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F2929

Sigma-Aldrich

6-Fluoromevalonate

≥90% (GC), viscous liquid

Sinónimos:

Tetrahydro-4-fluoromethyl-4-hydroxy-2H-pyran-2-one, ZR 3516

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About This Item

Fórmula empírica (notación de Hill):
C6H9FO3
Número de CAS:
2822-77-7
Peso molecular:
148.13
Número MDL:
MFCD08276919
Código UNSPSC:
51111800
ID de la sustancia en PubChem:
24724480
NACRES:
NA.77

Nivel de calidad

100

Ensayo

≥90% (GC)

Formulario

viscous liquid

color

yellow tint

solubilidad

DMSO: ≥3 mg/mL

temp. de almacenamiento

2-8°C

cadena SMILES

OC1(CF)CCOC(=O)C1

InChI

1S/C6H9FO3/c7-4-6(9)1-2-10-5(8)3-6/h9H,1-4H2

Clave InChI

DPPMVKMESJJAJZ-UHFFFAOYSA-N

Aplicación

6-Fluoromevalonate has been used as a mevalonate pyrophosphate decarboxylase inhibitor:
  • to study the effect of mevalonate pathway inhibition on patient-derived brain tumor-initiating cells (BTICs) growth and self-renewal
  • to study its effect on induction of trained immunity by β-glucan in monocytes
  • to determine the effect of the mevalonate pathway (MVP) on ADP-ribosylation factor 6 (ARF6) activation

Acciones bioquímicas o fisiológicas

Mevalonate-pyrophosphate decarboxylase inhibitor

Código de clase de almacenamiento

10 - Combustible liquids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

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Certificados de análisis (COA)

Lot/Batch Number
0000356977
0000356976
0000356977
0000356976
0000163798

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J A Cuthbert et al.
Cancer research, 55(8), 1732-1740 (1995-04-15)
Mevalonate is the precursor of a number of different products potentially required for the growth of cells, including the prenylated oncoprotein Ras. To determine whether inhibition of mevalonate metabolism would selectively block proliferation of Ras-transformed cells, 6-fluoromevalonate (Fmev), an inhibitor
J A Cuthbert et al.
The Journal of biological chemistry, 265(30), 18568-18575 (1990-10-25)
The sterol synthesis inhibitor 6-fluoromevalonate (Fmev) was used to explore the role of mevalonate products in lymphocyte proliferation. Fmev blocks the synthesis of isopentenyl pyrophosphate and all more distal products in the sterol pathway. When cells were cultured in lipoprotein-deficient
Linda Henneman et al.
Biochimica et biophysica acta, 1811(4), 227-233 (2011-01-18)
The isoprenoid biosynthesis pathway provides the cell with a variety of compounds which are involved in multiple cellular processes. Inhibition of this pathway with statins and bisphosphonates is widely applied in the treatment of hypercholesterolemia and metabolic bone disease, respectively.
A Iwama et al.
Clinical and experimental pharmacology & physiology. Supplement, 22(1), S318-S320 (1995-01-01)
1. Phosphatidylinositol 3-kinase (PI3K) appears to have a crucial role in cellular proliferation induced by platelet-derived growth factor (PDGF). However, the mode of activation of the enzyme has been unclear so far. In the present study, we investigated the effects
M Sawamura et al.
Clinical and experimental pharmacology & physiology, 20(7-8), 509-514 (1993-07-01)
1. Recent investigations revealed that isoprenoid compounds serve as key substances for cellular proliferation through post-translational modification. Previously we reported that tissues of spontaneously hypertensive rats (SHR) had a lower activity of isoprenoid biosynthesis when compared with the normotensive control
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