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Phosphatidic Acid, Dioleoyl (CAS 108392-02-5)

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Alternate Names:
1,2-Dioleoyl-sn-glycero-3-phosphate . Na
Application:
Phosphatidic Acid, Dioleoyl is an activator of multiple PKC isotypes
CAS Number:
108392-02-5
Purity:
≥98%
Molecular Weight:
724
Molecular Formula:
C39H73O8PNa
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Phosphatidic Acid, Dioleoyl may act to activate PKC alpha, epsilon, or zeta isotypes in the cytosol of COS cells. This compound not only stimulates PKC-zeta-mediated phosphorylation of distinctive substrates, but additionally causes an upward shift in electrophoretic mobility of PKC zeta. Furthermore, experiments have reported Phosphatidic Acid to be generated by hydrolysis of phosphatidylcholine, via phospholipase D (PLD). Mechanistic studies suggest activation of PLD by insulin and consequential generation of Phosphatidic Acid which then induces Raf-1 translocation to cell membranes. Raf-1 is an essential component to the mitogen-activated protein kinase cascade, and once it has crossed over to the plasma membrane, other factors may activate it through phosphorylation.


Phosphatidic Acid, Dioleoyl (CAS 108392-02-5) References

  1. The recruitment of Raf-1 to membranes is mediated by direct interaction with phosphatidic acid and is independent of association with Ras.  |  Rizzo, MA., et al. 2000. J Biol Chem. 275: 23911-8. PMID: 10801816
  2. Pore formation in and enlargement of phospholipid liposomes by synthetic models of ceramides and sphingomyelin.  |  Pajewski, R., et al. 2005. Bioorg Med Chem. 13: 29-37. PMID: 15582449
  3. Optimizing oriented planar-supported lipid samples for solid-state protein NMR.  |  Rainey, JK. and Sykes, BD. 2005. Biophys J. 89: 2792-805. PMID: 16085766
  4. Arrays of lipid bilayers and liposomes on patterned polyelectrolyte templates.  |  Kohli, N., et al. 2006. J Colloid Interface Sci. 301: 461-9. PMID: 16790245
  5. Diazeniumdiolate reactivity in model membrane systems.  |  Dinh, BT., et al. 2008. Nitric Oxide. 18: 113-21. PMID: 18068133
  6. Synthesis of deuterated [D32 ]oleic acid and its phospholipid derivative [D64 ]dioleoyl-sn-glycero-3-phosphocholine.  |  Darwish, TA., et al. 2013. J Labelled Comp Radiopharm. 56: 520-9. PMID: 24285531
  7. S6K is a morphogenic protein with a mechanism involving Filamin-A phosphorylation and phosphatidic acid binding.  |  Henkels, KM., et al. 2015. FASEB J. 29: 1299-313. PMID: 25512366
  8. Effect of Phosphatidic Acid on Biomembrane: Experimental and Molecular Dynamics Simulations Study.  |  Kwolek, U., et al. 2015. J Phys Chem B. 119: 10042-51. PMID: 26167676
  9. Surface-Specific Functionalization of Nanoscale Metal-Organic Frameworks.  |  Wang, S., et al. 2015. Angew Chem Int Ed Engl. 54: 14738-42. PMID: 26492949
  10. Delivery of fluorophores by calcium phosphate-coated nanoliposomes and interaction with Staphylococcus aureus biofilms.  |  Rivero Berti, I., et al. 2016. Colloids Surf B Biointerfaces. 142: 214-222. PMID: 26954088
  11. NIR-Light-Driven Generation of Reactive Oxygen Species Using Ru(II)-Decorated Lipid-Encapsulated Upconverting Nanoparticles.  |  Meijer, MS., et al. 2019. Langmuir. 35: 12079-12090. PMID: 31389710
  12. Phosphatidic acid activation of protein kinase C-zeta overexpressed in COS cells: comparison with other protein kinase C isotypes and other acidic lipids.  |  Limatola, C., et al. 1994. Biochem J. 304 (Pt 3): 1001-8. PMID: 7818462
  13. A role for phospholipase D in control of mitogenesis.  |  Boarder, MR. 1994. Trends Pharmacol Sci. 15: 57-62. PMID: 8165726
  14. Phospholipase D and its product, phosphatidic acid, mediate agonist-dependent raf-1 translocation to the plasma membrane and the activation of the mitogen-activated protein kinase pathway.  |  Rizzo, MA., et al. 1999. J Biol Chem. 274: 1131-9. PMID: 9873061

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Phosphatidic Acid, Dioleoyl, 10 mg

sc-201059
10 mg
$255.00