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

1-Octadecyl Lysophosphatidic Acid Exclusive

Cayman Chemical Item Number 10010164

1-Octadecyl LPA (CAS 52977-29-4)

1-Octadecyl Lysophosphatidic Acid (CAS 52977-29-4)

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Description

1-Octadecyl lysophosphatidic acid (1-octadecyl LPA) is a LPA analog containing stearic acid at the sn-1 position. LPA binds to one of five different G protein linked receptors to mediate a variety of biological responses including cell proliferation, smooth muscle contraction, platelet aggregation, neurite retraction, and cell motility.1,2 Alkyl ether-linked LPA derivatives have a higher platelet aggregating activity than the acyl derivatives, most likely stemming from an alkyl-specific LPA receptor. For example, 1-octadecyl LPA has a platelet aggregating EC50 value of 9 nM versus 1-octadecanoyl LPA which has an EC50 value of 177 nM.3

1 Noguchi, K., Ishii, S., and Shimizu, T. Identification of p2y9/GPR23 as a novel G protein-coupled receptor for lysophosphatidic acid, structurally distant from the Edg family. J Biol Chem 278(28) 25600-25606 (2003).

2 Moolenaar, W.H. LPA: A novel lipid mediator with diverse biological actions. Trends Cell Biol 4 213-219 (1994).

3 Tokumura, A., Sinomiya, J., Kishimoto, S., et al. Human platelets respond differentially to lysophosphatidic acids having a highly unsaturated fatty acyl group and alkyl ether-linked lysophosphatidic acids. Biochem J 365 617-628 (2002).

Synonyms
  • 1-Octadecyl LPA
Formal Name 3-​(octadecyloxy)-​1-​(dihydrogen phosphate)-​1,​2-​propanediol
CAS Number 52977-29-4
Molecular Formula C21H45O6P
Formula Weight 424.6
Formulation A crystalline solid
Purity ≥95%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CCCCCCCCCCCCCCCCCCOCC(O)​COP(=O)​(O)​O

Background Reading

Noguchi, K., Ishii, S., and Shimizu, T. Identification of p2y9/GPR23 as a novel G protein-coupled receptor for lysophosphatidic acid, structurally distant from the Edg family. J Biol Chem 278(28) 25600-25606 (2003).

Moolenaar, W.H. LPA: A novel lipid mediator with diverse biological actions. Trends Cell Biol 4 213-219 (1994).

Tokumura, A., Sinomiya, J., Kishimoto, S., et al. Human platelets respond differentially to lysophosphatidic acids having a highly unsaturated fatty acyl group and alkyl ether-linked lysophosphatidic acids. Biochem J 365 617-628 (2002).

Size Price Quantity Subtotal
500 µg $18.00 $0.00
1 mg $34.00 $0.00
5 mg $144.00 $0.00
10 mg $252.00 $0.00
Bulk Contact
Cart Total $0.00

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

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Pricing updated 2012-02-12. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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