FARNESYLPYROPHOSPHATE Property

Melting point:

>107°C (dec.)

Boiling point:

533.8±60.0 °C(Predicted)

Density 

1.233±0.06 g/cm3(Predicted)

Flash point:

11 °C

storage temp. 

-20°C

solubility 

Methanol (Slightly, Sonicated), Water (Slightly)

form 

methanol:ammonia solution

pka

1.07±0.50(Predicted)

color 

White to Brown

Stability:

Hygroscopic, Light Sensitive, Temperature Sensitive

Safety

Hazard Codes 

F,T

Risk Statements 

11-23/24/25-39/23/24/25

Safety Statements 

7-16-36/37-45

RIDADR 

UN 1230 3/PG 2

WGK Germany 

1

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H225Highly Flammable liquid and vapour

H315Causes skin irritation

H319Causes serious eye irritation

H370Causes damage to organs

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

FARNESYLPYROPHOSPHATE Chemical Properties,Usage,Production

Uses

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

Definition

ChEBI: 2-trans,6-trans-farnesyl diphosphate is the trans,trans-stereoisomer of farnesyl diphosphate. It has a role as an Escherichia coli metabolite and a mouse metabolite. It is a conjugate acid of a 2-trans,6-trans-farnesyl diphosphate(3-).

General Description

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

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.

Purification Methods

Purify the pyrophosphate by chromatography on Whatman No3 MM paper in a system of isopropanol-isobutanol/ammonia/water (40:20:1:30) (v/v). Store it as the Li or NH4 salt at 0o. See geranylgeranyl pyrophosphate below.