Crystal structure of a lipoxygenase in complex with substrate: the arachidonic acid-binding site of 8R-lipoxygenase

J Biol Chem. 2014 Nov 14;289(46):31905-31913. doi: 10.1074/jbc.M114.599662. Epub 2014 Sep 17.

Abstract

Lipoxygenases (LOX) play critical roles in mammalian biology in the generation of potent lipid mediators of the inflammatory response; consequently, they are targets for the development of isoform-specific inhibitors. The regio- and stereo-specificity of the oxygenation of polyunsaturated fatty acids by the enzymes is understood in terms of the chemistry, but structural observation of the enzyme-substrate interactions is lacking. Although several LOX crystal structures are available, heretofore the rapid oxygenation of bound substrate has precluded capture of the enzyme-substrate complex, leaving a gap between chemical and structural insights. In this report, we describe the 2.0 Å resolution structure of 8R-LOX in complex with arachidonic acid obtained under anaerobic conditions. Subtle rearrangements, primarily in the side chains of three amino acids, allow binding of arachidonic acid in a catalytically competent conformation. Accompanying experimental work supports a model in which both substrate tethering and cavity depth contribute to positioning the appropriate carbon at the catalytic machinery.

Keywords: Arachidonic Acid (AA) (ARA); Eicosanoid Biosynthesis; Lipid Signaling; Lipoxygenase Pathway; Protein Structure; X-ray Crystallography.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Animals
  • Arachidonate Lipoxygenases / chemistry*
  • Arachidonic Acid / chemistry
  • Binding Sites
  • Catalysis
  • Crystallography, X-Ray
  • Humans
  • Inflammation
  • Iron / chemistry
  • Lipids / chemistry
  • Models, Molecular
  • Mutagenesis
  • Mutation
  • Oxygen / chemistry
  • Protein Binding
  • Protein Conformation
  • Rabbits
  • Swine

Substances

  • Lipids
  • Arachidonic Acid
  • Iron
  • Arachidonate Lipoxygenases
  • arachidonate 8-lipoxygenase
  • Oxygen

Associated data

  • PDB/4QWT