Nitric oxide trapping of tyrosyl radicals generated during prostaglandin endoperoxide synthase turnover. Detection of the radical derivative of tyrosine 385.

The Journal of Biological Chemistry
D C GoodwinL J Marnett

Abstract

Tyrosyl radicals have been detected during turnover of prostaglandin endoperoxide H synthase (PGHS), and they are speculated to participate in cyclooxygenase catalysis. Spectroscopic approaches to elucidate the identity of the radicals have not been definitive, so we have attempted to trap the radical(s) with nitric oxide (NO). NO quenched the EPR signal generated by reaction of purified ram seminal vesicle PGHS with arachidonic acid, suggesting that NO coupled with a tyrosyl radical to form inter alia nitrosocyclohexadienone. Subsequent formation of nitrotyrosine was detected by Western blotting of PGHS incubated with NO and arachidonic acid or organic hydroperoxides using an antibody against nitrotyrosine. Both arachidonic acid and NO were required to form nitrotyrosine, and tyrosine nitration was blocked by the PGHS inhibitor indomethacin. The presence of superoxide dismutase had no effect on nitration, indicating that peroxynitrite was not the nitrating agent. To identify which tyrosines were nitrated, PGHS was digested with trypsin, and the resulting peptides were separated by high pressure liquid chromatography and monitored with a diode array detector. A single peptide was detected that exhibited a spectrum consistent wi...Continue Reading

References

Apr 1, 1979·Archives of Biochemistry and Biophysics·M E HemlerW E Lands
Apr 24, 1991·Biochimica Et Biophysica Acta·W L Smith, L J Marnett
Jan 1, 1990·Methods in Enzymology·R OdenwallerL J Marnett
Sep 15, 1995·The Biochemical Journal·J P EiserichB Halliwell
Feb 15, 1995·Biochemical and Biophysical Research Communications·L C HsiW L Smith
Sep 1, 1994·Archives of Biochemistry and Biophysics·A L TsaiR J Kulmacz
Jan 26, 1996·The Journal of Biological Chemistry·M Bakovic, H B Dunford
Jan 1, 1996·Advances in Immunology·W L Smith, D L Dewitt
Dec 27, 1996·The Journal of Biological Chemistry·W L SmithD L DeWitt

❮ Previous
Next ❯

Citations

Oct 24, 2006·Amino Acids·A Trostchansky, H Rubbo
Sep 12, 2000·Current Hypertension Reports·R Busse, I Fleming
Aug 30, 2000·Prostaglandins & Other Lipid Mediators·A Tsai, R J Kulmacz
Jul 20, 2002·Toxicology·Michael R GuntherRonald P Mason
Dec 14, 2006·Prostaglandins & Other Lipid Mediators·Rita K UpmacisDavid P Hajjar
Sep 28, 2000·Current Opinion in Chemical Biology·L J Marnett
Sep 16, 1998·Current Opinion in Chemical Biology·L J Marnett, A S Kalgutkar
Sep 29, 2011·Chemical Reviews·William L SmithPer-Johan Jakobsson
Mar 4, 2010·Journal of the American Chemical Society·Ruba S DeebDavid P Hajjar
Dec 4, 2002·Nature Reviews. Drug Discovery·Patrick Vallance, James Leiper
Jan 27, 2011·The Journal of Biological Chemistry·Andrés TrostchanskyHomero Rubbo
Apr 30, 2003·Antioxidants & Redox Signaling·Valerie B O'Donnell
May 15, 2012·Antioxidants & Redox Signaling·Stefan SchildknechtMarkus Michael Bachschmid
May 25, 1999·Protein Science : a Publication of the Protein Society·A M Dean, F M Dean
Feb 20, 2008·Biochemistry. Biokhimii︠a︡·A N OsipovYu A Vladimirov
Mar 27, 2001·Annual Review of Pharmacology and Toxicology·K L DavisF Murad
Mar 5, 1999·Drug Metabolism Reviews·D C GoodwinL J Marnett
Sep 10, 2013·Progrès en urologie : journal de l'Association française d'urologie et de la Société française d'urologie·X GaméB Malavaud
Mar 23, 2012·Journal of Cellular and Molecular Medicine·Eugenio RosadoJoan-Carles García-Pagán
Jul 19, 2006·Prostaglandins & Other Lipid Mediators·Rita K UpmacisDavid P Hajjar
Dec 27, 2005·Biochemical and Biophysical Research Communications·Stefan SchildknechtMarkus Bachschmid
Aug 24, 2005·Biochemical and Biophysical Research Communications·Richard J Kulmacz
Jun 21, 2005·Free Radical Biology & Medicine·Duen-Suey ChouJoen-Rong Sheu
Feb 14, 2012·Expert Opinion on Therapeutic Targets·Sanjay MalhotraSunanda Ghosh Dastidar
May 5, 1999·Current Opinion in Chemical Biology·J T Groves
Aug 9, 2011·Nitric Oxide : Biology and Chemistry·Sangwon F Kim
May 15, 2004·Bioorganic & Medicinal Chemistry·Alessandro PezzellaMarco d'Ischia
Oct 5, 2002·Journal of Lipid Research·Ruba S DeebRita K Upmacis
Sep 4, 2003·The Journal of Biological Chemistry·Steve A SeiboldWilliam L Smith
Aug 7, 1999·The Journal of Biological Chemistry·L J MarnettC A Lanzo
Aug 4, 1998·FEBS Letters·R J Kulmacz

❮ Previous
Next ❯

Related Concepts

Related Feeds

ASBMB Publications

The American Society for Biochemistry and Molecular Biology (ASBMB) includes the Journal of Biological Chemistry, Molecular & Cellular Proteomics, and the Journal of Lipid Research. Discover the latest research from ASBMB here.