A nonhydrolyzable analog of farnesyl pyrophosphate
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α-hydroxy Farnesyl Phosphonic Acid

Item No. 63420

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(±)-1-hydroxy-3,7,11-trimethyl-2E,6E,10-dodecatriene-1-phosphonic acid
CAS Number
148796-53-6
Synonyms
  • Hydroxyfarnesyl Phosphate
Molecular Formula
C15H27O4P
Formula Weight
302.4
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
10 mM Na2CO3: freely solubleETOH: >25 mg/mlPBS pH 7.2: <25 µg/ml
SMILES
C/C(=C\CC\C(=C\C(O)P(=O)(O)O)\C)/CCC=C(C)C
InChi Code
InChI=1S/C15H27O4P/c1-12(2)7-5-8-13(3)9-6-10-14(4)11-15(16)20(17,18)19/h7,9,11,15-16H,5-6,8,10H2,1-4H3,(H2,17,18,19)/b13-9+,14-11+
InChi Key
MONZTFSZTWQCKH-IJFRVEDASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $134

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    5 mg

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    10 mg

    $1,058

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    Product Description

    α-hydroxy Farnesyl phosphonic acid is a nonhydrolyzable analog of farnesyl pyrophosphate which acts as a competitive inhibitor of farnesyl transferase (FTase).1,2 At concentrations greater than 1 µM, α-hydroxy farnesyl phosphonic acid inhibits the processing of Ras in Ha-ras-transformed NIH3T3 cells.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Pompliano, D.L., Rands, E., Schaber, M.D., et al. Steady-state kinetic mechanism of ras farnesyl: Protein transferase. Biochemistry 31, 3800-3807 (1992).

    2. Hohl, R.J., Lewis, K.A., Cermak, D.M., et al. Stereochemistry-dependent inhibition of Ras farnesylation by farnesylphosphonic acids. Lipids 33, 39-46 (1998).

    3. Gibbs, J.B., Pompliano, D.L., Mosser, S.D., et al. Selective inhibition of farnesyl-protein transferase blocks ras processing in vivo. The Journal of Biological Chemisty 268(11), 7617-7620 (1993).