Overview

  • Product name

    N-Acetyl-S-geranylgeranyl-L-cysteine (AGGC)
  • Description

    Synthetic substrate of isoprenylated protein methyltransferase
  • Alternative names

    • AGGC
  • Biological description

    Synthetic substrate of isoprenylated protein methyltransferase (S-adenosylmethionine-dependent methyltransferase). Various pharmacological activities. Inhibits methylation of endogenous isoprenylated proteins. Decreases RhoA carboxyl methylation. Mimics Rab3A and induces insulin release. Inhibits β2-integrin-induced actin polymerization. Acts as an effective inhibitor of fMLP-induced superoxide anion generation. Anti-RSV activity.
  • Purity

    > 98%
  • CAS Number

    139332-94-8
  • Chemical structure

    Chemical Structure

Properties

  • Chemical name

    2-Acetamido-3-(3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenylsulfanyl)propanoic acid
  • Molecular weight

    435.70
  • Molecular formula

    C25H41NO3S
  • PubChem identifier

    2067
  • Storage instructions

    Store at -20°C. Store under desiccating conditions. The product can be stored for up to 12 months.
  • Solubility overview

    Soluble in DMSO to 50 mM and in ethanol to 50 mM
  • Handling

    Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

    Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

  • SMILES

    CC(=CCCC(=CCCC(=CCCC(=CCSCC(C(=O)O)NC(=O)C)C)C)C)C
  • Source

    Synthetic

  • Research areas

References

This product has been referenced in:

  • Molony L  et al. Inhibitors of farnesyl and geranylgeranyl methyltransferases prevent beta 2 integrin-induced actin polymerization without affecting beta 2 integrin-induced Ca2+ signaling in neutrophils. Biochem Biophys Res Commun 223:612-7 (1996). Read more (PubMed: 8687444) »
  • Regazzi R  et al. Prenylcysteine analogs mimicking the C-terminus of GTP-binding proteins stimulate exocytosis from permeabilized HIT-T15 cells: comparison with the effect of Rab3AL peptide. Biochim Biophys Acta 1268:269-78 (1995). Read more (PubMed: 7548225) »
  • Philips MR  et al. Carboxyl methylation of Ras-related proteins during signal transduction in neutrophils. Science 259:977-80 (1993). Read more (PubMed: 8438158) »
  • Volker C  et al. A single activity carboxyl methylates both farnesyl and geranylgeranyl cysteine residues. FEBS Lett 295:189-94 (1991). Read more (PubMed: 1765152) »

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