baicalein is a potent in vitro inhibitor against both reticulocyte 15-human and platelet 12-human lipoxygenases.

  2006cites this paper
• Electron-transfer oxidation properties of unsaturated fatty acids and mechanistic insight into lipoxygenases.

  2006cites this paper
• Structure-function correlations in oxygen activating non-heme iron enzymes.

  2005cites this paper
• A Re(V)-catalyzed C-N bond-forming route to human lipoxygenase inhibitors.

  2005cites this paper
• Quantum chemical studies of intermediates and reaction pathways in selected enzymes and catalytic synthetic systems.

  2004cites this paper
• Lipoxygenase Inhibition by Anadanthoflavone, a New Flavonoid from the Aerial Parts of Anadenanthera colubrina

  2004cites this paper
• Lipoxygenase inhibition by anadanthoflavone, a new flavonoid from the aerial parts of Anadenanthera colubrina.

  2004cites this paper
• Spectroscopic characterization of soybean lipoxygenase-1 mutants: the role of second coordination sphere residues in the regulation of enzyme activity.

  2003cites this paper
• Density-functional investigation on the mechanism of H-atom abstraction by lipoxygenase

  2003cites this paper
• Enzymatic hydrogen atom abstraction from polyunsaturated fatty acids.

  2003cites this paper
• Exploring sponge-derived terpenoids for their potency and selectivity against 12-human, 15-human, and 15-soybean lipoxygenases.

  2003cites this paper
• Kinetic investigations of the rate-limiting step in human 12- and 15-lipoxygenase.

  2003cites this paper
• Untersuchungen zur Enzym-Ligand- Wechselwirkung bei tierischen Lipoxygenasen

  2003cites this paper
• Xenobiotic oxidation by hydroperoxidase activity of lipoxygenase immobilized by adsorption on controlled pore glass

  2002cites this paper
• Arachidonate 8(S)-lipoxygenase.

  2002cites this paper
• Structure−Activity Relationship Studies of Nordihydroguaiaretic Acid Inhibitors toward Soybean, 12-Human, and 15-Human Lipoxygenase

  2002cites this paper
• Regulation of enzymatic lipid peroxidation: the interplay of peroxidizing and peroxide reducing enzymes.

  2002cites this paper
• Biocatalysis by the Plant Lipoxygenase Pathway: Oxygenated Fatty Acid Production and Hydroperoxide Lyases

  2002cites this paper
• Mammalian arachidonate 15-lipoxygenases structure, function, and biological implications.

  2002cites this paper
• Lipoxygenase and Associated Enzymes

  2002cites this paper
• Chemistry of biologically important synthetic organoselenium compounds.

  2001cites this paper
• A nonheme iron(II) complex that models the redox cycle of lipoxygenase

  2001cites this paper
• Iron extraction from soybean lipoxygenase 3 and reconstitution of catalytic activity from the apoenzyme.

  2001cites this paper
• Inhibition studies of soybean and human 15-lipoxygenases with long-chain alkenyl sulfate substrates.

  2001cites this paper
• EPR investigation of the active site of recombinant human 5-lipoxygenase: inhibition by selenide.

  2001cites this paper
• Structural and functional characterization of second-coordination sphere mutants of soybean lipoxygenase-1.

  2001cites this paper
• Spectroscopic studies of substrate interactions with clavaminate synthase 2, a multifunctional alpha-KG-dependent non-heme iron enzyme: correlation with mechanisms and reactivities.

  2001cites this paper