F6892

Farnesyl pyrophosphate ammonium salt

methanol:ammonia solution, ≥95% (TLC)

• Synonym(s): 3,7,11-Trimethyl-2,6,10-dodecatrien-1-yl pyrophosphate ammonium salt, FPP
• Empirical Formula (Hill Notation): C₁₅H₃₇N₃O₇P₂
• CAS Number: 13058-04-3
• Molecular Weight: 433.42
• MDL number: MFCD00189688
• UNSPSC Code: 12352204
• PubChem Substance ID: 24894923
• NACRES: NA.83

Properties

• Assay: ≥95% (TLC)
• form: methanol:ammonia solution
• packaging: vial of 200 μg
• storage temp.: −20°C
• SMILES string: C\C(C)=C\CC\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O
• InChI: 1S/C15H28O7P2/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)/b14-9+,15-11+
• InChI key: VWFJDQUYCIWHTN-YFVJMOTDSA-N
• Gene Information: rat ... Fnta(25318)

Description

General description

Farnesyl pyrophosphate is a 15-carbon isoprenoid synthesized from geranyl pyrophosphate (GPP) by the action of enzyme farnesyl pyrophosphate synthase (FPPS).

Application

Farnesyl pyrophosphate ammonium salt has been used:

• as a prenylation agonist in human osteogenic sarcoma cells in collagen-based cell invasion assays
• in the prenylation of the hepatocyte growth factor (HGF) in human umbilical vein endothelial cells (HUVECs)
• as a substrate in prenyltransferases assay in diatom Haslea ostrearia

Biochem/physiol Actions

Farnesyl pyrophosphate (FPP) is the precursor for the biosynthesis of cholesterol, ubiquinone and dolicol. It is part of the intracellular mevalonate pathway. FPP is essential for cell survival and is used for prenylation of several low molecular mass G proteins, including Ras. Inhibition of prenylation results in loss of oncogenic potential of Ras proteins. Inhibition of prenylation may serve as therapeutic potential for management of synaptic plasticity and Alzheimer′s disease.

Physical form

Solution in methanol: 10mM aqueous NH₄OH (7:3)
Actual concentration given on label

Safety Information

• Pictograms: GHS02,GHS06,GHS08
• Signal Word: Danger
• Hazard Statements: H225,H301 + H311 + H331,H315,H319,H370,H412
• Precautionary Statements: P210 - P273 - P280 - P301 + P310 - P303 + P361 + P353 - P304 + P340 + P311
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 1
• Target Organs: Eyes,Central nervous system
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 2
• Flash Point(F): 60.8 °F
• Flash Point(C): 16 °C