Abstract
The effect of oxygen concentration on the regiospecificity of the soybean lipoxygenase-1 dioxygenation reaction was studied. At low oxygen concentrations (<5 microM), a dramatic change in the regiospecificity of the enzyme was observed with the hydroperoxy-octadecadienoic acid (HPOD) 13:9 ratio closer to 50:50 instead of the generally reported 95:5. This alteration of regiospecificity is not an isolated phenomenon, since it occurs during a reaction carried out under "classical" conditions, i.e. in a buffer saturated with air before the reaction. beta-carotene bleaching and electronic paramagnetic resonance findings provided evidence that substrate-derived free radical species are released from the enzyme. The kinetic scheme proposed by Schilstra et al. (Schilstra, M. J., Veldink, G. A. & Vliegenthart, J. F. G. (1994) Biochemistry 33, 3974-3979) was thus expanded to account for the observed variations in specificity. The equations describing the branched scheme show two different kinetic pathways: a fully enzymatic one leading to a regio-isomeric composition of 13-HPOD:9-HPOD = 95:5, and a semienzymatic one leading to a regio-isomeric composition of 13-HPOD:9-HPOD = 50:50. The ratio between the two different pathways depends on ...Continue Reading
References
Oct 1, 1978·Archives of Biochemistry and Biophysics·C S RamadossB Axelrod
Jan 23, 1975·Biochimica Et Biophysica Acta·J J de GrootB F van Gelder
Jan 2, 1976·European Journal of Biochemistry·M R EgmondP M Fasella
Sep 21, 1976·Biochemistry·M J Gibian, R A Galaway
Feb 1, 1992·Archives of Biochemistry and Biophysics·C SchöneichK D Asmus
Oct 1, 1991·Trends in Biochemical Sciences·T Schewe, H Kühn
Oct 1, 1991·Analytical Biochemistry·C PourplancheD Thomas
Jul 30, 1991·Biochimica Et Biophysica Acta·H W Gardner
Jul 31, 1990·Biochemical and Biophysical Research Communications·V NikolaevC C Reddy
Feb 20, 1989·Biochimica Et Biophysica Acta·H W Gardner
Jan 1, 1989·Free Radical Biology & Medicine·H W Gardner
Sep 4, 1987·Science·B SamuelssonC N Serhan
Feb 9, 1988·Biochemistry·J B GaleyJ C Chottard
Apr 1, 1971·The Biochemical Journal·G J GarssenJ Boldingh
Jan 1, 1980·Progress in Lipid Research·E N Frankel
Oct 31, 1995·Biochemistry·M H Glickman, J P Klinman
Dec 1, 1994·Cancer Metastasis Reviews·K V HonnW Hagmann
Feb 1, 1995·Lipids·H AraiK Takama
Apr 5, 1994·Biochemistry·M J SchilstraJ F Vliegenthart
Apr 26, 1994·Biochemistry·M J NelsonS P Seitz
Aug 3, 1993·Biochemistry·M J SchilstraJ F Vliegenthart
Feb 16, 1993·Biochemistry·Z X WangD K Srivastava
Jun 4, 1996·Biochemistry·G D JonesM T Wilson
Oct 1, 1996·Biochemistry·M H Glickman, J P Klinman
Citations
Jun 28, 2000·Archives of Biochemistry and Biophysics·I A ButovichC C Reddy
Feb 16, 1999·Biochimica Et Biophysica Acta·I JuránekS Yamamoto
Apr 21, 1999·Progress in Lipid Research·A Grechkin
Apr 11, 2001·Biochimica Et Biophysica Acta·I A Butovich, C C Reddy
Sep 22, 2001·Biochimica Et Biophysica Acta·F ClemensP Frohberg
Jun 24, 2008·Biochemistry·Aaron T WeckslerTheodore R Holman
Apr 13, 2006·Chemical Communications : Chem Comm·Aaron MasonAmnon Kohen
Feb 17, 2001·European Journal of Biochemistry·R K HughesR Casey
May 30, 2002·Biological Chemistry·Noriko NoguchiEtsuo Niki
Mar 9, 2013·Journal of Lipid Research·Eleanor P DobsonJacqui L Adcock
May 12, 2005·The FEBS Journal·Igor IvanovHermann-Georg Holzhütter
Aug 11, 2004·Prostaglandins, Leukotrienes, and Essential Fatty Acids·Balaji MuralidharMark J Arends
Aug 31, 2014·Food Chemistry·Stéphanie BrandicourtAnne-Marie Riquet
Jan 18, 2007·Journal of Lipid Research·Tokuko TakajoIchiro Koshiishi
Aug 18, 2005·Journal of Lipid Research·Ichiro KoshiishiMakiko Komatsu
Sep 18, 2015·PloS One·Kyoung-Rok KimDeok-Kun Oh
Mar 3, 2020·Chemical & Pharmaceutical Bulletin·Yuta Takigawa, Ichiro Koshiishi
Jan 7, 2006·The Biochemical Journal·Ichiro KoshiishiMakiko Komatsu
Feb 13, 2016·The Journal of Biological Chemistry·Lara Collazo, Judith P Klinman
Jan 1, 2017·Comprehensive Reviews in Food Science and Food Safety·Stefan HaywardPieter Swart