AACOCF3

Product NameAACOCF3
CAS149301-79-1
MFC21H31F3O
MW356.47
EINECS
MOL File149301-79-1.mol

Chemical Properties

Boiling point	421.7±45.0 °C(Predicted)
Density	0.981±0.06 g/cm3(Predicted)
storage temp.	-20°C
solubility	DMSO: >5 mg/mL
form	liquid
color	yellow
Stability	Light Sensitive

Safety Information

WGK Germany

MSDS

Provider	Language
SigmaAldrich	English

Usage And Synthesis

Uses

Arachidonyl trifluoromethyl ketone (AACOCF3) has been used as a anandamide degradation inhibitor to study its effects in primary astrocyte cultures.

Definition

ChEBI: A fatty acid derivative that is arachidonic acid in which the OH part of the carboxy group has been replaced by a trifluoromethyl group

Biological Activity

Inhibitor of cytosolic (85 kDa) phospholipase A 2 . Also inhibits fatty acid amide hydrolase (FAAH, anandamide amidase) in vitro .

Biochem/physiol Actions

Arachidonyl trifluoromethyl ketone (AACOCF3) plays a role in the inhibition of 12-hydroxyeicosatetraenoic acid (12-HETE) and thromboxane B2 produced by the platelets.

storage

-20°C (desiccate)

References

[1]. ackermann ej, conde-frieboes k, dennis ea. inhibition of macrophage ca(2+)-independent phospholipase a2 by bromoenol lactone and trifluoromethyl ketones. j biol chem, 1995, 270(1): 445-450.
[2]. riendeau d, guay j, weech pk, et al. arachidonyl trifluoromethyl ketone, a potent inhibitor of 85-kda phospholipase a2, blocks production of arachidonate and 12-hydroxyeicosatetraenoic acid by calcium ionophore-challenged platelets. j biol chem, 1994, 269(22): 15619-15624.
[3]. malaviya r, ansell j, hall l, et al. targeting cytosolic phospholipase a2 by arachidonyl trifluoromethyl ketone prevents chronic inflammation in mice. eur j pharmacol, 2006, 539(3): 195-204.