A potent LPA receptor agonist
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Alternative(s)
100100931-Oleoyl-2-hydroxy-sn-glycero-3-PA
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1-Oleoyl-2-hydroxy-sn-glycero-3-PA (sodium salt)

Item No. 62215

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9Z-octadecenoic acid, (2R)-2-hydroxy-3-(phosphonooxy)propyl ester, monosodium salt
CAS Number
325465-93-8
Synonyms
  • PA(18:1/0:0)
  • 18:1 LPA
  • LPA 18:1
  • 1-Octadecenoyl-2-hydroxy-sn-glycero-3-phosphate
  • 1-Oleoyl LPA
  • 1-Oleoyl Lysophosphatidic Acid
Molecular Formula
C21H40O7P • Na
Formula Weight
458.5
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 50 µg/mlDMSO: 50 µg/mlEthanol: 50 µg/mlPBS, pH 7.2: 8.3 mg/ml
SMILES
CCCCCCCC/C=C\CCCCCCCC(OC[C@@H](O)COP([O-])(O)=O)=O.[Na+]
InChi Code
InChI=1S/C21H41O7P.Na/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26;/h9-10,20,22H,2-8,11-19H2,1H3,(H2,24,25,26);/q;+1/p-1/b10-9-;/t20-;/m1./s1
InChi Key
XGRLSUFHELJJAB-JGSYTFBMSA-M
Side Chain Carbon Sum
18:1
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

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    5 mg

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    10 mg

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    50 mg

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    Product Description

    1-Oleoyl-2-hydroxy-sn-glycero-3-PA 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-2-hydroxy-sn-glycero-3-PA 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

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Moolenaar, W.H. LPA: A novel lipid mediator with diverse biological actions. Trends Cell Biol. 4(6), 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. The Journal of Biological Chemisty 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).