Arachidonic acid 15-lipoxygenase products from human eosinophils.

A series of six derivatives of arachidonic acid containing a conjugated triene system and hydroxyl groups at C-15 and at C-8 or C-14 (15-series leukotrienes) was isolated from eosinophil-rich human leukocyte preparations. Among classes of leukocytes in these preparations, eosinophils were the dominant source of the 15-series leukotrienes. The most abundant arachidonate metabolite recovered from human eosinophils was 15(S)-hydroxy-5,8,11-cis-13-trans-eicosatetraenoic acid. This compound was synthesized by a lipoxygenase enzyme and is a reduction product of the precursor to the 15-series leukotrienes (15(S)-hydroperoxy-5,8,11-cis-13-trans-eicosatetraenoic acid).

• Publication year

  1982

• Venue

  Journal of Biological Chemistry

• Publication date

  1982-06-25

• Fields of study

  Biology, Medicine, Chemistry

• Identifiers
  DOI 10.1016/s0021-9258(18)34538-1PMID 6806264
• 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.

• Formation of a novel dihydroxy acid from arachidonic acid by lipoxygenase-catalyzed double oxygenation in rat mononuclear cells and human leukocytes.

  1982cited by this paper
• Leukotriene generation by eosinophils

  1982cited by this paper
• Leukotrienes: a major step in the understanding of immediate hypersensitivity reactions.

  1981cited by this paper
• Arachidonic acid metabolism in nasal polyps and allergic inflammation.

  1981cited by this paper
• A second pathway of leukotriene biosynthesis in porcine leukocytes.

  1981cited by this paper
• Inhibition of thrombin-induced platelet arachidonic acid release by 15-hydroperoxy-arachidonic acid.

  1981cited by this paper
• Novel leukotrienes: products formed by initial oxygenation of arachidonic acid at C-15.

  1981cited by this paper
• Arachidonic acid 15-lipoxygenase from rabbit peritoneal polymorphonuclear leukocytes. Partial purification and properties.

  1981cited by this paper
• Double dioxygenation of arachidonic acid by soybean lipoxygenase-1. Kinetics and regio-stereo specificities of the reaction steps.

  1981cited by this paper
• Transformation of 15‐hydroperoxy‐5,9,11,13‐eicosatetraenoic acid into novel leukotrienes

  1981cited by this paper
• Preparation of deuterated arachidonic acid.

  1981cited by this paper
• Transformation of arachidonic acid in leukocytes. Isolation and structural analysis of a novel dihydroxy derivative.

  1981cited by this paper
• Preparation and assay of monohydroxy-eicosatetraenoic acids.

  1980cited by this paper
• Comparison of human eosinophils from normals and patients with eosinophilia.

  1980cited by this paper
• Inhibition of leukotriene biosynthesis by the leukocyte product 15-hydroxy-5,8,11,13-eicosatetraenoic acid.

  1980cited by this paper
• Enhanced helminthotoxic capacity of eosinophils from patients with eosinophilia.

  1980cited by this paper
• The regulation of human eosinophil function by endogenous mono-hydroxy-eicosatetraenoic acids (HETEs).

  1980cited by this paper
• Arachidonic acid metabolism in polymorphonuclear leukocytes: unstable intermediate in formation of dihydroxy acids.

  1979cited by this paper
• Arachidonic acid metabolism in polymorphonuclear leukocytes: effects of ionophore A23187.

  1979cited by this paper
• EFFECTS OF MODULATORS OF ARACHIDONIC ACID METABOLISM ON THE SYNTHESIS AND RELEASE OF SLOW‐REACTING SUBSTANCE OF ANAPHYLAXIS

  1979cited by this paper
• Transformation of arachidonic acid by rabbit polymorphonuclear leukocytes. Formation of a novel dihydroxyeicosatetraenoic acid.

  1979cited by this paper
• Leukotriene C: a slow-reacting substance from murine mastocytoma cells.

  1979cited by this paper
• The autoxidation of arachidonic acid: formation of the proposed SRS-A intermediate.

  1979cited by this paper
• A new method for the purification of human eosinophils and neutrophils, and a comparison of the ability of these cells to damage schistosomula of Schistosoma mansoni.

  1979cited by this paper
• Introduction of a nomenclature: leukotrienes.

  1979cited by this paper
• Transformation of arachidonic acid and homo-gamma-linolenic acid by rabbit polymorphonuclear leukocytes. Monohydroxy acids from novel lipoxygenases.

  1976cited by this paper
• A lipid peroxide inhibits the enzyme in blood vessel microsomes that generates from prostaglandin endoperoxides the substance (prostaglandin X) which prevents platelet aggregation.

  1976cited by this paper
• Prostaglandin endoperoxides. Novel transformations of arachidonic acid in human platelets.

  1974cited by this paper
• Oxygenation of unsaturated fatty acids by the vesicular gland of sheep.

  1967cited by this paper

• The emerging role of 12/15-lipoxygenase in ischemic stroke.

  2025cites this paper
• Daily challenge-hindrance stress and work engagement in preschool teacher: the role of affect and mindfulness

  2024cites this paper
• Structural basis for altered positional specificity of 15-lipoxygenase-1 with 5S-HETE and 7S-HDHA and the implications for the biosynthesis of resolvin E4.

  2022cites this paper
• Single Cell RNA Sequencing Reveals a Unique Monocyte Population in Bronchoalveolar Lavage Cells of Mice Challenged with Afghanistan Particulate Matter and Allergen.

  2021cites this paper
• Eosinophils synthesize trihydroxyoctadecenoic acids (TriHOMEs) via a 15-lipoxygenase dependent process.

  2020cites this paper
• The Biosynthesis of Enzymatically Oxidized Lipids

  2020cites this paper
• Modulation of blood inflammatory markers by benralizumab in patients with eosinophilic airway diseases

  2019cites this paper
• Role of Eosinophil Granulocytes in Allergic Airway Inflammation Endotypes

  2016cites this paper
• Until Death Do Us Part: Necrosis and Oxidation Promote the Tumor Microenvironment

  2016cites this paper
• Untersuchungen zum Polymorphismus der alpha – 1 – Antitrypsin – und ALOX15 – Gene in der indonesischen Bevölkerung und die pathophysiologischen Rollen der Enzyme bei der chronisch – obstruktiven Lungenerkrankung (COPD) und Artheriosklerose

  2016influential citation
• A broad-spectrum lipidomics screen of antiinflammatory drug combinations in human blood.

  2016cites this paper
• Identification of 6-benzyloxysalicylates as a novel class of inhibitors of 15-lipoxygenase-1.

  2015cites this paper
• Biosynthesis, biological effects, and receptors of hydroxyeicosatetraenoic acids (HETEs) and oxoeicosatetraenoic acids (oxo-ETEs) derived from arachidonic acid.

  2015cites this paper
• Identification of arachidonic acid metabolites formed through the 15-lipoxygenase-1 pathway

  2013cites this paper
• The eosinophil chemoattractant 5-oxo-ETE and the OXE receptor.

  2013cites this paper
• Chapter 8 – Eosinophil Secretory Functions

  2013cites this paper
• Clinical studies on the role of eicosanoids in the asthmatic airway inflammation

  2013cites this paper
• Biosynthesis of eoxin C4 by porcine leukocytes.

  2012cites this paper
• Histological and ultrastructural studies on the effect of Costus Plant and Amphotericin B on male lung rats infected by Aspergillus niger

  2012cites this paper
• Eosinophils in Human Disease

  2012cites this paper
• COX-2-dependent and -independent biosynthesis of dihydroxy-arachidonic acids in activated human leukocytes

  2012cites this paper
• Studies on arachidonic acid metabolism in normal and malignant hematopoietic cells

  2010cites this paper
• Biosynthesis of 14,15-Hepoxilins in Human L1236 Hodgkin Lymphoma Cells and Eosinophils

  2010cites this paper
• Cloning, purification and characterization of non-human primate 12/15-lipoxygenases.

  2010cites this paper
• 12/15-Lipoxygenase Is an Interleukin-13 and Interferon-γ Counterregulated-Mediator of Allergic Airway Inflammation

  2010cites this paper
• The Role of Hepoxilins in an Asthma-like Mouse Model

  2010cites this paper
• Immunotherapy for cancer: promoting innate immunity.

  2009cites this paper
• On the biosynthesis and biological role of eoxins and 15-lipoxygenase-1 in airway inflammation and Hodgkin lymphoma.

  2009cites this paper
• Concentration of 14,15‐leukotriene C4 (eoxin C4) in bronchoalveolar lavage fluid

  2009cites this paper
• Mice lacking 12/15-lipoxygenase have attenuated airway allergic inflammation and remodeling.

  2008cites this paper
• Hodgkin Reed–Sternberg cells express 15‐lipoxygenase‐1 and are putative producers of eoxins in vivo

  2008cites this paper
• Eoxins are proinflammatory arachidonic acid metabolites produced via the 15-lipoxygenase-1 pathway in human eosinophils and mast cells

  2008cites this paper
• Eicosanoids in tumor progression and metastasis.

  2008cites this paper
• Effects of Proteoglycan on Dextran Sulfate Sodium-Induced Experimental Colitis in Rats

  2008cites this paper
• Synthesis of the Leukotrienes

  2007cites this paper
• Eosinophilic granulocytes and damage-associated molecular pattern molecules (DAMPs): role in the inflammatory response within tumors.

  2007cites this paper
• NF-kB-independent responses activated by bacterial-epithelial interactions: the role ofarachidonic acid metabolites

  2006cites this paper
• Functional polymorphism in ALOX15 results in increased allele‐specific transcription in macrophages through binding of the transcription factor SPI1

  2006cites this paper
• PLATELETS AND VASCULAR OCCLUSION Evidence for 15-HETE synthesis by human umbilical vein endothelial cells

  2005cites this paper
• The effects of diethylcarbamazine on the ultrastructure of lung cells in vivo.

  2005cites this paper
• The role of the EP2 receptor for prostaglandin E2 in mouse skin carcinogenesis

  2005cites this paper
• Double dioxygenation by mouse 8S-lipoxygenase: specific formation of a potent peroxisome proliferator-activated receptor alpha agonist.

  2005cites this paper
• In vitro inhibition of leukotriene B4 formation by exogeneous 5-lipoxygenase inhibitors is associated with enhanced generation of 15-hydroxy-eicosatetraenoic acid (15-HETE) by human neutrophils

  2004cites this paper
• International Union of Pharmacology XLIV. Nomenclature for the Oxoeicosanoid Receptor

  2004cites this paper
• Lipoxins in asthma: potential therapeutic mediators on bronchial inflammation?

  2004cites this paper
• Untersuchungen zur Enzym-Ligand- Wechselwirkung bei tierischen Lipoxygenasen

  2003cites this paper
• 15-lipoxygenase: a Janus enzyme?

  2002cites this paper
• Expression and activation of 15‐lipoxygenase pathway in severe asthma: relationship to eosinophilic phenotype and collagen deposition

  2002cites this paper
• New trends in dual 5-LOX/COX inhibition.

  2002cites this paper
• Pulmonary T cells and eosinophils: coconspirators or independent triggers of allergic respiratory pathology?

  2001cites this paper
• Histamine stimulates alveolar macrophages to release neutrophil and monocyte chemotactic activity.

  2001cites this paper
• Regulation of peroxisome proliferator-activated receptor gamma expression in human asthmatic airways: relationship with proliferation, apoptosis, and airway remodeling.

  2001cites this paper
• 15-Lipoxygenase expression and 15(S)-hydroxyeicoisatetraenoic acid release and reincorporation in induced sputum of asthmatic subjects.

  2000cites this paper
• Metabolism of lipid mediators in human eosinophils.

  2000cites this paper
• Arachidonic acid metabolism in skin health and disease.

  2000cites this paper
• Leukotrienes in rhinitis.

  2000cites this paper
• Arachidonic acid metabolism in skin

  1999cites this paper
• Leukotrienes, lipoxins, and hydroxyeicosatetraenoic acids.

  1999cites this paper
• The arachidonate 12/15 lipoxygenases

  1999cites this paper
• Differential Localization of 5- and 15-Lipoxygenases to the Nuclear Envelope in RAW Macrophages*

  1999cites this paper
• Pharmacology of the eosinophil.

  1999cites this paper
• Interleukin-4 enhances 15-lipoxygenase activity and incorporation of 15(S)-HETE into cellular phospholipids in cultured pulmonary epithelial cells.

  1999cites this paper
• Eosinophil Activation in Ulcerative Colitis (Studies on Mucosal Release and Localization of Eosinophil Granule Constituents)

  1998cites this paper
• Leukotriene A4 Hydrolase

  1998cites this paper
• Inflammatory mediators of asthma: an update.

  1998cites this paper
• The role of leukotrienes in rhinitis

  1998cites this paper
• The effects of 12-lipoxygenase metabolites on vascular permeability in the rat skin

  1997cites this paper
• The effect of 15‐HPETE on airway responsiveness and pulmonary cell recruitment in rabbits

  1997cites this paper
• Exploring the Structure and Function of Mammalian Lipoxygenases by Site-Directed Mutagenesis

  1996cites this paper
• Nasal hyperreactivity and inflammation in allergic rhinitis

  1996cites this paper
• Regulation of 15-lipoxygenase expression in lung epithelial cells by interleukin-4.

  1996cites this paper
• Eosinophil function in health and disease.

  1995cites this paper
• Eosinophils: biology and role in disease.

  1995cites this paper
• 15-lipoxygenase immunoreactivity in normal and in asthmatic airways.

  1995cites this paper
• 5-Oxo-eicosanoids Are Potent Eosinophil Chemotactic Factors.

  1995cites this paper
• 5-Oxo-6,8,11,14-eicosatetraenoic acid is a potent stimulator of human eosinophil migration.

  1995cites this paper
• Lipoxygenase-catalyzed oxygenation of arachidonylethanolamide, a cannabinoid receptor agonist.

  1995cites this paper
• Arachidonate 1 Slipoxygenase

  1995cites this paper
• Epidermal fatty acid oxygenases are activated in non-psoriatic dermatoses.

  1995cites this paper
• An Invited Review

  1995cites this paper
• Erythrocytes increase leukotriene C4 release from human eosinophils: characterization and examination of possible mechanisms

  1994cites this paper
• Beta-oxidation of eicosanoids.

  1994cites this paper
• Leukotrienes Mediate Delayed Airway Effects of 15‐HETE a

  1994cites this paper
• Eosinophils in acute renal allograft rejection.

  1994cites this paper
• 1 – Metabolism of Arachidonic Acid: An Overview

  1994cites this paper
• Interleukin-1 increases 15-hydroxyeicosatetraenoic acid production in human dermal fibroblasts.

  1994cites this paper
• Effect of oral prednisone on airway inflammatory mediators in atopic asthma.

  1994cites this paper
• β-Oxidation of eicosanoids

  1994cites this paper
• Induction of epithelial arachidonate 12-lipoxygenase at active sites of inflammatory bowel disease.

  1993cites this paper
• Stimulation of human neutrophils by 5-oxo-6,8,11,14-eicosatetraenoic acid by a mechanism independent of the leukotriene B4 receptor.

  1993cites this paper
• Human tracheal epithelial cells selectively incorporate 15-hydroxyeicosatetraenoic acid into phosphatidylinositol.

  1993cites this paper
• Transmembrane signaling in human polymorphonuclear neutrophils: 15(S)-hydroxy-(5Z,8Z,11Z,13E)-eicosatetraenoic acid modulates receptor agonist-triggered cell activation.

  1993cites this paper
• Interleukin-8 stimulates the formation of 15-hydroxy-eicosatetraenoic acid by human neutrophilsin vitro

  1992cites this paper
• Epithelial Cells as Modulators

  1992cites this paper
• Pasteurella haemolytica leukotoxin enhances production of leukotriene B4 and 5-hydroxyeicosatetraenoic acid by bovine polymorphonuclear leukocytes

  1992cites this paper
• Giles F. Filley Lecture. Epithelial cells as modulators. Possible role of 15-lipoxygenase in allergic diseases.

  1992cites this paper
• Formation of lipoxins and leukotrienes by human alveolar macrophages incubated with 15(S)-HETE: a model for cellular cooperation between macrophages and airway epithelial cells.

  1992cites this paper
• Identification of 5-oxo-15-hydroxy-6,8,11,13-eicosatetraenoic acid as a novel and potent human eosinophil chemotactic eicosanoid.

  1992cites this paper
• 15-Hydroxyeicosatetraenoic acid (15-HETE) receptors. Involvement in the 15-HETE-induced stimulation of the cryptic 5-lipoxygenase in PT-18 mast/basophil cells.

  1992cites this paper
• Identification on receptors for leukotriene B4 expressed on guinea-pig peritoneal eosinophils.

  1992cites this paper