prostaglandins g

Summary

Summary: A group of physiologically active prostaglandin endoperoxides. They are precursors in the biosynthesis of prostaglandins and thromboxanes. Most frequently encountered member of this group is the prostaglandin G2.

Top Publications

  1. ncbi COX-2-derived endocannabinoid metabolites as novel inflammatory mediators
    Mireille Alhouayek
    Bioanalysis and Pharmacology of Bioactive Lipids Research Group, Louvain Drug Research Institute, Universite Catholique de Louvain, Avenue Emmanuel Mounier 72 B1 72 01, 1200 Bruxelles, Belgium
    Trends Pharmacol Sci 35:284-92. 2014
  2. ncbi pH-dependent effect of pectinase secretion in Penicillium griseoroseum recombinant strains
    Janaina Aparecida Teixeira
    Department of Microbiology BIOAGRO, Federal University of Viçosa Universidade Federal de Viçosa, Vicosa MG, Brazil
    J Basic Microbiol 54:133-41. 2014
  3. ncbi Co-oxidation by cyclooxygenases
    Lawrence M Szewczuk
    GlaxoSmithKline, Collegeville, Pennsylvania, USA
    Curr Protoc Toxicol . 2009
  4. ncbi PGG2, 11R-HPETE and 15R/S-HPETE are formed from different conformers of arachidonic acid in the prostaglandin endoperoxide H synthase-1 cyclooxygenase site
    Elizabeth D Thuresson
    Department of Biochemistry, Michigan State University, East Lansing, MI 48824, USA
    Adv Exp Med Biol 507:67-72. 2002
  5. ncbi Levuglandinyl adducts of proteins are formed via a prostaglandin H2 synthase-dependent pathway after platelet activation
    Olivier Boutaud
    Department of Pharmacology, Vanderbilt University, Nashville, Tennessee 37232 6602, USA
    J Biol Chem 278:16926-8. 2003
  6. ncbi The cyclooxygenase reaction mechanism
    Wilfred A van der Donk
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 South Mathews Ave, Urbana, Illinois 61801, USA
    Biochemistry 41:15451-8. 2002
  7. pmc Determinants of the cellular specificity of acetaminophen as an inhibitor of prostaglandin H(2) synthases
    Olivier Boutaud
    Department of Medicine, Vanderbilt University, Nashville, TN 37232 6602, USA
    Proc Natl Acad Sci U S A 99:7130-5. 2002
  8. ncbi [Specific inhibitors of cyclooxygenase-2 (COX-2): current knowledge and perspectives]
    W T Rioda
    Dipartimento di Medicina Interna e Scienze Biomediche Cattedra di Reumatologia, Universita degli Studi di Parma
    Acta Biomed Ateneo Parmense 72:55-64. 2001
  9. ncbi The cyclooxygenase hydroperoxide product PGG(2) activates synaptic nitric oxide synthase: a possible antioxidant response to membrane lipid peroxidation
    T D Foley
    Biochemistry Program, University of Scranton, Scranton, Pennsylvania 18510, USA
    Biochem Biophys Res Commun 286:235-8. 2001
  10. ncbi Interactions of nitric oxide with lipid peroxidation products under aerobic conditions: inhibitory effects on the formation of malondialdehyde and related thiobarbituric acid-reactive substances
    M d'Ischia
    Department of Organic and Biological Chemistry, University of Naples Federico II, Via Mezzocannone 16, Naples, I 80134, Italy
    Nitric Oxide 4:4-14. 2000

Research Grants

  1. MECHANISTIC STUDIES ON PHOSPHORUS REDOX ENZYMES
    WILLEM VAN DER DONK; Fiscal Year: 2006
  2. 2007 Vitamin B12 and Corphins Gordon Conference
    WILLEM VAN DER DONK; Fiscal Year: 2007

Scientific Experts

  • A L Tsai
  • Olivier Boutaud
  • WILLEM VAN DER DONK
  • T D Foley
  • M d'Ischia
  • Ryszard J Gryglewski
  • Janaina Aparecida Teixeira
  • Mireille Alhouayek
  • Christina K Speirs
  • Lawrence M Szewczuk
  • Marcells A Omole
  • T Inoue
  • I S Filimonov
  • Brian W LeBlanc
  • Seung Jae Myung
  • Anthony J Chubb
  • Claus Schneider
  • Elza Fernandes de Araújo
  • Elizabeth D Thuresson
  • Thamy Lívia Ribeiro Corrêa
  • Giulio G Muccioli
  • Marisa Vieira de Queiroz
  • W T Rioda
  • Yong I Cha
  • Raymond N DuBois
  • Seok Hyung Kim
  • Lilianna Solnica-Krezel
  • Ethan Lee
  • Diane S Sepich
  • E D Thuresson
  • Fang Lin
  • Kristin K Jernigan
  • Helen N Asemota
  • Anas Almaletti
  • Naumih Noah
  • Trevor M Penning
  • Elvira S William
  • Omowunmi A Sadik
  • Jason Gilchrist
  • Lisa Zhou
  • M Murano
  • I Hirata
  • G Wu
  • P V Vrzheshch
  • Theresa P Pretlow
  • Jorge E Albina
  • Earl Lawrence
  • Kishore Guda
  • Ronald M Rerko
  • Min Yan
  • Alysia Kern Lovgren
  • Andrew J Dannenberg
  • Kevin B Nolan
  • Sanford D Markowitz
  • Dawn Dawson
  • Joseph Willis
  • Robert A Newman
  • Desmond J Fitzgerald
  • Jonathan S Reichner
  • Angela Dotson
  • Y Cadroy
  • Edelmiro Moman
  • J L Johnson
  • Guangbin Luo
  • Petra Platzer
  • Alan R Brash
  • William E Boeglin
  • W Steudel
  • Karen M Lakkides
  • S Sakuma
  • William L Smith
  • M Bakovic
  • R J Kulmacz
  • A Nervetti
  • K M Lakkides
  • K A Freed
  • W L Smith
  • Y Osawa
  • C Wei
  • D Dupouy
  • B Boneu
  • K R Maddipati
  • D Walmrath
  • S Rosseau
  • H J Kramer
  • H Schutte
  • W Seeger
  • D Degner
  • M Ohno
  • Y Fujimoto

Detail Information

Publications41

  1. ncbi COX-2-derived endocannabinoid metabolites as novel inflammatory mediators
    Mireille Alhouayek
    Bioanalysis and Pharmacology of Bioactive Lipids Research Group, Louvain Drug Research Institute, Universite Catholique de Louvain, Avenue Emmanuel Mounier 72 B1 72 01, 1200 Bruxelles, Belgium
    Trends Pharmacol Sci 35:284-92. 2014
    ..Recently, several studies have focused on the role of these PG-G or PG-EA in vivo. In this review we take a closer look at the literature concerning these novel bioactive lipids and their role in inflammation. ..
  2. ncbi pH-dependent effect of pectinase secretion in Penicillium griseoroseum recombinant strains
    Janaina Aparecida Teixeira
    Department of Microbiology BIOAGRO, Federal University of Viçosa Universidade Federal de Viçosa, Vicosa MG, Brazil
    J Basic Microbiol 54:133-41. 2014
    ..The data obtained in this study will help to establish optimal culture conditions that increase production and secretion of recombinant proteins by filamentous fungi. ..
  3. ncbi Co-oxidation by cyclooxygenases
    Lawrence M Szewczuk
    GlaxoSmithKline, Collegeville, Pennsylvania, USA
    Curr Protoc Toxicol . 2009
    ..To return to Fe(3+), electrons come from "co-reductants" and their subsequent oxidation by the enzyme is known as "co-oxidation". The protocols in this unit are aimed at characterizing this side reaction of COXs...
  4. ncbi PGG2, 11R-HPETE and 15R/S-HPETE are formed from different conformers of arachidonic acid in the prostaglandin endoperoxide H synthase-1 cyclooxygenase site
    Elizabeth D Thuresson
    Department of Biochemistry, Michigan State University, East Lansing, MI 48824, USA
    Adv Exp Med Biol 507:67-72. 2002
  5. ncbi Levuglandinyl adducts of proteins are formed via a prostaglandin H2 synthase-dependent pathway after platelet activation
    Olivier Boutaud
    Department of Pharmacology, Vanderbilt University, Nashville, Tennessee 37232 6602, USA
    J Biol Chem 278:16926-8. 2003
    ..They also demonstrate that a physiological stimulus is sufficient to lead to the lipid modification of proteins through the levuglandin pathway in human platelets...
  6. ncbi The cyclooxygenase reaction mechanism
    Wilfred A van der Donk
    Department of Chemistry, University of Illinois at Urbana Champaign, 600 South Mathews Ave, Urbana, Illinois 61801, USA
    Biochemistry 41:15451-8. 2002
  7. pmc Determinants of the cellular specificity of acetaminophen as an inhibitor of prostaglandin H(2) synthases
    Olivier Boutaud
    Department of Medicine, Vanderbilt University, Nashville, TN 37232 6602, USA
    Proc Natl Acad Sci U S A 99:7130-5. 2002
    ..Together these findings support the hypothesis that the clinical action of acetaminophen is mediated by inhibition of PGHS activity, and that hydroperoxide concentration contributes to its cellular selectivity...
  8. ncbi [Specific inhibitors of cyclooxygenase-2 (COX-2): current knowledge and perspectives]
    W T Rioda
    Dipartimento di Medicina Interna e Scienze Biomediche Cattedra di Reumatologia, Universita degli Studi di Parma
    Acta Biomed Ateneo Parmense 72:55-64. 2001
    ..Other (neoplastic) or pre-neoplastic conditions, such as bladder dysplasia, Barret esophagus, attinic keratosis and Alzheimer's disease seem to have benefit from this class of drugs...
  9. ncbi The cyclooxygenase hydroperoxide product PGG(2) activates synaptic nitric oxide synthase: a possible antioxidant response to membrane lipid peroxidation
    T D Foley
    Biochemistry Program, University of Scranton, Scranton, Pennsylvania 18510, USA
    Biochem Biophys Res Commun 286:235-8. 2001
    ..These findings demonstrate that PGG(2)-activated synaptic NOS by a hydroperoxide-mediated pathway and support the view that NOS activation may be an important physiological response to lipid peroxidation...
  10. ncbi Interactions of nitric oxide with lipid peroxidation products under aerobic conditions: inhibitory effects on the formation of malondialdehyde and related thiobarbituric acid-reactive substances
    M d'Ischia
    Department of Organic and Biological Chemistry, University of Naples Federico II, Via Mezzocannone 16, Naples, I 80134, Italy
    Nitric Oxide 4:4-14. 2000
    ....
  11. ncbi Identification of two cyclooxygenase active site residues, Leucine 384 and Glycine 526, that control carbon ring cyclization in prostaglandin biosynthesis
    Claus Schneider
    Department of Pharmacology, Vanderbilt University School of Medicine, Nashville, Tennessee 37232, USA
    J Biol Chem 279:4404-14. 2004
    ..This result suggests that oxygenation specificity can be determined by the orientation of the reacting fatty acid radical and is not a predetermined outcome based solely on the structure of the cyclooxygenase active site...
  12. ncbi The productive conformation of prostaglandin G2 at the peroxidase site of prostaglandin endoperoxide H synthase: docking, molecular dynamics, and site-directed mutagenesis studies
    Anthony J Chubb
    Department of Clinical Pharmacology, Royal College of Surgeons in Ireland, 123 St Stephen s Green, Dublin 2, Ireland
    Biochemistry 45:811-20. 2006
    ..This indicates that the conserved cationic pocket is involved in enzyme-substrate binding...
  13. ncbi The effect of PGG-beta-glucan on neutrophil chemotaxis in vivo
    Brian W LeBlanc
    Department of Surgery, Rhode Island Hospital, NAB 219, 593 Eddy Street, Providence, RI 02903, USA
    J Leukoc Biol 79:667-75. 2006
    ....
  14. pmc 15-Hydroxyprostaglandin dehydrogenase is an in vivo suppressor of colon tumorigenesis
    Seung Jae Myung
    Department of Medicine, Case Western Reserve University, University Hospitals of Cleveland, Cleveland, OH 44106, USA
    Proc Natl Acad Sci U S A 103:12098-102. 2006
    ....
  15. ncbi Molecular oxygen (a substrate of the cyclooxygenase reaction) in the kinetic mechanism of the bifunctional enzyme prostaglandin-H-synthase
    I S Filimonov
    Faculty of Bioengineering and Bioinformatics, Lomonosov Moscow State University, Moscow 119992, Russia
    Biochemistry (Mosc) 72:944-53. 2007
    ....
  16. ncbi Effects of nimesulide, a cyclooxygenase-2 selective inhibitor, on colitis induced tumors
    T Inoue
    Second Department of Internal Medicine, Osaka Medical College, 2 7 Daigakumachi, Takatsuki City, Osaka, 569 8686, Japan
    Inflammopharmacology 16:36-9. 2008
    ..The results show that NIM inhibited both dysplasia and cancer in DSS-treated mice, thus showing that NIM has preventive effects on the remission phase of carcinogenesis...
  17. ncbi Prostacyclin among prostanoids
    Ryszard J Gryglewski
    Jagiellonian Medical Research Centre, Krakow, Sławkowska 17, PL 31 016 Kraków, Poland
    Pharmacol Rep 60:3-11. 2008
    ..In this way, the foundations for the Endothelial Pharmacology were laid...
  18. ncbi Spectroelectrochemical characterization of pain biomarkers
    Marcells A Omole
    Department of Chemistry, Center for Advanced Sensors and Environmental Monitoring, State University of New York at Binghamton, 13902, USA
    Anal Biochem 395:54-60. 2009
    ..1-0.5microg/ml and an LOD of 0.095microg/ml. The results also revealed a linear correlation of the concentration of PGG(2) with an LOD of 0.227microM...
  19. pmc Prostaglandin Gbetagamma signaling stimulates gastrulation movements by limiting cell adhesion through Snai1a stabilization
    Christina K Speirs
    Department of Biological Sciences, Vanderbilt University, Nashville, TN 37232, USA
    Development 137:1327-37. 2010
    ....
  20. ncbi Different catalytically competent arrangements of arachidonic acid within the cyclooxygenase active site of prostaglandin endoperoxide H synthase-1 lead to the formation of different oxygenated products
    E D Thuresson
    Department of Biochemistry, Michigan State University, East Lansing, Michigan 48824, USA
    J Biol Chem 275:8501-7. 2000
    ..These latter results are most simply rationalized by a kinetic model in which arachidonate forms various catalytically competent arrangements only after entering the cyclooxygenase active site...
  21. ncbi A mechanistic study of self-inactivation of the peroxidase activity in prostaglandin H synthase-1
    G Wu
    Division of Hematology, Department of Internal Medicine, University of Texas Health Science Center, Houston, Texas 77030, USA
    J Biol Chem 274:9231-7. 1999
    ..01-0.05 s-1) transition to a terminal species. Rapid-quench and high pressure liquid chromatography analysis indicated that Intermediate III likely retains an intact heme group that is not covalently linked with the PGHS-1 protein...
  22. ncbi Paradoxical effects of resveratrol on the two prostaglandin H synthases
    J L Johnson
    Division of Bioorganic Chemistry, Cayman Chemical Company, Ann Arbor, Michigan 48108, USA
    Prostaglandins Other Lipid Mediat 56:131-43. 1998
    ..A plausible relationship between these observation and the anticarcinogenic activity of resveratrol is discussed...
  23. ncbi Identification of novel arachidonic acid metabolites formed by prostaglandin H synthase
    M Hecker
    Faculty of Biology, University of Konstanz, Federal Republic of Germany
    Eur J Biochem 169:113-23. 1987
    ..Their formation allows to conclude on PGH synthase mechanism and its intermediates for which an extended reaction scheme is proposed...
  24. ncbi Prostaglandin G2 levels during reaction of prostaglandin H synthase with arachidonic acid
    R J Kulmacz
    Department of Biological Chemistry, University of Illinois at Chicago 60680
    Prostaglandins 34:225-40. 1987
    ..These results support the concept of a burst of catalytic action from the cyclooxygenase and a reactive, more sustained, catalytic action from the peroxidase during the reaction of the synthase with arachidonic acid...
  25. ncbi Higher oxidation states of prostaglandin H synthase. EPR study of a transient tyrosyl radical in the enzyme during the peroxidase reaction
    R Karthein
    Physiologische Chemie, Universitat des Saarlandes, Homburg Saar, Federal Republic of Germany
    Eur J Biochem 171:313-20. 1988
    ..A hypothetical role for the tyrosyl radical could be the abstraction of a hydrogen at C-13 of arachidonic acid which is assumed to be the initial step of the cyclooxygenase reaction...
  26. ncbi Morphological and biochemical evidence of protective effect by ONO-3144, a free radical scavenger, on the reoxygenation injury in the anoxic myocardium
    M Ashraf
    Department of Pathology, University of Cincinnati Medical Center, OH 45267
    Am J Cardiovasc Pathol 2:351-64. 1989
    ..Thus, treatment with ONO-3144 provides a great protection against reoxygenation injury to the myocyte and vascular endothelium of the anoxic myocardium, perhaps by scavenging active oxygen species...
  27. pmc Role of endoperoxides in arachidonic acid-induced vasoconstriction in the isolated perfused kidney of the rat
    J Quilley
    Department of Pharmacology, New York Medical College, Valhalla
    Br J Pharmacol 96:111-6. 1989
    ..5. These data suggest that the vasoconstrictor effect of arachidonic acid in the isolated kidney of the rat is mediated by its metabolites, including the prostaglandin endoperoxides...
  28. ncbi Mechanism of inhibition of prostaglandin H synthase by eugenol and other phenolic peroxidase substrates
    D Thompson
    National Institute of Environmental Health Sciences, Laboratory of Molecular Biophysics, Research Triangle Park, North Carolina 27709
    Mol Pharmacol 36:809-17. 1989
    ..We suggest that this inhibition is due to competition with arachidonic acid for the active site of PHS...
  29. ncbi Mitogenic signaling by epidermal growth factor (EGF), but not platelet-derived growth factor, requires arachidonic acid metabolism in BALB/c 3T3 cells. Modulation of EGF-dependent c-myc expression by prostaglandins
    J A Handler
    Laboratory of Molecular Biophysics, National Institute of Environmental Health Sciences, Research Triangle Park, North Carolina 27709
    J Biol Chem 265:3669-73. 1990
    ..These data support the hypothesis that metabolism of arachidonic acid to prostaglandins is necessary for stimulation of c-myc expression by EGF in BALB/c 3T3 cells...
  30. ncbi Studies on the reduction of endogenously generated prostaglandin G2 by prostaglandin H synthase
    T E Eling
    Laboratory of Molecular Biophysics, National Institute of Environmental Health Sciences, Research Triangle Park, North Carolina 27709
    J Biol Chem 266:12348-55. 1991
    ..Our findings indicate that PGG2 formed by the oxidation of arachidonic acid by prostaglandin H synthase in microsomal membranes is reduced preferentially by prostaglandin H synthase...
  31. ncbi Higher oxidation states of prostaglandin H synthase. Rapid electronic spectroscopy detected two spectral intermediates during the peroxidase reaction with prostaglandin G2
    R Dietz
    Physiologische Chemie, Universitat des Saarlandes, Homburg Saar, Federal Republic of Germany
    Eur J Biochem 171:321-8. 1988
    ..A reaction scheme for prostaglandin H synthase is proposed where the tyrosyl radical of intermediate II activates the cyclooxygenase reaction...
  32. ncbi Acetaminophen and analogs as cosubstrates and inhibitors of prostaglandin H synthase
    P J Harvison
    Department of Medicinal Chemistry, University of Washington, Seattle 98195
    Chem Biol Interact 64:251-66. 1988
    ..At least one of the intermediate complexes is reduced by relatively low concentrations of APAP and stimulates PGHS, whereas another intermediate complex is reduced by APAP at higher concentrations to inhibit the enzyme...
  33. ncbi Arachidonic acid enhances the tissue factor expression of mononuclear cells by the cyclo-oxygenase-1 pathway: beneficial effect of n-3 fatty acids
    Y Cadroy
    Laboratoire de Recherche sur l Hémostase et la Thrombose, Centre Hospitalo Universitaire Purpan, Toulouse, France
    J Immunol 160:6145-50. 1998
    ..Dietary n-3 fatty acids exert part of their beneficial effect by modulating this procoagulant activity differently from AA...
  34. ncbi Endotoxin priming of thromboxane-related vasoconstrictor responses in perfused rabbit lungs
    W Steudel
    Department of Internal Medicine, Justus Liebig University, 35385 Giessen, Germany
    J Appl Physiol (1985) 83:18-24. 1997
    ....
  35. ncbi Comparison of peroxidase reaction mechanisms of prostaglandin H synthase-1 containing heme and mangano protoporphyrin IX
    A L Tsai
    Division of Hematology, Department of Internal Medicine, University of Texas Health Science Center at Houston, Houston, Texas 77030, USA
    J Biol Chem 272:8885-94. 1997
    ..The difference in rate constants explains the observed lower steady-state peroxidase activity of Mn-PGHS compared with Fe-PGHS...
  36. ncbi Effects of Fe(2+), Zn(2+), Cu(2+) and Se(4+) on the synthesis and catabolism of prostaglandins in rabbit gastric antral mucosa
    S Sakuma
    Department of Hygienic Chemistry, Osaka University of Pharmaceutical Sciences, Kawai, Matsubara, Osaka, Japan
    Prostaglandins Leukot Essent Fatty Acids 54:193-7. 1996
    ..These results suggest that Fe(2+), Zn(2+), Cu(2+) and Se(4+) can be modulators of the gastric antral mucosal PG levels by affecting the PG synthesizing enzymes, PG catabolizing enzyme and/or non-enzymatic reduction of PGG or PGH to PGF...
  37. ncbi Reactions of prostaglandin endoperoxide synthase and its compound I with hydroperoxides
    M Bakovic
    Department of Chemistry, University of Alberta, Edmonton, Canada
    J Biol Chem 271:2048-56. 1996
    ..0 +/- 0.2) x 10(6) M-1 s-1 at 3.0 +/- 0.2 degrees C. Results are discussed in the context of the current state of knowledge of the mechanisms of the cyclooxygenase and peroxidase reactions of prostaglandin endoperoxide synthase...
  38. ncbi Prostaglandin G/H synthase-1 messenger RNA relative abundance in human amnion, choriodecidua and placenta before, during and after spontaneous-onset labour at term
    K A Freed
    Department of Perinatal Medicine, Royal Women s Hospital, Carlton, Vic, Australia
    Gynecol Obstet Invest 39:73-8. 1995
    ....
  39. ncbi The effects of E series prostaglandins on blastogenic responses in vitro and graft vs. host responses in vivo
    G P Duffie
    Department of Pathology, Loyola University School of Medicine, Maywood, Illinois 60153
    Immunopharmacol Immunotoxicol 10:597-615. 1988
    ..We conclude that prostaglandins of the E series can function as immunosuppressive reagents both in vitro and in vivo. In the future they may serve to augment existing forms of immunosuppressive therapy...
  40. ncbi Changes in the concentrations of prostaglandins E and F in the utero-placental tissues of late pregnant rabbit after the administration of oxytocin or prostaglandin F2 alpha
    I Nagata
    Department of Obstetrics and Gynecology, National Defense Medical College, Saitama
    Nihon Sanka Fujinka Gakkai Zasshi 40:90-6. 1988
    ..However, the myometrial PGF concentration did not increase after the administration of oxytocin...
  41. ncbi Effects of various prostaglandin synthesis inhibitors on the tone of the lower oesophageal sphincter in man
    M Cagossi
    Department of Surgery, Catholic University School of Medicine, Rome, Italy
    Eur J Clin Pharmacol 43:303-5. 1992
    ..This may have been due to the markedly different tissue distribution of the drug. The results suggest that endogenous prostaglandins physiologically exert an inhibitory influence on LES function...

Research Grants2

  1. MECHANISTIC STUDIES ON PHOSPHORUS REDOX ENZYMES
    WILLEM VAN DER DONK; Fiscal Year: 2006
    ..The studies on HtxA focus on potential use of alternative substrates as well as developing a fundamental understanding of the mode of catalysis. ..
  2. 2007 Vitamin B12 and Corphins Gordon Conference
    WILLEM VAN DER DONK; Fiscal Year: 2007
    ..unreadable] [unreadable] [unreadable]..