Molecular structure of 5-oxo-ETE, CAS Number: 106154-18-1
5-oxo-ETE (CAS 106154-18-1)
See product citations (2)
Alternate Names:
5-Ketoeicosa-6E,8Z,11Z,14E-tetraenoic acid
Application:
5-oxo-ETE is a compound that stimulates neutrophil degranulation
CAS Number:
106154-18-1
Purity:
≥95%
Molecular Weight:
318.46
Molecular Formula:
C20H30O3
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.
QUICK LINKS
Ordering Information
Product Citations
Description
Technical Information
Safety Information
SDS & Certificate of Analysis
5-oxo-ETE is an eicosatetraenoic acid found to be a metabolite of arachidonic acid and a product of 5-lipoxygenase pathway. This compound is a strong in vitro chemoattractant for neurophils, eosinophils, monocytes, and basophils. Additionally, 5-oxo-ETE and other eicosanoids have been reported to play a key role in inflammatory responses. Mechanistic studies suggest that the biological activity of 5-oxo-ETE influences by a G protein-linked receptor. 5-oxo-ETE is an activator of TG1019.
5-oxo-ETE (CAS 106154-18-1) References
- Biosynthesis of 5-oxo-6,8,11,14-eicosatetraenoic acid from 5-hydroperoxyeicosatetraenoic acid in the murine macrophage. | Zarini, S. and Murphy, RC. 2003. J Biol Chem. 278: 11190-6. PMID: 12547823
- Expression and characterization of a 5-oxo-6E,8Z,11Z,14Z-eicosatetraenoic acid receptor highly expressed on human eosinophils and neutrophils. | Jones, CE., et al. 2003. Mol Pharmacol. 63: 471-7. PMID: 12606753
- 5-oxo-6,8,11,14-eicosatetraenoic acid induces the infiltration of granulocytes into human skin. | Muro, S., et al. 2003. J Allergy Clin Immunol. 112: 768-74. PMID: 14564360
- 5-Lipoxygenase products regulate basophil functions: 5-Oxo-ETE elicits migration, and leukotriene B(4) induces degranulation. | Iikura, M., et al. 2005. J Allergy Clin Immunol. 116: 578-85. PMID: 16159627
- Airway epithelial cells synthesize the lipid mediator 5-oxo-ETE in response to oxidative stress. | Erlemann, KR., et al. 2007. Free Radic Biol Med. 42: 654-64. PMID: 17291989
- 5-Oxo-ETE and the OXE receptor. | Grant, GE., et al. 2009. Prostaglandins Other Lipid Mediat. 89: 98-104. PMID: 19450703
- 5-oxo-ETE is a major oxidative stress-induced arachidonate metabolite in B lymphocytes. | Grant, GE., et al. 2011. Free Radic Biol Med. 50: 1297-304. PMID: 21334434
- Antagonizing effects of membrane-acting androgens on the eicosanoid receptor OXER1 in prostate cancer. | Kalyvianaki, K., et al. 2017. Sci Rep. 7: 44418. PMID: 28290516
- Ceramide kinase regulates acute wound healing by suppressing 5-oxo-ETE biosynthesis and signaling via its receptor OXER1. | Maus, KD., et al. 2022. J Lipid Res. 63: 100187. PMID: 35219746
- 5-Oxo-6,8,11,14-eicosatetraenoic acid is a potent stimulator of human eosinophil migration. | Powell, WS., et al. 1995. J Immunol. 154: 4123-32. PMID: 7706749
- Chemical and biological characterization of oxo-eicosatetraenoic acids. | O'Flaherty, JT., et al. 1994. Biochim Biophys Acta. 1201: 505-15. PMID: 7803484
- Metabolism and biologic effects of 5-oxoeicosanoids on human neutrophils. | Powell, WS., et al. 1996. J Immunol. 156: 336-42. PMID: 8598482
- Synthesis of 5-oxo-6,8,11,14-eicosatetraenoic acid by human monocytes and lymphocytes. | Zhang, Y., et al. 1996. J Leukoc Biol. 59: 847-54. PMID: 8691070
- Formation of a 5-oxo metabolite of 5,8,11,14,17-eicosapentaenoic acid and its effects on human neutrophils and eosinophils. | Powell, WS., et al. 1995. J Lipid Res. 36: 2590-8. PMID: 8847485
- 5-oxo-ETE induces pulmonary eosinophilia in an integrin-dependent manner in Brown Norway rats. | Stamatiou, P., et al. 1998. J Clin Invest. 102: 2165-72. PMID: 9854052
Activator of:
TG1019.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
5-oxo-ETE, 25 µg | sc-203783 | 25 µg | $115.00 | |||
5-oxo-ETE, 50 µg | sc-203783A | 50 µg | $209.00 |