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Prostaglandin E2 Ethanolamide (CAS 194935-38-1)

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Alternate Names:
Dinoprostone Ethanolamide; PGE2-EA; Prostamide E2
Application:
Prostaglandin E2 Ethanolamide is an analog of PGE2 shown to bind EP1,2,3, &4 receptors and induce apoptosis in CRC cells
CAS Number:
194935-38-1
Molecular Weight:
395.5
Molecular Formula:
C22H37NO5
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Prostaglandin E2 Ethanolamide is an analog of PGE2 (sc-201225) with improved water solubility and stability that has demonstrated the ability to induce apoptosis in HT29 and HCA7/C29 human colorectal carcinoma (CRC) cell lines. Shown to act as an agonist with all four known EP receptor subtypes (EP1 - EP4), but with an affinity that is significantly less than PGE2. This compound is thought to be biosyntesized via COX-2 from the precursor anandamide (sc-200790; N-arachidonoylethanolamide), the endogenous cannabinoid neurotransmitter. These prostaglandin analogues are integral for structure-activity studies used in the deconvolution of these complex biochemical pathways, and in this case demonstrates unique and applicable biochemical activity.


Prostaglandin E2 Ethanolamide (CAS 194935-38-1) References

  1. Pharmacological characterization of the anandamide cyclooxygenase metabolite: prostaglandin E2 ethanolamide.  |  Ross, RA., et al. 2002. J Pharmacol Exp Ther. 301: 900-7. PMID: 12023517
  2. Formation of prostamides from anandamide in FAAH knockout mice analyzed by HPLC with tandem mass spectrometry.  |  Weber, A., et al. 2004. J Lipid Res. 45: 757-63. PMID: 14729864
  3. Misidentification of prostamides as prostaglandins.  |  Glass, M., et al. 2005. J Lipid Res. 46: 1364-8. PMID: 15863842
  4. The endogenous cannabinoid, anandamide, induces cell death in colorectal carcinoma cells: a possible role for cyclooxygenase 2.  |  Patsos, HA., et al. 2005. Gut. 54: 1741-50. PMID: 16099783
  5. Enzymatic formation of prostamide F2alpha from anandamide involves a newly identified intermediate metabolite, prostamide H2.  |  Yang, W., et al. 2005. J Lipid Res. 46: 2745-51. PMID: 16150817
  6. Anandamide inhibits IL-12p40 production by acting on the promoter repressor element GA-12: possible involvement of the COX-2 metabolite prostamide E(2).  |  Correa, F., et al. 2008. Biochem J. 409: 761-70. PMID: 17961121
  7. Characterisation of the prostaglandin E2-ethanolamide suppression of tumour necrosis factor-α production in human monocytic cells.  |  Brown, KL., et al. 2013. Biochim Biophys Acta. 1831: 1098-107. PMID: 23542062
  8. Design and synthesis of novel prostaglandin E2 ethanolamide and glycerol ester probes for the putative prostamide receptor(s).  |  Shelnut, EL., et al. 2015. Tetrahedron Lett. 56: 1411-1415. PMID: 25960577
  9. Novel COX-2 products of n-3 polyunsaturated fatty acid-ethanolamine-conjugates identified in RAW264.7 macrophages.  |  de Bus, I., et al. 2019. J Lipid Res. 60: 1829-1840. PMID: 31455615
  10. Synthesis of prostaglandin E2 ethanolamide from anandamide by cyclooxygenase-2.  |  Yu, M., et al. 1997. J Biol Chem. 272: 21181-6. PMID: 9261124

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Prostaglandin E2 Ethanolamide, 500 µg

sc-222196
500 µg
$70.00

Prostaglandin E2 Ethanolamide, 1 mg

sc-222196A
1 mg
$127.00