Molecular structure of 15(S)-HPETE, CAS Number: 70981-96-3
15(S)-HPETE (CAS 70981-96-3)
Alternate Names:
15(S)-Hydroperoxyeicosa-5Z,8Z,11Z,13E-tetraenoic acid
Application:
15(S)-HPETE is a primary metabolite of arachidonic acid shown to inhibit arachidonic acid induced platelet aggregation
CAS Number:
70981-96-3
Purity:
≥95%
Molecular Weight:
336.46
Molecular Formula:
C20H32O4
Supplemental Information:
This is 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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SDS & Certificate of Analysis
15(S)-HPETE is primarily recognized for its role as an intermediate in the biosynthesis of eicosanoids, which are signaling molecules that have diverse physiological functions. It is a product of arachidonic acid metabolism through the action of lipoxygenase enzymes. In biochemical research, this compound is of interest due to its involvement in the formation of leukotrienes and lipoxins, which are studied for their influence on inflammatory and immune responses. Researchers investigate the role of 15(S)-HPETE in cellular signaling pathways and its effects on the regulation of gene expression. Moreover, it is used as a substrate in enzymatic studies to assess the activity of lipoxygenases and to further understand the oxidative metabolism of polyunsaturated fatty acids.
15(S)-HPETE (CAS 70981-96-3) References
- Liquid chromatography/mass spectrometry analysis of bifunctional electrophiles and DNA adducts from vitamin C mediated decomposition of 15-hydroperoxyeicosatetraenoic acid. | Williams, MV., et al. 2005. Rapid Commun Mass Spectrom. 19: 849-58. PMID: 15723435
- Cyclooxygenase-2-mediated DNA damage. | Lee, SH., et al. 2005. J Biol Chem. 280: 28337-46. PMID: 15964853
- Effect of 15-lipoxygenase metabolites, 15-(S)-HPETE and 15-(S)-HETE on chronic myelogenous leukemia cell line K-562: reactive oxygen species (ROS) mediate caspase-dependent apoptosis. | Mahipal, SV., et al. 2007. Biochem Pharmacol. 74: 202-14. PMID: 17517376
- Intermolecular peroxyl radical reactions during autoxidation of hydroxy and hydroperoxy arachidonic acids generate a novel series of epoxidized products. | Schneider, C., et al. 2008. Chem Res Toxicol. 21: 895-903. PMID: 18324788
- A 4-oxo-2(E)-nonenal-derived glutathione adduct from 15-lipoxygenase-1-mediated oxidation of cytosolic and esterified arachidonic acid. | Zhu, P., et al. 2009. Free Radic Biol Med. 47: 953-61. PMID: 19576981
- Effect of 15-lipoxygenase metabolites on angiogenesis: 15(S)-HPETE is angiostatic and 15(S)-HETE is angiogenic. | Soumya, SJ., et al. 2012. Inflamm Res. 61: 707-18. PMID: 22450700
- 15-LOX metabolites and angiogenesis: angiostatic effect of 15(S)-HPETE involves induction of apoptosis in adipose endothelial cells. | Soumya, SJ., et al. 2014. PeerJ. 2: e635. PMID: 25346880
- Evidence for a lipoxygenase mechanism in the biosynthesis of epoxide and dihydroxy leukotrienes from 15(S)-hydroperoxyicosatetraenoic acid by human platelets and porcine leukocytes. | Maas, RL. and Brash, AR. 1983. Proc Natl Acad Sci U S A. 80: 2884-8. PMID: 6304687
- Testosterone potentiation of ionophore and ADP induced platelet aggregation: relationship to arachidonic acid metabolism. | Pilo, R., et al. 1981. Thromb Haemost. 46: 538-42. PMID: 6795741
- Stereochemistry of the Aplysia neuronal 12-lipoxygenase: specific potentiation of FMRFamide action by 12(S)-HPETE. | Abe, M., et al. 1995. Brain Res. 683: 200-8. PMID: 7552355
- A lipid peroxide inhibits the enzyme in blood vessel microsomes that generates from prostaglandin endoperoxides the substance (prostaglandin X) which prevents platelet aggregation. | Moncada, S., et al. 1976. Prostaglandins. 12: 715-37. PMID: 824686
- Lipoxygenase metabolites induced expression of adhesion molecules and transendothelial migration of monocyte-like HL-60 cells is linked to protein kinase C activation. | Sultana, C., et al. 1996. J Cell Physiol. 167: 477-87. PMID: 8655602
- Specificity of two lipoxygenases from rice: unusual regiospecificity of a lipoxygenase isoenzyme. | Zhang, LY. and Hamberg, M. 1996. Lipids. 31: 803-9. PMID: 8869882
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PGI2.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
15(S)-HPETE, 50 µg | sc-200966 | 50 µg | $55.00 |