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44270

Sigma-Aldrich

trans,trans-Farnesyl pyrophosphate ammonium salt

≥95.0% (HPLC)

Sinônimo(s):

(E,E)-3,7,11-Trimethyl-2,6,10-dodecatrien-1-yl pyrophosphate ammonium salt, Farnesyl diphosphate ammonium salt

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10 MG
R$ 6.818,00
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About This Item

Fórmula empírica (Notação de Hill):
C15H28O7P2 · xNH3
Peso molecular:
382.33 (free acid basis)
Beilstein:
2482197
Código UNSPSC:
12352212
ID de substância PubChem:
NACRES:
NA.25

R$ 6.818,00


Previsão de entrega em29 de maio de 2025


Solicite uma grande encomenda

grau

for analytical purposes

Ensaio

≥95.0% (HPLC)

Formulário

solid

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

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+;

chave InChI

CPYJTMLHKIWGDF-NDHHSALASA-N

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Aplicação

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.

Ações bioquímicas/fisiológicas

Farnesyl pyrophosphate is a key intermediate in the biosynthesis of more complex sesquiterpenoids, higher terpenoids, and steroids[1] and different biological functions have been discovered for FPP and the corresponding alcohol farnesol[2][3][4][5][6][7]. 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[5][6].

Embalagem

Bottomless glass bottle. Contents are inside inserted fused cone.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable


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Farnesyl Diphosphate Analogues with Aryl Moieties Are Efficient Alternate Substrates for Protein Farnesyltransferase.
Subramanian T, Pais JE, Liu S, et al.
Biochemistry (2012)
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
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
José S Yu et al.
Organic letters, 7(22), 4803-4806 (2005-10-21)
[structure: see text] The four olefin stereoisomers of farnesol have been synthesized from readily available nerylacetone or commercial geranylacetone. A new variation on the use of beta-oxido ylides favored the (2Z)-stereoisomers, whereas the (2E)-isomers were obtained through a classical Horner-Wadsworth-Emmons
R B Lobell et al.
Cancer research, 61(24), 8758-8768 (2001-12-26)
Farnesyl:protein transferase (FPTase) inhibitors (FTIs) were originally developed as potential anticancer agents targeting the ras oncogene and are currently in clinical trials. Whereas FTIs inhibit the farnesylation of Ha-Ras, they do not completely inhibit the prenylation of Ki-Ras, the allele

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