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

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

Bioorganic & medicinal chemistry letters (2008-09-17)
Cyril Jacquot, 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).

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Linoleic acid, technical, 58-74% (GC)
Supelco
Linoleic acid, analytical standard
Sigma-Aldrich
Linoleic acid, liquid, BioReagent, suitable for cell culture
Sigma-Aldrich
Arachidonic acid, from non-animal source, ≥98.5% (GC)
Sigma-Aldrich
α-Linoleic acid, ≥98%
Sigma-Aldrich
Arachidonic acid, >95.0% (GC)