title: Kinetic isotope effects in the oxidation of arachidonic acid by soybean lipoxygenase-1.
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).
authors.affiliation: Roger Adams Laboratory, Department of Chemistry, University of Illinois, 600 S. Mathews Avenue, Urbana, IL 61801, USA.
authors.forename: Cyril
authors.initials: C
authors.lastname: Jacquot
authors.forename: Sheng
authors.initials: S
authors.lastname: Peng
authors.forename: Wilfred A
authors.initials: WA
authors.lastname: van der Donk
mesh_terms: D016718:Arachidonic Acid / Q000378:metabolism*; D006801:Humans; D006863:Hydrogen-Ion Concentration; D007554:Isotopes; D007700:Kinetics; D019787:Linoleic Acid / Q000378:metabolism*; D008084:Lipoxygenase / Q000378:metabolism*; D010084:Oxidation-Reduction; D013025:Glycine max / Q000201:enzymology*; D013696:Temperature
chemical_list: D007554:Isotopes; D016718:Arachidonic Acid; D019787:Linoleic Acid; C101084:lipoxygenase L-1; D008084:Lipoxygenase
references.citation: J Biol Inorg Chem. 2003 Feb;8(3):294-305
references.pmid: 12589565
references.citation: Biochemistry. 2004 Oct 19;43(41):13063-71
references.pmid: 15476400
references.citation: Microbiology (Reading). 2001 Dec;147(Pt 12):3199-200
references.pmid: 11739752
references.citation: Chem Commun (Camb). 2003 Dec 7;(23):2843-6
references.pmid: 14680206
references.citation: Eur J Biochem. 2002 Jul;269(13):3113-21
references.pmid: 12084051
references.citation: Biochemistry. 1995 Oct 31;34(43):14077-92
references.pmid: 7578005
references.citation: Biochemistry. 1994 Apr 5;33(13):3974-9
references.pmid: 8142401
references.citation: Biochemistry. 1993 Feb 16;32(6):1500-9
references.pmid: 8431429
references.citation: Biochemistry. 2001 Apr 10;40(14):4391-7
references.pmid: 11284695
references.citation: Biochemistry. 2003 Apr 15;42(14):4172-8
references.pmid: 12680771
references.citation: Biochemistry. 1995 May 9;34(18):6159-63
references.pmid: 7742320
references.citation: Org Lett. 2004 Feb 5;6(3):349-52
references.pmid: 14748590
references.citation: Biochemistry. 1982 Mar 16;21(6):1302-7
references.pmid: 7074086
references.citation: Chem Rev. 2006 Aug;106(8):3095-118
references.pmid: 16895320
references.citation: FEBS Lett. 1999 Apr 16;449(1):7-11
references.pmid: 10225417
references.citation: Biochemistry. 2003 May 13;42(18):5236-43
references.pmid: 12731864
references.citation: J Am Chem Soc. 2001 Apr 18;123(15):3609-10
references.pmid: 11472139
references.citation: Biochemistry. 2003 Oct 7;42(39):11466-75
references.pmid: 14516198
references.citation: Biochim Biophys Acta. 1991 Jul 30;1084(3):221-39
references.pmid: 1909580
references.citation: J Am Chem Soc. 2003 Jul 30;125(30):8988-9
references.pmid: 15369335
references.citation: Biochemistry. 2000 Apr 25;39(16):4801-7
references.pmid: 10769137
references.citation: Biochemistry. 2008 Jul 8;47(27):7295-303
references.pmid: 18547056
references.citation: J Am Chem Soc. 2002 Sep 11;124(36):10785-96
references.pmid: 12207535
references.citation: J Biol Chem. 1999 Aug 20;274(34):23679-82
references.pmid: 10446122
references.citation: J Biol Chem. 1972 Feb 25;247(4):1038-47
references.pmid: 5062239
references.citation: Biochemistry. 1999 Sep 21;38(38):12218-28
references.pmid: 10493789