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Merck
모든 사진(1)

주요 문서

44270

Sigma-Aldrich

trans,trans-Farnesyl pyrophosphate ammonium salt

≥95.0% (HPLC)

동의어(들):

(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

실험식(Hill 표기법):
C15H28O7P2 · xNH3
Molecular Weight:
382.33 (free acid basis)
Beilstein:
2482197
UNSPSC 코드:
12352212
PubChem Substance ID:
NACRES:
NA.25

Grade

for analytical purposes

분석

≥95.0% (HPLC)

양식

solid

저장 온도

−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

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애플리케이션

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.

생화학적/생리학적 작용

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.

포장

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


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문서 라이브러리 방문

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
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)
Norbert Berndt et al.
Nature protocols, 6(11), 1775-1791 (2011-11-01)
The importance of the post-translational lipid modifications farnesylation and geranylgeranylation in protein localization and function coupled with the critical role of prenylated proteins in malignant transformation has prompted interest in their biology and the development of farnesyl transferase and geranylgeranyl
H Xie et al.
The Journal of organic chemistry, 65(25), 8552-8563 (2000-12-12)
The a-factor of Saccharomyces cerevisiae is a dodecapeptide pheromone (YIIKGVFWDPAC(Farnesyl)-OCH(3), 1), in which post-translational modification with a farnesyl isoprenoid and carboxymethyl group is required for full biological activity. This peptide has been used as a model system to explore the

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