Literature DB >> 18793849

Kinetic isotope effects in the oxidation of arachidonic acid by soybean lipoxygenase-1.

Cyril Jacquot1, Sheng Peng, Wilfred A van der Donk.   

Abstract

The reaction of soybean lipoxygenase-1 with linoleic acid has been extensively studied and displays very large kinetic isotope effects. In this work, substrate and solvent kinetic isotope effects as well as the viscosity dependence of the oxidation of arachidonic acid were investigated. The hydrogen atom abstraction step was rate-determining at all temperatures, but was partially masked by a viscosity-dependent step at ambient temperatures. The observed KIEs on k(cat) were large ( approximately 100 at 25 degrees C).

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Year:  2008        PMID： 18793849      PMCID： PMC2652760          DOI： 10.1016/j.bmcl.2008.08.108

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  26 in total

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Journal:  FEBS Lett       Date:  1999-04-16       Impact factor: 4.124

2.  Structural characterization of a pentadienyl radical intermediate formed during catalysis by prostaglandin H synthase-2.

Authors:  S Peng; N M Okeley; A L Tsai; G Wu; R J Kulmacz; W A van der Donk
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Review 4.  Environmentally coupled hydrogen tunneling. Linking catalysis to dynamics.

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5.  Isotope sensitive branching and kinetic isotope effects in the reaction of deuterated arachidonic acids with human 12- and 15-lipoxygenases.

Authors:  Cyril Jacquot; Aaron T Wecksler; Chris M McGinley; Erika N Segraves; Theodore R Holman; Wilfred A van der Donk
Journal:  Biochemistry       Date:  2008-06-12       Impact factor: 3.162

6.  Stopped-flow kinetic investigations of the activation of soybean lipoxygenase-1 and the influence of inhibitors on the allosteric site.

Authors:  Viola C Ruddat; Stephanie Whitman; Theodore R Holman; Claude F Bernasconi
Journal:  Biochemistry       Date:  2003-04-15       Impact factor: 3.162

7.  Density-functional investigation on the mechanism of H-atom abstraction by lipoxygenase.

Authors:  Nicolai Lehnert; Edward I Solomon
Journal:  J Biol Inorg Chem       Date:  2002-11-14       Impact factor: 3.358

8.  Inhibition studies of soybean and human 15-lipoxygenases with long-chain alkenyl sulfate substrates.

Authors:  R Mogul; T R Holman
Journal:  Biochemistry       Date:  2001-04-10       Impact factor: 3.162

9.  Kinetic investigations of the rate-limiting step in human 12- and 15-lipoxygenase.

Authors:  Erika N Segraves; Theodore R Holman
Journal:  Biochemistry       Date:  2003-05-13       Impact factor: 3.162

10.  Synthesis of isotopically labeled arachidonic acids to probe the reaction mechanism of prostaglandin H synthase.

Authors:  Sheng Peng; Nicole M Okeley; Ah-Lim Tsai; Gang Wu; Richard J Kulmacz; Wilfred A van der Donk
Journal:  J Am Chem Soc       Date:  2002-09-11       Impact factor: 15.419
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  5 in total

1.  Synthesis of Site-Specifically 13C Labeled Linoleic Acids.

Authors:  Adam R Offenbacher; Hui Zhu; Judith P Klinman
Journal:  Tetrahedron Lett       Date:  2016-08-22       Impact factor: 2.415

2.  Isotope-reinforced polyunsaturated fatty acids protect yeast cells from oxidative stress.

Authors:  Shauna Hill; Kathleen Hirano; Vadim V Shmanai; Beth N Marbois; Dragoslav Vidovic; Andrei V Bekish; Bradley Kay; Vincent Tse; Jonathan Fine; Catherine F Clarke; Mikhail S Shchepinov
Journal:  Free Radic Biol Med       Date:  2010-10-16       Impact factor: 7.376

3.  Kinetic and structural investigations of the allosteric site in human epithelial 15-lipoxygenase-2.

Authors:  Aaron T Wecksler; Victor Kenyon; Natalie K Garcia; Joshua D Deschamps; Wilfred A van der Donk; Theodore R Holman
Journal:  Biochemistry       Date:  2009-09-15       Impact factor: 3.162

4.  Mechanistic investigations of human reticulocyte 15- and platelet 12-lipoxygenases with arachidonic acid.

Authors:  Aaron T Wecksler; Cyril Jacquot; Wilfred A van der Donk; Theodore R Holman
Journal:  Biochemistry       Date:  2009-07-07       Impact factor: 3.162

5.  Lipidomics Reveals Dramatic Physiological Kinetic Isotope Effects during the Enzymatic Oxygenation of Polyunsaturated Fatty Acids Ex Vivo.

Authors:  Aaron R Navratil; Mikhail S Shchepinov; Edward A Dennis
Journal:  J Am Chem Soc       Date:  2017-12-19       Impact factor: 15.419
  5 in total

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