An intermediate in sterol biosynthesis
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Farnesyl Pyrophosphate (ammonium salt)

Item No. 63250

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
P-[(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrien-1-yl] ester-diphosphoric acid, triammonium salt
CAS Number
116057-57-9
Synonyms
  • FPP
Molecular Formula
C15H25O7P2 • 3NH4
Formula Weight
433.4
Purity
≥90%
Formulation
A 1 mg/ml solution in methanol:10 mM ammonium hydroxide (70:30)
Solubility(Learn about Variance in Solubility)
Methanol:NH4OH (70:30): * 1 mg/ml
SMILES
C/C(C)=C/CC/C(C)=C/CC/C(C)=C/COP(OP([O-])([O-])=O)([O-])=O.[NH4+].[NH4+].[NH4+]
InChi Code
InChI=1S/C15H28O7P2.3H3N/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-21-24(19,20)22-23(16,17)18;;;/h7,9,11H,5-6,8,10,12H2,1-4H3,(H,19,20)(H2,16,17,18);3*1H3/b14-9+,15-11+;;;
InChi Key
GSWRJNPTNZUHOV-VLCVYXDNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    250 µg

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    Product Description

    Farnesyl pyrophosphate is an intermediate in the HMG-CoA reductase pathway and used in the biosynthesis of terpenes, terpenoids, and sterols.1 It also serves as a donor in post-translational isoprenylation of proteins.2 FPP has been identified as an antagonist of P2Y12 receptors (IC50 = 45 μM), attenuating platelet aggregation.3 It has also been shown to regulate adipocyte function as an endogenous PPARγ agonist.4 Additionally, because of a flexible hydrocarbon chain that enables different conformations, FPP is a promiscuous ligand for a subset of nuclear receptors.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Vance, D.E. Cholesterol and related derivatives. Biochemistry 2nd ed., 725-748 (1988).

    2. McTaggart, S.J. Isoprenylated proteins. Cell Mol. Life Sci. 63(3), 255-267 (2006).

    3. Högberg, C., Gidlöf, O., Deflorian, F., et al. Farnesyl pyrophosphate is an endogenous antagonist to ADP-stimulated P2Y12 receptor-mediated platelet aggregation. Thromb. Haemost. 108(1), 119-132 (2012).

    4. Goto, T., Nagai, H., Egawa, K., et al. Farnesyl pyrophosphate regulates adipocyte functions as an endogenous PPARγ agonist. Biochem. J. 438(1), 111-119 (2011).

    5. Goyanka, R., Das, S., Samuels, H.H., et al. Nuclear receptor engineering based on novel structure activity relationships revealed by farnesyl pyrophosphate. Protein Eng. Des. Sel. 23(11), 809-815 (2010).