91356
trans,trans-Farnesyl monophosphate ammonium salt
≥95.0% (TLC)
Synonym(s):
(E,E)-3,7,11-Trimethyl-2,6,10-dodecatrien-1-yl phosphate ammonium salt, 3,7,11-Trimethyl-2,6,10-dodecatrien-1-ol dihydrogen phosphate ammonium salt, Farnesyl phosphate ammonium salt
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About This Item
Empirical Formula (Hill Notation):
C15H27O4P · xNH3
CAS Number:
Molecular Weight:
302.35 (free acid basis)
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.25
Assay:
≥95.0% (TLC)
Form:
powder
Quality Level
assay
≥95.0% (TLC)
form
powder
storage temp.
−20°C
SMILES string
[P](=O)(OC\C=C(/CC\C=C(/CCC=C(C)C)\C)\C)(O)O
InChI
1S/C15H27O4P/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-19-20(16,17)18/h7,9,11H,5-6,8,10,12H2,1-4H3,(H2,16,17,18)/b14-9-,15-11-
InChI key
ALEWCKXBHSDCCT-FBXUGWQNSA-N
Application
Trans, trans-Farnesyl monophosphate (FMP) may be used in studies of potential endogenous modulators of nuclear lysophosphatidic acid (LPA) receptors and in the active site analysis of protein farnesyltransferase(s). Trans,trans-Farnesyl monophosphate may also be used to identify and characterize farnesyl monophosphate kinases.
Biochem/physiol Actions
Farnesyl monophosphate is a metabolite in terpenoid backbone biosynthesis. It was shown to activate PPARalpha and PPARbeta/delta reporter gene expression, indicating new potential roles for the oligoprenyl phosphates as potential endogenous modulators of LPA targets.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Karoly Liliom et al.
Biochimica et biophysica acta, 1761(12), 1506-1514 (2006-11-10)
Oligoprenyl phosphates are key metabolic intermediates for the biosynthesis of steroids, the side chain of ubiquinones, and dolichols and the posttranslational isoprenylation of proteins. Farnesyl phosphates are isoprenoid phosphates that resemble polyunsaturated fatty alcohol phosphates, which we have recently shown
L Thai et al.
Proceedings of the National Academy of Sciences of the United States of America, 96(23), 13080-13085 (1999-11-11)
The ability of Nicotiana tabacum cell cultures to utilize farnesol (F-OH) for sterol and sesquiterpene biosynthesis was investigated. [(3)H]F-OH was readily incorporated into sterols by rapidly growing cell cultures. However, the incorporation rate into sterols was reduced by greater than
M Bentinger et al.
Archives of biochemistry and biophysics, 353(2), 191-198 (1998-06-02)
As farnesol may serve as a nonsterol endogenous regulator of the mevalonate pathway, the possibility that a kinase specific for its phosphorylation is present in the rat liver was investigated. In the 10,000 g supernatant of rat liver, farnesyl monophosphate
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 91356-50MG | 04061832405520 |
| 91356-10MG | 04061832860787 |