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13058-04-3

13058-04-3 Structure

13058-04-3 Structure
IdentificationBack Directory
[Name]

FARNESYLPYROPHOSPHATE
[CAS]

13058-04-3
[Synonyms]

FPP
FPP 3NH3
FPP 3NH4
FARNESYL-PP
FARNESYLDIPHOSPHATE
FARNESYLPYROPHOSPHATE
FARNESYL DIPHOSPHATE-TA
(E,E)-farnesyl diphosphate
(E,E)-Farnesyl pyrophosphate
all-trans-farnesyl diphosphate
trans, trans-farnesyl diphosphate
FARNESYL PYROPHOSPHATE AMMONIUM 200
FARNESYL PYROPHOSPHATE AMMONIUM SALT
2-trans,6-trans-farnesyl diphosphate
FARNESYLPYROPHOSPHATE TRIAMMONIUM SALT
farnesyl pyrophosphate ammonium*200 ug/vial
FARNESYLPYROPHOSPHATE TRIAMMONIUM SALT SOLUTION
Farnesyl pyrophosphate ammonium salt, in ethanol
TRANS, TRANS FARNESYL PYROPHOSPHATE TRIAMMONIUM SALT
3,7,11-TRIMETHYL-2,6,10-DODECATRIEN-1-OL PYROPHOSPHATE
3,7,11-TRIMETHYL-2,6,10-DODECATRIEN-1-OL PYROPHOSPHATE 3NH3
Farnesyl pyrophosphate ammonium salt methanol:ammonia solution
(2E,6E)-3,7,11-Trimethyldodeca-2,6,10-triene-1-ol diphosphoric acid
3,7,11-trimethyl-2,6,10-dodecatrien-1-yl pyrophosphate ammonium salt
3,7,11-TRIMETHYL-2,6,10-DODECATRIEN-1-OL PYROPHOSPHATE AMMONIUM SALT
Diphosphoric acid, P-(3,7,11-trimethyl-2,6,10-dodecatrien-1-yl) ester
Diphosphoric acid α-[(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrien-1-yl] ester
FPP, 3,7,11-Trimethyl-2,6,10-dodecatrien-1-yl pyrophosphate ammonium salt
[hydroxy-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienoxy]phosphoryl]oxyphosphonic acid
[Molecular Formula]

C15H28O7P2
[MDL Number]

MFCD00189688
[MOL File]

13058-04-3.mol
[Molecular Weight]

382.33
Chemical PropertiesBack Directory
[Melting point ]

>107°C (dec.)
[Boiling point ]

533.8±60.0 °C(Predicted)
[density ]

1.233±0.06 g/cm3(Predicted)
[Fp ]

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 DataBack Directory
[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 InformationBack Directory
[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.
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