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HomeProduct name listFARNESYLPYROPHOSPHATE

FARNESYLPYROPHOSPHATE

Synonym(s):3,7,11-Trimethyl-2,6,10-dodecatrien-1-yl pyrophosphate ammonium salt;FPP

FARNESYLPYROPHOSPHATE Structural

What is FARNESYLPYROPHOSPHATE?

The Uses of FARNESYLPYROPHOSPHATE

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

What are the applications of Application

Farnesyl pyrophosphate ammonium salt, in methanol is an isoprenoid farnesyl donor

What are the applications of Application

Farnesyl pyrophosphate ammonium salt is an isoprenoid farnesyl donor

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.

Properties of FARNESYLPYROPHOSPHATE

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)
pka 1.07±0.50(Predicted)
form  methanol:ammonia solution
color  White to Brown
Stability: Hygroscopic, Light Sensitive, Temperature Sensitive

Safety information for FARNESYLPYROPHOSPHATE

Signal word Danger
Pictogram(s)
ghs
Flame
Flammables
GHS02
ghs
Skull and Crossbones
Acute Toxicity
GHS06
ghs
Health Hazard
GHS08
GHS Hazard Statements H225:Flammable liquids
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H370:Specific target organ toxicity, single exposure
Precautionary Statement Codes P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for FARNESYLPYROPHOSPHATE

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