See personalized New Product recommendations! Get personalized New Product recommendations! Register or Login for personalized New Product recommendations!

Holiday Notification: Cayman Chemical will be closed Monday, May 28, 2012, in observance of the Memorial Day holiday. More…
Please feel free to continue placing orders via our website or via fax at 734-971-3640. You may send an email to customer service at custserv@caymanchem.com , or to technical support at techserv@caymanchem.com which we will respond to the next business day. Cayman will resume regular business hours and shipping schedules on Tuesday, May 29, 2012. Thank you for your patience and understanding.

CAY10590 Exclusive

Cayman Chemical Item Number 13181

(CAS 1101136-50-8)

CAY10590 (CAS 1101136-50-8)

See more

Description

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

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).

Formal Name 4-​[(1-​oxo-​7-​phenylheptyl)amino]-​(4R)-​octanoic acid
CAS Number 1101136-50-8
Molecular Formula C21H33NO3
Formula Weight 347.5
Formulation A crystalline solid
Purity ≥98%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
Copy SMILES to clipboard
O=C(N[C@H]​(CCCC)​CCC(O)​=O)​CCCCCCC1=CC=CC=C1

Background Reading

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

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

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).

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

Show all 4 Hide all but first 3

CAY10590 is available in the following screening library:

Size Price Quantity Subtotal
1 mg $26.00 $0.00
5 mg $117.00 $0.00
10 mg $208.00 $0.00
50 mg $910.00 $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 2012-05-26. 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.

Related Products

FKGK 11
Myeloperoxidase (human) EIA Kit
sPLA2 Assay Kit
sPLA2 (human Type V) Monoclonal Antibody (Clone MCL-3G1)
sPLA2 (mouse Type V) Polyclonal Antibody
sPLA2 (Type V) Inhibitor Screening Assay Kit
Show all 6 Hide all but first 3

Downloads

Batch-specific Information

Login to access batch-specific information

Cayman Chemical is a manufacturer, supplier and vendor of biochemical reagents, assay kits, antibodies, and proteins.

Other Resources
Management Team Company Profile Company History ChemAssistant Tools FAQs Cayman Europe Cayman Pharma CaBRI Cayman Gear Press Releases Illustrations and Charts Key Research Area Posters Article Library Analysis Tools Conference Schedule Order Terms Browser Recommendation Privacy Statement Site Map

Cayman Chemical Company · 1180 East Ellsworth Road · Ann Arbor, Michigan 48108 · USA

Toll Free: (800) 364-9897 (USA and Canada Only) · Fax: (734) 971-3640

Copyright 2012 Cayman Chemical Company

Lost password?