An isoprenoid important for post-translational modifications of GTPases
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Geranylgeranyl Pyrophosphate (ammonium salt)

Item No. 63330

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
P-[(2E,6E,10E)-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraen-1-yl] ester-diphosphoric acid, triammonium salt
CAS Number
313263-08-0
Synonyms
  • GGPP
Molecular Formula
C20H33O7P2 • 3NH4
Formula Weight
501.5
Purity
≥95%
Formulation (Request formulation change)
A 1 mg/ml solution in 10 mM ammonium hydroxide
Solubility(Learn about Variance in Solubility)
Methanol:10mM NH4OH (70:30): 1 mg/mL
SMILES
C/C(CC/C=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/C20H36O7P2.3H3N/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-26-29(24,25)27-28(21,22)23;;;/h9,11,13,15H,6-8,10,12,14,16H2,1-5H3,(H,24,25)(H2,21,22,23);3*1H3/b18-11+,19-13+,20-15+;;;
InChi Key
DPBMYHRTNHKGIT-XGVVNRHLSA-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

    Geranylgeranyl pyrophosphate is an intermediate in the HMG-CoA reductase pathway derived directly from farnesyl pyrophosphate and used in the biosynthesis of terpenes and terpenoids.1 It is also serves as a substrate in the prenylation of a variety of critical intracellular proteins including small GTPases.2 This post-translational modification is necessary for correct localization of proteins to intracellular membranes for proper functionality and has become a focus of anticancer drug discovery.3,4

    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. Baron, R.A., and Seabra, M.C. Rab geranylgeranylation occurs preferentially via the pre-formed REP-RGGT complex and is regulated by geranylgeranyl pyrophosphate. Biochem. J. 415(1), 67-75 (2008).

    4. Maynor, M., Scott, S.A., Rickert, E.L., et al. Synthesis and evaluation of 3- and 7-substituted geranylgeranyl pyrophosphate analogs. Bioorg. Med. Chem. Lett. 18(6), 1889-1892 (2008).

    Product Citations

    Lu, E., Wolfreys, F.D., Muppidi, J.R., et al. S-Geranylgeranyl-L-glutathione is a ligand for human B cell-confinement receptor P2RY8. Nature 567(7724), 244-248 (2019).