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

1-Oleoyl Lysophosphatidic Acid Exclusive

Cayman Chemical Item Number 10010093

Oleoyl-sn-3-Glycerophosphate; 1-Oleoyl LPA (CAS 65528-98-5)

1-Oleoyl Lysophosphatidic Acid (CAS 65528-98-5)

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Description

1-Oleoyl lysophosphatidic acid is a species of lysophosphatidic acid (LPA) containing oleic acid at the sn-1 position. Phosphatidic acid is produced either directly through the action of phospholipase D (PLD) or through a two step process involving liberation of diacylglycerol (DAG) by phospholipase C (PLC) followed by phosphorylation of DAG by diglycerol kinase.1 Hydrolysis of the fatty acid at the sn-2 position by phospholipase A2 (PLA2) yields bioactive LPA. 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.2,1 1-Oleoyl lysophosphatidic acid is the most potent of the LPA analogs for calcium mobilization in A431 cells and for growth stimulation of a variety of cell lines.3,4

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

2 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).

3 Jalink, K., Hengeveld, T., Mulder, S., et al. Lysophosphatidic acid-induced Ca2+ mobilization in human A4431 cells: Structure-activity analysis. Biochem J 307 609-616 (1995).

4 van Corven, E.J., van Rijswijk, A., Jalink, K., et al. Mitogenic action of lysophosphatidic acid and phosphatidic acid on fibroblasts. Dependence on acyl-chain length and inhibition by suramin. Biochem J 281 163-169 (1992).

Synonyms
  • Oleoyl-sn-3-Glycerophosphate
  • 1-Oleoyl LPA
Formal Name 1-​O-​9Z-​octadecenoyl-​sn-​glyceryl-​3-​phosphoric acid
CAS Number 65528-98-5
Molecular Formula C21H41O7P
Formula Weight 436.9
Formulation A solution in ethanol
Purity >95%
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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CCCCCCCC/C=C\CCCCCCCC(=O)​OC[C@@H]​(O)​COP(=O)​(O)​O

Background Reading

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

van Corven, E.J., van Rijswijk, A., Jalink, K., et al. Mitogenic action of lysophosphatidic acid and phosphatidic acid on fibroblasts. Dependence on acyl-chain length and inhibition by suramin. Biochem J 281 163-169 (1992).

Jalink, K., Hengeveld, T., Mulder, S., et al. Lysophosphatidic acid-induced Ca2+ mobilization in human A4431 cells: Structure-activity analysis. Biochem J 307 609-616 (1995).

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).

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1-Oleoyl Lysophosphatidic Acid is available in the following screening library:

Size Price Quantity Subtotal
1 mg $15.00 $0.00
5 mg $68.00 $0.00
10 mg $120.00 $0.00
25 mg $263.00 $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 2012-02-12. 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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