Molecular structure of 5(S)-HETE, CAS Number: 70608-72-9
5(S)-HETE (CAS 70608-72-9)
Alternate Names:
5(S)-hydroxyeicosatetraenoic acid
Application:
5(S)-HETE is a product of arachidonic acid metabolism shown to act as a chemotactic and chemokinetic for human neutrophils
CAS Number:
70608-72-9
Molecular Weight:
320.50
Molecular Formula:
C20H32O3
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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SDS & Certificate of Analysis
5(S)-HETE is a product of the arachidonic acid metabolism lipoxygenase pathway. It is chemotactic and chemokinetic for human neutrophils, the most abundant white blood cells of the mammalian immune system. It may act to elevate cytosolic Ca2+, inducing protein kinase C mobilization and thus influencing neutrophil function. It has been observed to stimulate the release of lysozymes from polymorphonuclear leukocytes. It has also been observed to stimulate the release of beta-N-acetylglucosaminidase from polymorphonuclear leukocytes.
5(S)-HETE (CAS 70608-72-9) References
- An anti-platelet agent, OPC-29030, inhibits translocation of 12-lipoxygenase and 12-hydroxyeicosatetraenoic acid production in human platelets. | Ozeki, Y., et al. 1999. Br J Pharmacol. 128: 1699-704. PMID: 10588925
- Neutrophils: molecules, functions and pathophysiological aspects. | Witko-Sarsat, V., et al. 2000. Lab Invest. 80: 617-53. PMID: 10830774
- 5-lipoxygenase regulates malignant mesothelial cell survival: involvement of vascular endothelial growth factor. | Romano, M., et al. 2001. FASEB J. 15: 2326-36. PMID: 11689458
- 5(S)-hydroxyeicosatetraenoic acid stimulates DNA synthesis in human microvascular endothelial cells via activation of Jak/STAT and phosphatidylinositol 3-kinase/Akt signaling, leading to induction of expression of basic fibroblast growth factor 2. | Zeng, ZZ., et al. 2002. J Biol Chem. 277: 41213-9. PMID: 12193593
- Metabolism of 5(S)-hydroxy-6,8,11,14-eicosatetraenoic acid and other 5(S)-hydroxyeicosanoids by a specific dehydrogenase in human polymorphonuclear leukocytes. | Powell, WS., et al. 1992. J Biol Chem. 267: 19233-41. PMID: 1326548
- 15(S)-hydroxyeicosatetraenoic acid induces angiogenesis via activation of PI3K-Akt-mTOR-S6K1 signaling. | Zhang, B., et al. 2005. Cancer Res. 65: 7283-91. PMID: 16103079
- Influence of eicosanoids on fibroblast chemotaxis and protein synthesis in vitro. | Rieger, GM., et al. 1990. J Dermatol Sci. 1: 347-54. PMID: 1963552
- Synthesis of 5-(S)-HETE, 5-(S)-HEPE and (+)-zooxanthellactone: Three hydroxylated polyunsaturated fatty acid metabolites. | Primdahl, KG., et al. 2016. Chem Phys Lipids. 196: 1-4. PMID: 26828369
- Lipoxin (LTX A4 5S, 6R, 15R) levels drastically decrease after 5 years of hemodialysis treatment. | Szczuko, M., et al. 2020. J Physiol Pharmacol. 71: PMID: 33077691
- 5-Hydroxyeicosatetraenoate promotes Ca2+ and protein kinase C mobilization in neutrophils. | O'Flaherty, JT. and Nishihira, J. 1987. Biochem Biophys Res Commun. 148: 575-81. PMID: 3689361
- Modulation of human neutrophil function by monohydroxy-eicosatetraenoic acids. | Goetzl, EJ., et al. 1980. Immunology. 39: 491-501. PMID: 6247265
- Chemokinetic activity of arachidonic and lipoxygenase products on leuocyctes of different species. | Palmer, RM., et al. 1980. Prostaglandins. 20: 411-8. PMID: 6251514
- Effect of various lipoxygenase metabolites of arachidonic acid on degranulation of polymorphonuclear leukocytes. | Bokoch, GM. and Reed, PW. 1981. J Biol Chem. 256: 5317-20. PMID: 6787038
- 5-Hydroxyeicosatetraenoic acid (HETE)-induced neutrophil transcellular migration is dependent upon enantiomeric structure. | Bittleman, DB. and Casale, TB. 1995. Am J Respir Cell Mol Biol. 12: 260-7. PMID: 7873191
- Transformation of arachidonic acid and homo-gamma-linolenic acid by rabbit polymorphonuclear leukocytes. Monohydroxy acids from novel lipoxygenases. | Borgeat, P., et al. 1976. J Biol Chem. 251: 7816-20. PMID: 826538
Activator of:
TG1019.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
5(S)-HETE, 50 µg | sc-200939 | 50 µg | $226.00 |