The CAAX peptidomimetic compound B581 specifically blocks farnesylated, but not geranylgeranylated or myristylated, oncogenic ras signaling and transformation

J Biol Chem. 1994 Jul 29;269(30):19203-6.

Abstract

Recently developed CAAX peptidomimetic compounds have been shown to be potent and specific inhibitors of farnesyl protein transferase activity and to block the growth of Ras-transformed cells. However, whether this growth inhibitory action is specifically a consequence of blocking oncogenic Ras signaling has not been determined. To address this question, we have utilized mutants of the normally farnesylated oncogenic Ras protein (Ras-F) that are modified by alternative lipids, a geranylgeranyl isoprenoid (Ras-GG) or the fatty acid myristate (Myr-Ras), to determine the specificity of the CAAX peptidomimetic compound, B581. Like Ras-F, both Ras-GG and Myr-Ras are membrane-associated and transforming. Unexpectedly, NIH 3T3 cells transformed by each of the three Ras mutants underwent morphological alteration to a less transformed, but not normal, morphology. However, B581 inhibited the ability of only Ras-F-transformed cells, but not Ras-GG- or Myr-Ras- (or Raf-) transformed cells, to grow in soft agar. Furthermore, although all three lipid-modified versions of Ras stimulated mitogen-activated protein kinase activation, and both Jun and Elk-1 transcriptional activity, B581 inhibited only farnesylated Ras activation of these three downstream components of Ras signaling. Therefore, B581 prevents the growth of Ras-transformed cells by specifically antagonizing Ras-mediated signaling.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • 3T3 Cells
  • Animals
  • Cell Transformation, Neoplastic / drug effects*
  • DNA-Binding Proteins*
  • Diterpenes / metabolism
  • Farnesol / metabolism
  • Mice
  • Myristic Acid
  • Myristic Acids / metabolism
  • Oligopeptides / pharmacology*
  • Oncogene Protein p21(ras) / genetics
  • Oncogene Protein p21(ras) / metabolism*
  • Protein Prenylation*
  • Proto-Oncogene Proteins c-jun / genetics
  • Proto-Oncogene Proteins*
  • Retroviridae Proteins, Oncogenic / genetics
  • Signal Transduction / drug effects*
  • Transcription Factors*
  • Transcription, Genetic
  • ets-Domain Protein Elk-1

Substances

  • DNA-Binding Proteins
  • Diterpenes
  • Elk1 protein, mouse
  • Myristic Acids
  • Oligopeptides
  • Proto-Oncogene Proteins
  • Proto-Oncogene Proteins c-jun
  • Retroviridae Proteins, Oncogenic
  • Transcription Factors
  • ets-Domain Protein Elk-1
  • Myristic Acid
  • B 581
  • Farnesol
  • geranylgeraniol
  • Oncogene Protein p21(ras)