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1-Oleoyl Lysophosphatidic Acid (Synonyms: 1-Oleoyl LPA, Oleoyl-sn-3-Glycerophosphate)

Catalog No.GC42011

A potent LPA receptor agonist

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1-Oleoyl Lysophosphatidic Acid Chemical Structure

Cas No.: 65528-98-5

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1mg
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5mg
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10mg
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25mg
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Sample solution is provided at 25 µL, 10mM.

Product has been cited by 2 publications

Product Documents

Quality Control & SDS

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Background

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]

Reference:
[1]. Moolenaar, W.H. LPA: A novel lipid mediator with diverse biological actions. Trends in Cell Biology 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. 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. Biochemistry Journal 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. Biochemistry Journal 281, 163-169 (1992).

Chemical Properties

Cas No. 65528-98-5 SDF
Synonyms 1-Oleoyl LPA, Oleoyl-sn-3-Glycerophosphate
Chemical Name 1-O-9Z-octadecenoyl-sn-glyceryl-3-phosphoric acid
Canonical SMILES CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)O
Formula C21H41O7P M.Wt 436.5
Solubility DMF: 2 mg/ml; DMSO: 2.5 mg/ml; Ethanol: 25 mg/ml; PBS (pH 7.2): 3 mg/ml Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

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1 mg 5 mg 10 mg
1 mM 2.291 mL 11.4548 mL 22.9095 mL
5 mM 0.4582 mL 2.291 mL 4.5819 mL
10 mM 0.2291 mL 1.1455 mL 2.291 mL
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Related Video

    1-Oleoyl Lysophosphatidic Acid -GlpBio

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