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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
$32.00

1-Oleoyl lysophosphatidic acid, 5 mg

sc-222720A
5 mg
$142.00

1-Oleoyl lysophosphatidic acid, 10 mg

sc-222720B
10 mg
$250.00

1-Oleoyl lysophosphatidic acid, 25 mg

sc-222720C
25 mg
$541.00