44270
trans,trans-Farnesyl pyrophosphate ammonium salt
≥95.0% (HPLC)
Synonym(s):
(E,E)-3,7,11-Trimethyl-2,6,10-dodecatrien-1-yl pyrophosphate ammonium salt, Farnesyl diphosphate ammonium salt
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About This Item
Empirical Formula (Hill Notation):
C15H28O7P2 · xNH3
Molecular Weight:
382.33 (free acid basis)
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352212
Beilstein/REAXYS Number:
2482197
Assay:
≥95.0% (HPLC)
Form:
solid
Quality Level
assay
≥95.0% (HPLC)
form
solid
storage temp.
−20°C
SMILES string
N.C\C(C)=C\CC\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O
InChI
1S/C15H28O7P2.H3N/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);1H3/b14-9+,15-11+;
InChI key
CPYJTMLHKIWGDF-NDHHSALASA-N
Application
Farnesyl diphosphate ammonium salt may be used to study the posttranslational process known as farnesylation that is used to modify important proteins such as the Ras oncogene.
Biochem/physiol Actions
Farnesyl pyrophosphate is a key intermediate in the biosynthesis of more complex sesquiterpenoids, higher terpenoids, and steroids and different biological functions have been discovered for FPP and the corresponding alcohol farnesol. FPP plays an important role in the posttranslational processing of Ras proteins. Mutated forms of Ras are associated with human cancer and are therefore investigated in cancer research.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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S M Sebti et al.
Oncogene, 19(56), 6584-6593 (2001-06-28)
In 1990, more than 10 years after the discovery that the low molecular weight GTPase Ras is a major contributor to human cancer, farnesylation, a lipid posttranslational modification required for the cancer-causing activity of Ras, emerged as a major target
Farnesyl Diphosphate Analogues with Aryl Moieties Are Efficient Alternate Substrates for Protein Farnesyltransferase.
Subramanian T, Pais JE, Liu S, et al.
Biochemistry (2012)
Po-Huang Liang et al.
European journal of biochemistry, 269(14), 3339-3354 (2002-07-24)
In this review, we summarize recent progress in studying three main classes of prenyltransferases: (a) isoprenyl pyrophosphate synthases (IPPSs), which catalyze chain elongation of allylic pyrophosphate substrates via consecutive condensation reactions with isopentenyl pyrophosphate (IPP) to generate linear polymers with
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 44270-50MG | 04061832404363 |
| 44270-10MG | 04061832282718 |