alpha-hydroxy Farnesyl Phosphonic AcidAn inhibitor of Ras and Farnesyl Transferase activity

α-hydroxy Farnesyl Phosphonic Acid (CAS 148796-53-6)

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Application: An inhibitor of Ras and Farnesyl Transferase activity
CAS Number: 148796-53-6
Molecular Weight: 302.40
Molecular Formula: C15H27O4P
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α-hydroxy Farnesyl Phosphonic Acid is a non-hydrolyzable analog of farnesyl pyrophosphate which acts as a competitive inhibitor of Farnesyl Transferase (FPTase). α-hydroxy Farnesyl Phosphonic acid inhibits the processing of Ras in Ha-ras-transformed NIH3T3 cells at concentrations greater than 1 μM.


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. J Biol Chem 268 7617-7620 (1993).

Formulation :
A solution in ethanol
Appearance :
Solution
Physical State :
Liquid
Solubility :
Soluble in DMSO, ethanol (25 mg/ml), and aqueous solutions (sparingly).
Storage :
Store at -20° C
Refractive Index :
n20D 1.52 (Predicted)
IC50 :
Farnesyl Transferase: IC50 = 30 nM; Protein farnesyltransferase: IC50 = 0.41 µM (bovine); Squalene synthetase: IC50 = 2.3 µM (rat); Geranylgeranyltransferase I: IC50 = 35.8 µM; Geranylgeranyltransferase II: IC50 = 67 µM
Ki Data :
Farnesyl Transferase: Ki= 5.2 nM (human)
pK Values :
pKa: 1.54 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
2
PubChem CID :
5353399
MDL Number :
MFCD00216148
EC Number :
200-578-6
SMILES :
CC(=CCC/C(=C/CC/C(=C/C(O)P(=O)(O)O)/C)/C)C

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Certificate of Analysis

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