Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

Safety Information

F2929

Sigma-Aldrich

6-Fluoromevalonate

≥90% (GC), viscous liquid

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C6H9FO3
CAS Number:
2822-77-7
Molecular Weight:
148.13
MDL number:
MFCD08276919
UNSPSC Code:
51111800
PubChem Substance ID:
24724480
NACRES:
NA.77

Quality Level

100

Assay

≥90% (GC)

form

viscous liquid

color

yellow tint

solubility

DMSO: ≥3 mg/mL

storage temp.

2-8°C

SMILES string

OC1(CF)CCOC(=O)C1

InChI

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

InChI key

DPPMVKMESJJAJZ-UHFFFAOYSA-N

Application

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

Biochem/physiol Actions

Mevalonate-pyrophosphate decarboxylase inhibitor

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

F2929-BULK-PW:
F2929-25MG:
F2929-VAR:
F2929-BULK:
F2929-5MG:
F2929-5MG-PW:
F2929-25MG-PW:

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
085K4714

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
J F Nave et al.
The Biochemical journal, 227(1), 247-254 (1985-04-01)
6-Fluoromevalonate blocks the incorporation of mevalonic acid, but not that of isopentenyl pyrophosphate, into non-saponifiable lipids in a rat liver multienzyme system. With 3H-labelled 6-fluoromevalonate, it was found that 6-fluoromevalonate is converted to its phospho and pyrophospho derivatives in this
A Corsini et al.
Comptes rendus des seances de la Societe de biologie et de ses filiales, 191(2), 169-194 (1997-01-01)
The role of mevalonic acid (MVA) and its products (isoprenoids) in cell proliferation prompted us to investigate the effect of drugs affecting diverse enzymatic steps of the MVA pathway on rat aorta smooth muscle cell (SMC) proliferation. Competitive inhibitors of
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.
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service