F2929
6-Fluoromevalonate
≥90% (GC), Mevalonate-pyrophosphate decarboxylase inhibitor, viscous liquid
Synonym(s):
Tetrahydro-4-fluoromethyl-4-hydroxy-2H-pyran-2-one, ZR 3516
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About This Item
Empirical Formula (Hill Notation):
C6H9FO3
CAS Number:
Molecular Weight:
148.13
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
6-Fluoromevalonate, ≥90% (GC), viscous liquid
Quality Level
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
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
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J A Cuthbert et al.
The Journal of biological chemistry, 266(27), 17966-17971 (1991-09-25)
The role of mevalonate and its products in the regulation of cellular proliferation was examined using 6-fluoromevalonate (Fmev), a compound that blocks the conversion of mevalonate pyrophosphate to isopentenyl pyrophosphate. Fmev suppressed DNA synthesis by a variety of transformed and
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
J E Carrel et al.
Experientia, 42(7), 853-854 (1986-07-15)
Biosynthesis of cantharidin in a blister beetle, Lytta polita, is effectively inhibited by 6-fluoromevalonate. Inhibition is attributed specifically to the fluorine substituent. Biochemical inhibition has not been demonstrated previously for an arthropod's defensive substance.
Global Trade Item Number
| SKU | GTIN |
|---|---|
| F2929-5MG | 04061838063748 |
| F2929-25MG | 04061838063724 |