Item № 13181
CAS № 1101136-50-8
Purity ≥98%
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1 mg $29.00 $0.00
5 mg $131.00 $0.00
10 mg $232.00 $0.00
50 mg $943.00 $0.00

Pricing updated 2015-11-24. Prices are subject to change without notice.

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Phospholipase A2 (PLA2) catalyzes the hydrolysis of fatty acids at the sn-2 position of glycerophospholipids, liberating arachidonic acid for subsequent eicosanoid synthesis.1 Three primary types of PLA2 exist: secretory (sPLA2), calcium-dependent cytosolic (cPLA2), and calcium-independent cytosolic (iPLA2).2 Of these three enzymes, cPLA2 is the rate-limiting stimulus for release of arachidonic acid whereas sPLA2 amplifies the action of cPLA2 and regulates phagocytosis and foam cell formation.3 CAY10590, a simple amide based on (R)-γ-norleucine, is a potent and selective inhibitor of sPLA2. It exhibits 95% inhibition (XI(50) = 0.003) of sPLA2 at 0.091 mole fraction without affecting the activities of cPLA2 or iPLA2.4

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Technical Information
Formal Name 4-[(1-oxo-7-phenylheptyl)amino]-(4R)-octanoic acid
CAS Number 1101136-50-8
Molecular Formula C21H33NO3
Formula Weight 347.5
Purity ≥98%
Formulation A crystalline solid
InChI Code 1S/C21H33NO3/c1-2-3-14-19(16-17-21(24)25)22-20(23)15-10-5-4-7-11-18-12-8-6-9-13-18/h6,8-9,12-13,19H,2-5,7,10-11,14-17H2,1H3,(H,22,23)(H,24,25)/t19-/m1/s1

WARNING - This product is not for human or veterinary use.

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Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
Stability 2 years
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References & Background Reading
Product Description References

1. Dennis, E.A. Phospholipases. Enzymes XVI 307-353 (1983).

2. Dennis, E.A. Diversity of group types, regulation, and function of phospholipase A2. J Biol Chem 269 13057-13060 (1994).

3. Balestrieri, B., and Arm, J.P. Group V sPLA2: Classical and novel functions. Biochim Biophys Acta 1761 1280-1288 (2006).

4. Antonopoulou, G., Barbayianni, E., Magrioti, V., et al. Structure-activity relationships of natural and non-natural amino acid-based amide and 2-oxoamide inhibitors of human phospholipase A2 enzymes. Bioorg Med Chem 16 10257-10269 (2008).

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