Farnesylcysteine analogues inhibit chemotactic peptide receptor-mediated G-protein activation in human HL-60 granulocyte membranes

FEBS Lett. 1993 Mar 15;319(1-2):110-4. doi: 10.1016/0014-5793(93)80047-x.

Abstract

Analogues of S-prenylated cysteine like N-acetyl-S-trans,trans-farnesyl-L-cysteine (AFC) have previously been shown to inhibit the carboxyl methylation of proteins carrying a C-terminal S-prenylated cysteine residue and to block the endotoxin-activated serum-elicited chemotactic response of mouse macrophages. Here, we show that AFC inhibits both basal and formyl peptide receptor-stimulated binding of guanosine 5'-O-(3-thiotriphosphate) (GTP[S]) to and hydrolysis of GTP by membranes of myeloid differentiated HL-60 granulocytes. Receptor-stimulated GTP[S] binding and GTP hydrolysis are more sensitive to AFC inhibition than basal G-protein functions. Inhibition of formyl peptide receptor-mediated G-protein activation is also observed for S-trans,trans-farnesyl-3-thiopropionic acid, but not for N-acetyl-S-trans-geranyl-L-cysteine, N-acetyl-L-cysteine, or the methyl ester of AFC, suggesting that the farnesyl moiety and the carboxyl group, but not the peptide bond of AFC are required for inhibition. The observations that exogeneous S-adenosyl-L-methionine is apparently not required for and S-adenosyl-L-homocysteine does not attenuate the inhibitory action of AFC raise the distinct possibility that AFC inhibits receptor-mediated G-protein interaction by a mechanism other than inhibition of protein carboxyl methylation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetylcysteine / analogs & derivatives*
  • Acetylcysteine / chemistry
  • Acetylcysteine / pharmacology
  • Cell Membrane / drug effects
  • Cell Membrane / metabolism
  • GTP Phosphohydrolases / metabolism
  • GTP-Binding Proteins / physiology*
  • Granulocytes / drug effects
  • Granulocytes / metabolism*
  • Guanosine 5'-O-(3-Thiotriphosphate) / metabolism
  • Guanosine Triphosphate / metabolism
  • Humans
  • Hydrolysis
  • N-Formylmethionine Leucyl-Phenylalanine / pharmacology
  • Receptors, Formyl Peptide
  • Receptors, Immunologic / drug effects
  • Receptors, Immunologic / physiology*
  • Structure-Activity Relationship
  • Tumor Cells, Cultured

Substances

  • Receptors, Formyl Peptide
  • Receptors, Immunologic
  • Guanosine 5'-O-(3-Thiotriphosphate)
  • N-Formylmethionine Leucyl-Phenylalanine
  • Guanosine Triphosphate
  • GTP Phosphohydrolases
  • GTP-Binding Proteins
  • N-acetyl-S-farnesylcysteine
  • Acetylcysteine