AACOCF3  (Synonyms: Arachidonyl trifluoromethyl ketone)

AACOCF3 (Arachidonyl trifluoromethyl ketone) is a cell-permeant trifluoromethyl ketone analog of arachidonic acid. AACOCF3 is a potent and selective slow binding inhibitor of the 85-kDa cytosolic phospholipase A2 (cPLA2). AACOCF3 blocks production of arachidonate and 12-hydroxyeicosatetraenoic acid by calcium ionophore-challenged platelets. AACOCF3 inhibits glucose-induced insulin secretion from isolated rat islets. AACOCF3 has the potential for the research of cardiovascular disease^[1][2][3].

AACOCF3 inhibits the release of arachidonic acid from calcium ionophore-challenged U937 cells (IC₅₀= 8 μM, 2 x 10⁶ cells ml^-1) and from platelets (IC₅₀= 2 μM, 4 x 10⁷ cells ml^-1)^[1].
AACOCF3 (10 μM) suppresses phosphate-induced calcification and osteogenic/chondrogenic signaling in HAoSMCs. AACOCF3 significantly inhibits both basal and Pi-induced release of arachidonic acid, the product of PLA2 activity^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

AACOCF3 (10 mg/kg; gavage; 5 days a week; ApoE^–/– mice (6-week-old males) were fed a high-cholesterol diet) significantly reduces type III collagen plaque expression but had no significant influence on total collagen accumulation^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

356.47

C₂₁H₃₁F₃O

149301-79-1

Liquid

Colorless to light yellow

CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(C(F)(F)F)=O

Room temperature in continental US; may vary elsewhere.

Solution, -20°C, 2 years

• [1]. Riendeau D, 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.  [Content Brief]

  [2]. Schanstra JP, et al. Systems biology identifies cytosolic PLA2 as a target in vascular calcification treatment. JCI Insight. 2019;4(10):e125638. Published 2019 May 16.  [Content Brief]

  [3]. Loweth AC, et al. A specific inhibitor of cytosolic phospholipase A2 activity, AACOCF3, inhibits glucose-induced insulin secretion from isolated rat islets. Biochem Biophys Res Commun. 1996;218(2):423-427.  [Content Brief]