Metabolism of the lipid peroxidation product, 4-hydroxy-trans-2-nonenal, in isolated perfused rat heart.

The Journal of Biological Chemistry
S SrivastavaAruni Bhatnagar

Abstract

The metabolism of 4-hydroxy-trans-2-nonenal (HNE), an alpha, beta-unsaturated aldehyde generated during lipid peroxidation, was studied in isolated perfused rat hearts. High performance liquid chromatography separation of radioactive metabolites recovered from [3H]HNE-treated hearts revealed four major peaks. Based on the retention times of synthesized standards, peak I, which accounted for 20% radioactivity administered to the heart, was identified to be due to glutathione conjugates of HNE. Peaks II and III, containing 2 and 37% radioactivity, were assigned to 1, 4-dihydroxy-2-nonene (DHN) and 4-hydroxy-2-nonenoic acid, respectively. Peak IV was due to unmetabolized HNE. The electrospray ionization mass spectrum of peak I revealed two prominent metabolites with m/z values corresponding to [M + H]+ of HNE and DHN conjugates with glutathione. The presence of 4-hydroxy-2-nonenoic acid in peak III was substantiated using gas chromatography-chemical ionization mass spectroscopy. When exposed to sorbinil, an inhibitor of aldose reductase, no GS-DHN was recovered in the coronary effluent, and treatment with cyanamide, an inhibitor of aldehyde dehydrogenase, attenuated 4-hydroxy-2-nonenoic acid formation. These results show that the ...Continue Reading

References

Jul 1, 1975·Zeitschrift Für Naturforschung. Section C: Biosciences·H EsterbauerN Scholz
Oct 1, 1992·Biochemical Medicine and Metabolic Biology·A Bhatnagar, S K Srivastava
Jan 1, 1991·Free Radical Biology & Medicine·H EsterbauerH Zollner
Jan 1, 1990·Methods in Enzymology·B Halliwell, J M Gutteridge
Oct 1, 1990·Toxicology and Applied Pharmacology·T J MonksP J van Bladeren
Jan 1, 1988·Pharmacology & Therapeutics·N E Sladek
Jul 1, 1987·Chemistry and Physics of Lipids·M TsuchidaK Aibara
Jan 7, 1985·FEBS Letters·P AlinB Mannervik
Jul 5, 1985·Biochimica Et Biophysica Acta·B Das, S K Srivastava
Sep 8, 1995·The Journal of Biological Chemistry·H M LanderA Novogrodsky
May 28, 1993·Biochemical and Biophysical Research Communications·K M Dipple, D W Crabb
Feb 15, 1995·Biochemical and Biophysical Research Communications·F A Van NieuwenhovenJ F Glatz
Aug 2, 1994·Proceedings of the National Academy of Sciences of the United States of America·R G Nath, F L Chung
Dec 26, 1995·Biochemical and Biophysical Research Communications·S SrivastavaN H Ansari
Sep 1, 1995·Journal of Cardiovascular Pharmacology·A Bhatnagar
Apr 2, 1996·Proceedings of the National Academy of Sciences of the United States of America·A YoritakaY Mizuno
Sep 13, 1996·Biochemical and Biophysical Research Communications·S SpycherA Azzi
Jun 1, 1996·Biochemical and Molecular Medicine·N H AnsariS K Srivastava
Jan 25, 1996·Chemistry and Physics of Lipids·A Mlakar, G Spiteller
Feb 1, 1997·FASEB Journal : Official Publication of the Federation of American Societies for Experimental Biology·S E SpycherA Azzi
Jul 1, 1994·Journal of the American Society for Mass Spectrometry·M R Emmett, R M Caprioli

❮ Previous
Next ❯

Citations

Jul 28, 1999·Rapid Communications in Mass Spectrometry : RCM·A M GioacchiniP Traldi
Aug 5, 2003·BioFactors·Henry Jay Forman, Dale A Dickinson
May 24, 2001·Archives of Biochemistry and Biophysics·S W Luckey, D R Petersen
May 22, 2013·Cardiovascular Toxicology·Helen BenešSharda P Singh
Jun 14, 2005·The Journal of Heart and Lung Transplantation : the Official Publication of the International Society for Heart Transplantation·André RennerOlaf Elert
Apr 18, 2001·Chemico-biological Interactions·J M PetrashT Harter
Apr 27, 2001·Mechanisms of Ageing and Development·G Spiteller
Aug 2, 2003·Molecular Aspects of Medicine·Werner Siems, Tilman Grune
Aug 2, 2003·Molecular Aspects of Medicine·Henry Jay FormanKaren E Iles
Aug 2, 2003·Molecular Aspects of Medicine·Yogesh C AwasthiSanjay Awasthi
Apr 12, 2003·Progress in Lipid Research·Koji Uchida
Oct 8, 1999·Toxicology Letters·S S SinghalY C Awasthi
Apr 28, 2001·Biochimica Et Biophysica Acta·P SpitellerG Spiteller
Dec 22, 1999·The Plant Journal : for Cell and Molecular Biology·N DeightonB Williamson
Sep 21, 2000·Kidney International. Supplement·M Dunlop
Jan 10, 2012·The Journal of Biological Chemistry·Elena VladykovskayaSanjay Srivastava
Oct 7, 2004·The Journal of Biological Chemistry·Sanjay SrivastavaAruni Bhatnagar
Jan 29, 2008·The Journal of Biological Chemistry·Karin KaiserovaAruni Bhatnagar
Mar 7, 2001·Antioxidants & Redox Signaling·M ParolaM U Dianzani
Nov 23, 2006·Antioxidants & Redox Signaling·Stefan W RyterAugustine M K Choi
May 23, 2012·Antioxidants & Redox Signaling·Vikas KumarMarkus Michael Bachschmid
Nov 19, 2008·Toxicological Sciences : an Official Journal of the Society of Toxicology·J Christopher StatesAaron Barchowsky
Dec 18, 2002·Annals of the New York Academy of Sciences·Dale A Dickinson, Henry Jay Forman
Feb 24, 2009·Molecular Pharmacology·Paiboon JungsuwadeeMary Vore
Nov 17, 2010·Biochemistry. Biokhimii︠a︡·E E Dubinina, V A Dadali
Nov 8, 2011·Respiratory Research·Umesh C S YadavSatish K Srivastava
Sep 3, 2005·Reproductive Biology and Endocrinology : RB&E·Junichi FujiiFutoshi Okada
May 30, 2002·Biological Chemistry·Dean G TangJames P Kehrer
Mar 8, 2006·Clinical Chemistry and Laboratory Medicine : CCLM·Ingrid ZitnanováZdenka Duracková
Jan 25, 2007·Clinical Chemistry and Laboratory Medicine : CCLM·Angela CasadoRocío Ruíz
Jun 19, 2010·Cardiovascular Research·Che-Hong ChenDaria Mochly-Rosen
Apr 17, 2001·Biochemical and Biophysical Research Communications·J Z ChengY C Awasthi
May 9, 2014·Toxicological Sciences : an Official Journal of the Society of Toxicology·Timothy E O'TooleAruni Bhatnagar

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