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P8727

Sigma-Aldrich

Palmityl trifluoromethyl ketone

phosholipase A2 inhibitor

Synonym(e):

PACOCF3, Pentadecyl trifluoromethyl ketone

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About This Item

Empirische Formel (Hill-System):
C17H31F3O
CAS-Nummer:
141022-99-3
Molekulargewicht:
308.42
MDL-Nummer:
MFCD00797669
UNSPSC-Code:
12352202
PubChem Substanz-ID:
329820334
NACRES:
NA.77

Biologische Quelle

synthetic (organic)

Assay

≥98% (TLC)

Form

liquid

Konzentration

10 mg/mL in ethanol

Lagertemp.

−20°C

SMILES String

CCCCCCCCCCCCCCCC(=O)C(F)(F)F

InChI

1S/C17H31F3O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(21)17(18,19)20/h2-15H2,1H3

InChIKey

MAHYXYTYTLCTQD-UHFFFAOYSA-N

Biochem./physiol. Wirkung

Reversible inhibitor of calcium-dependent phospholipase A2 (IC50 = 3.8 μM). Unlike other PLA2 inhibitors studied, PACOCF3 at 50 μM induced an increase in intracellular [Ca2+], and at 10 μM, enhanced calcium-ion influx induced by ATP and bradykinin.

Piktogramme

FlameExclamation mark
GHS02,GHS07

Signalwort

Danger

H-Sätze

H225 - H319

Gefahreneinstufungen

Eye Irrit. 2 - Flam. Liq. 2

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 2

Flammpunkt (°F)

57.2 °F - closed cup

Flammpunkt (°C)

14.0 °C - closed cup

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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Dual action of palmitoyl trifluoromethyl ketone (PACOCF3) on Ca2+ signaling: activation of extracellular Ca2+ influx and alteration of ATP- and bradykinin-induced Ca2+ responses in Madin Darby canine kidney cells
Jan, C.R., et al.
Toxicology, 74, 447-451 (2000)
Oscar Yanes et al.
Nature chemical biology, 6(6), 411-417 (2010-05-04)
Metabolites offer an important unexplored complementary approach to understanding the pluripotency of stem cells. Using MS-based metabolomics, we show that embryonic stem cells are characterized by abundant metabolites with highly unsaturated structures whose levels decrease upon differentiation. By monitoring the
Y C Lio et al.
Biochimica et biophysica acta, 1302(1), 55-60 (1996-07-12)
Methyl arachidonyl fluorophosphonate (MAFP) has been recently reported to be a selective, active-site directed, irreversible inhibitor of the Group IV 85 kDa cytosolic phospholipase A2 (cPLA2). We have now shown that this compound also potently inhibits the Ca(2+)-independent cytosolic phospholipase
Susann Liebscher et al.
PLoS pathogens, 14(4), e1007029-e1007029 (2018-05-01)
Positive-sense RNA virus intracellular replication is intimately associated with membrane platforms that are derived from host organelles and comprised of distinct lipid composition. For flaviviruses, such as West Nile virus strain Kunjin virus (WNVKUN) we have observed that these membrane
E J Ackermann et al.
The Journal of biological chemistry, 270(1), 445-450 (1995-01-06)
A novel Ca(2+)-independent phospholipase A2 (PLA2) has recently been purified from the murine macrophage-like cell line P388D1 (Ackermann, E. J., Kempner, E. S., and Dennis, E. A. (1994) J. Biol. Chem. 269, 9227-9233). This enzyme is now shown to be

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