The interaction of ferrocytochrome c with long-chain fatty acids and their CoA and carnitine esters

Biochem Cell Biol. 2000;78(6):675-81.

Abstract

Non-covalent modification of cytochrome c may have implications for electron transport and energy metabolism. We examined the interaction of various fatty acids (FAs), their coenzyme A and carnitine esters, and fatty alcohols with horse heart ferrocytochrome c. A comparison of FAs indicated a minimum chain length of 14 carbons was required for significant effect on the ferroheme chromophore and major changes in electronic spectra. Coenzyme A and carnitine esters interacted less strongly than FAs whereas long-chain alcohols did not interact with the protein. We found a single, saturable FA binding site with Kd (oleate) of 23.1 microM (by stopped-flow kinetics), 30 microM (by radiochemical binding assay), and 29 microM (by spectrophotometric assay). The binding stoichiometry was 1:1. We present evidence from electronic spectra, and proton NMR (nuclear magnetic resonance) that the S-Fe coordination (methionine 80) was disrupted by ligand binding. From molecular modeling we identify a putative binding channel flanked by lysines 72 and 73.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acyl Coenzyme A / metabolism*
  • Animals
  • Carnitine / analogs & derivatives*
  • Carnitine / metabolism*
  • Cytochrome c Group / chemistry
  • Cytochrome c Group / metabolism*
  • Fatty Acids / metabolism*
  • Fatty Alcohols / metabolism
  • Horses
  • Ligands
  • Nuclear Magnetic Resonance, Biomolecular
  • Oleic Acid / metabolism*
  • Palmitoylcarnitine / metabolism
  • Spectrum Analysis

Substances

  • Acyl Coenzyme A
  • Cytochrome c Group
  • Fatty Acids
  • Fatty Alcohols
  • Ligands
  • acylcarnitine
  • Palmitoylcarnitine
  • Oleic Acid
  • Carnitine