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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

Arachidonyl Trifluoromethyl Ketone

Cayman Chemical Item Number 62120

ATK; AATFMK (CAS 149301-79-1)

Arachidonyl Trifluoromethyl Ketone (CAS 149301-79-1)

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Description

ATK is an analog of arachidonic acid in which the carboxyl group is replaced by a trifluoromethyl ketone group.1 It inhibits the activity of the 85 kDa cPLA2 and the 80 kDa macrophage iPLA2 without altering the activity of the 14 kDa sPLA2s.1,2,3 ATK is useful for differentiating the effects of cPLA2 and iPLA2 from sPLA2.4,5

1 Street, I.P., Lin, H., Laliberté, F., et al. Slow- and tight-binding inhibitors of the 85-kDa human phospholipase A2. Biochemistry 32 5935-5940 (1993).

2 Ackermann, E.J., Conde-Frieboes, K., and Dennis, E.A. Inhibition of macrophage Ca2+-independent phospholipase A2 by bromoenol lactone and trifluoromethyl ketones. J Biol Chem 270 445-450 (1995).

3 Conde-Frieboes, K., Reynolds, L.J., Lio, Y., et al. Activated ketones as inhibitors of intracellular Ca2+-dependent and Ca2+-independent phospholipase A2. J Am Chem Soc 118 5519-5525 (1996).

4 Bartoli, F., Lin, H., Ghomashchi, F., et al. Tight binding inhibitors of 85-kDa phospholipase A2 but not 14-kDa phospholipase A2 inhibit release of free arachidonate in thrombin-stimulated human platelets. J Biol Chem 269 15625-15630 (1994).

5 Riendeau, D., Guay, J., Weech, P.K., 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 269 15619-15624 (1994).

Synonyms
  • ATK
  • AATFMK
Formal Name 1,​1,​1-​trifluoro-​6Z,​9Z,​12Z,​15Z-​heneicosatetraen-​2-​one
CAS Number 149301-79-1
Molecular Formula C21H31F3O
Formula Weight 356.5
Formulation A solution in ethanol
Purity >98%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)​C(F)​(F)​F

Background Reading

Street, I.P., Lin, H., Laliberté, F., et al. Slow- and tight-binding inhibitors of the 85-kDa human phospholipase A2. Biochemistry 32 5935-5940 (1993).

Bartoli, F., Lin, H., Ghomashchi, F., et al. Tight binding inhibitors of 85-kDa phospholipase A2 but not 14-kDa phospholipase A2 inhibit release of free arachidonate in thrombin-stimulated human platelets. J Biol Chem 269 15625-15630 (1994).

Conde-Frieboes, K., Reynolds, L.J., Lio, Y., et al. Activated ketones as inhibitors of intracellular Ca2+-dependent and Ca2+-independent phospholipase A2. J Am Chem Soc 118 5519-5525 (1996).

Riendeau, D., Guay, J., Weech, P.K., 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 269 15619-15624 (1994).

Ackermann, E.J., Conde-Frieboes, K., and Dennis, E.A. Inhibition of macrophage Ca2+-independent phospholipase A2 by bromoenol lactone and trifluoromethyl ketones. J Biol Chem 270 445-450 (1995).

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Arachidonyl Trifluoromethyl Ketone is available in the following screening library:

Size Price Quantity Subtotal
1 mg $8.00 $0.00
5 mg $36.00 $0.00
10 mg $64.00 $0.00
50 mg $280.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

Please contact our Sales Department for a quote or to purchase.

Pricing updated 2012-02-11. Prices are subject to change without notice.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

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PF-622
PF-750
sPLA2 Assay Kit
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