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Merck
CN

P8727

Sigma-Aldrich

Palmityl trifluoromethyl ketone

phosholipase A2 inhibitor

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别名:
PACOCF3, Pentadecyl trifluoromethyl ketone
经验公式(希尔记法):
C17H31F3O
分子量:
308.42
MDL编号:
UNSPSC代码:
12352202
PubChem化学物质编号:
NACRES:
NA.77

生物来源

synthetic (organic)

检测方案

≥98% (TLC)

形式

liquid

浓度

10 mg/mL in ethanol

储存温度

−20°C

SMILES字符串

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

InChI key

MAHYXYTYTLCTQD-UHFFFAOYSA-N

生化/生理作用

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.

象形图

FlameExclamation mark

警示用语:

Danger

危险声明

危险分类

Eye Irrit. 2 - Flam. Liq. 2

WGK

WGK 2

闪点(°F)

closed cup

闪点(°C)

closed cup

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

法规信息

危险化学品

分析证书(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
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
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

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