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1-Oleoyl Lysophosphatidic Acid (sodium salt)

Cayman Chemical Item Number 62215

Oleoyl-sn-3-glycerophosphate (CAS 22556-62-3)

1-Oleoyl Lysophosphatidic Acid (sodium salt) (CAS 22556-62-3)

See more	Lipids (167) Phospholipids (58)

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 PLD or through a two step process involving liberation of DAG by PLC followed by phosphorylation of DAG by diglycerol kinase.¹ Hydrolysis of the fatty acid at the sn-2 position by PLA₂ yields bioactive LPA. LPA binds to one of four different G-protein linked receptors² to mediate a variety of biological responses including cell proliferation, smooth muscle contraction, platelet aggregation, neurite retraction, and cell motility.¹ 1-Oleoyl lysophosphatidic acid is the most potent of the LPA analogs for calcium mobilization in A431 cells³ and for growth stimulation of a variety of cell lines.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
Formal Name	1-O-9Z-octadecenoyl-sn-glyceryl-3-phosphoric acid, sodium salt
CAS Number	22556-62-3
Molecular Formula	C₂₁H₄₀O₇P · Na
Formula Weight	458.5
Formulation	A crystalline solid
Purity	≥95%
Stability	1 year
Storage	-20°C
Shipping	Room temperature in continental US; may vary elsewhere
SMILES	Copy SMILES to clipboard CCCCCCCC/C=C\CCCCCCCC(OCC(O)COP([O-])(O)=O)=O.[Na+]

Background Reading

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

Chun, J., Goetzl, E.J., Hla, T., et al. International union of pharmacology. XXXIV. Lysophospholipid receptor nomenclature. Pharmacol Rev 54 265-269 (2002).

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).

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1-Oleoyl Lysophosphatidic Acid (sodium salt) is available in the following screening library:

Bio-active Lipid I Screening Library (96-Well)

Size	Price	Quantity	Subtotal
1 mg	$11.00		$0.00
5 mg	$50.00		$0.00
10 mg	$88.00		$0.00
50 mg	$385.00		$0.00
Bulk	Contact
		Cart Total	$0.00

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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