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1-Oleoyl lysophosphatidic acid (CAS 65528-98-5)

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Alternate Names:
1-Oleoyl LPA; Oleoyl-sn-3-Glycerophosphate
Application:
1-Oleoyl lysophosphatidic acid is a species of lysophosphatidic acid containing oleic acid at the sn-1 position
CAS Number:
65528-98-5
Purity:
>95%
Molecular Weight:
436.52
Molecular Formula:
C21H41O7P
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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1-Oleoyl lysophosphatidic acid is a species of lysophosphatidic acid (LPA) containing oleic acid at the sn-1 position. Phosphatidic acid is made either through a two step process involving liberation of diacylglycerol (DAG) by phospholipase C (PLC) follow by phosphorylation of DAG by diglycerol kinase or directly through the action of phospholipase D (PLD). Hydrolysis of the fatty acid at the sn-2 position by phospholipase A2 (PLA2) yields bioactive LPA, which binds to one of five different G protein linked receptors to mediate a variety of biological responses including platelet aggregation, cell proliferation, smooth muscle contraction, cell motility and neurite retraction. 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.


1-Oleoyl lysophosphatidic acid (CAS 65528-98-5) References

  1. Inhibition of tumor invasion and metastasis by a novel lysophosphatidic acid (cyclic LPA).  |  Mukai, M., et al. 1999. Int J Cancer. 81: 918-22. PMID: 10362139
  2. Inhibition of lysophosphatidic acid-induced RhoA activation and tumor cell invasion by 3-hydroxy-3-methylglutaryl-coenzyme A reductase inhibitors.  |  Kusama, T., et al. 2003. Int J Oncol. 23: 1173-8. PMID: 12964001
  3. Mitogenic action of lysophosphatidic acid and phosphatidic acid on fibroblasts. Dependence on acyl-chain length and inhibition by suramin.  |  van Corven, EJ., et al. 1992. Biochem J. 281 (Pt 1): 163-9. PMID: 1731751
  4. Inhibition of lysophospholipase D activity by unsaturated lysophosphatidic acids or seed extracts containing 1-linoleoyl and 1-oleoyl lysophosphatidic acid.  |  Liu, XW., et al. 2007. J Agric Food Chem. 55: 8717-22. PMID: 17887800
  5. Lysophosphatidic acid inhibits neuronal differentiation of neural stem/progenitor cells derived from human embryonic stem cells.  |  Dottori, M., et al. 2008. Stem Cells. 26: 1146-54. PMID: 18308941
  6. CGI-58/ABHD5 is a coenzyme A-dependent lysophosphatidic acid acyltransferase.  |  Montero-Moran, G., et al. 2010. J Lipid Res. 51: 709-19. PMID: 19801371
  7. Regulatory effect of lysophosphatidic acid on lymphocyte migration.  |  Tanikawa, T., et al. 2010. Biol Pharm Bull. 33: 204-8. PMID: 20118541
  8. Lysophosphatidic acid signals through multiple receptors in osteoclasts to elevate cytosolic calcium concentration, evoke retraction, and promote cell survival.  |  Lapierre, DM., et al. 2010. J Biol Chem. 285: 25792-801. PMID: 20551326
  9. 1-Oleoyl lysophosphatidic acid: a new mediator of emotional behavior in rats.  |  Castilla-Ortega, E., et al. 2014. PLoS One. 9: e85348. PMID: 24409327
  10. Lysophosphatidic acid stimulates tyrosine phosphorylation of focal adhesion kinase, paxillin, and p130. Signaling pathways and cross-talk with platelet-derived growth factor.  |  Seufferlein, T. and Rozengurt, E. 1994. J Biol Chem. 269: 9345-51. PMID: 7510708
  11. Selective inhibition of DNA polymerase-alpha family with chemically synthesized derivatives of PHYLPA, a unique Physarum lysophosphatidic acid.  |  Murakami-Murofushi, K., et al. 1995. Biochim Biophys Acta. 1258: 57-60. PMID: 7654781
  12. Modulation of cell surface fibronectin assembly sites by lysophosphatidic acid.  |  Zhang, Q., et al. 1994. J Cell Biol. 127: 1447-59. PMID: 7962101
  13. Activation of serum response element-regulated genes by lysophosphatidic acid.  |  Perkins, LM., et al. 1994. Nucleic Acids Res. 22: 450-2. PMID: 8127683
  14. Lysophosphatidic acid enhances fibronectin binding to adherent cells.  |  Checovich, WJ. and Mosher, DF. 1993. Arterioscler Thromb. 13: 1662-7. PMID: 8218108

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

1-Oleoyl lysophosphatidic acid, 1 mg

sc-222720
1 mg
$31.00

1-Oleoyl lysophosphatidic acid, 5 mg

sc-222720A
5 mg
$139.00

1-Oleoyl lysophosphatidic acid, 10 mg

sc-222720B
10 mg
$245.00

1-Oleoyl lysophosphatidic acid, 25 mg

sc-222720C
25 mg
$530.00

How do you change the solvent for this product?

Asked by: hawkeye11
Thank you for your question. 1-Oleoyl LPA is supplied as a solution in ethanol. To change the solvent, simply evaporate the ethanol under a gentle stream of nitrogen and immediately add the solvent of choice. Solvents such as DMSO and dimethyl formamide purged with an inert gas can be used. The solubility of 1-oleoyl LPA in these solvents is approximately 2 mg/ml. Further dilutions of the stock solution into aqueous buffers or isotonic saline should be made prior to performing biological experiments. Ensure that the residual amount of organic solvent is insignificant, since organic solvents may have physiological effects at low concentrations. If an organic solvent-free solution of 1-oleoyl LPA is needed, it can be prepared by evaporating the ethanol and directly dissolving the neat oil in aqueous buffers. The solubility of 1-oleoyl LPA in PBS, pH 7.2, is approximately 3 mg/ml. We do not recommend storing the aqueous solution for more than one day.
Answered by: Technical Support
Date published: 2017-01-24
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Rated 5 out of 5 by from Various publications cite the use of 1Various publications cite the use of 1-Oleoyl lysophosphatidic acid for calcium mobilization in A431 cells and for growth stimulation of a variety of cell lines. -SCBT Publication Review
Date published: 2015-03-04
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1-Oleoyl lysophosphatidic acid is rated 5.0 out of 5 by 1.
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