Molecular structure of 15(S)-HETE, CAS Number: 54845-95-3
15(S)-HETE (CAS 54845-95-3)
Alternate Names:
15(S)-Hydroxyeicosa-5Z,8Z,11Z,13E-tetraenoic acid
Application:
15(S)-HETE is an arachidonic acid metabolite with immunosuppressive activity
CAS Number:
54845-95-3
Purity:
≥99%
Molecular Weight:
320.5
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
15(S)-HETE is a bioactive lipid and a product of the metabolism of arachidonic acid by 15-lipoxygenase. In research applications, it is frequently studied for its role in modulating inflammation, as it is involved in the complex pathways that govern inflammatory responses. Investigations into the impact of 15(S)-HETE have provided insights into its involvement in cell signaling processes, particularly those influencing the behavior of smooth muscle cells and leukocytes. Additionally, 15(S)-HETE is used as a biomarker in studies exploring the mechanisms of conditions characterized by altered lipid metabolism or inflammatory states, allowing researchers to trace the lipid pathways and understand their biological implications. The compound also plays a part in angiogenesis research, where it is examined for its effects on vascular endothelial cells.
15(S)-HETE (CAS 54845-95-3) References
- Arachidonate 15-lipoxygenase of reticulocyte-type in human rheumatoid arthritis type B synoviocytes and modulation of its activity by proinflammatory cytokines. | Liagre, B., et al. 1999. J Rheumatol. 26: 1044-51. PMID: 10332966
- 15(S)-hydroxyeicosatetraenoic acid (15-HETE), a product of arachidonic acid peroxidation, is an active component of hemozoin toxicity to monocytes. | Schwarzer, E., et al. 1999. Parassitologia. 41: 199-202. PMID: 10697856
- 15(S)-HETE modulates LTB(4) production and neutrophil chemotaxis in chronic bronchitis. | Profita, M., et al. 2000. Am J Physiol Cell Physiol. 279: C1249-58. PMID: 11003605
- The eicosanoid, 15-(S)-HETE, stimulates secretion of mucin-like glycoprotein by the corneal epithelium. | Jackson, RS., et al. 2001. Cornea. 20: 516-21. PMID: 11413409
- Corneal protection by the ocular mucin secretagogue 15(S)-HETE in a rabbit model of desiccation-induced corneal defect. | Gamache, DA., et al. 2002. J Ocul Pharmacol Ther. 18: 349-61. PMID: 12222765
- Fifteen-S-hydroxyeicosatetraenoic acid (15-S-HETE) specifically antagonizes the chemotactic action and glomerular synthesis of leukotriene B4 in the rat. | Fischer, DB., et al. 1992. Kidney Int. 41: 1155-60. PMID: 1319518
- 15-Hydroxyeicosatetraenoic acid stimulates migration of human retinal microvessel endothelium in vitro and neovascularization in vivo. | Graeber, JE., et al. 1990. Prostaglandins. 39: 665-73. PMID: 1695384
- 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
- 15(S)-HETE production in human retinal microvascular endothelial cells by hypoxia: Novel role for MEK1 in 15(S)-HETE induced angiogenesis. | Bajpai, AK., et al. 2007. Invest Ophthalmol Vis Sci. 48: 4930-8. PMID: 17962441
- 15-Lipoxygenases and its metabolites 15(S)-HETE and 13(S)-HODE in the development of non-small cell lung cancer. | Yuan, H., et al. 2010. Thorax. 65: 321-6. PMID: 20388757
- 15(S)-hydroxyeicosatetraenoic acid is the major arachidonic acid metabolite in human bronchi: association with airway epithelium. | Kumlin, M., et al. 1990. Arch Biochem Biophys. 282: 254-62. PMID: 2122804
- The cough receptor TRPV1 agonists 15(S)-HETE and LTB4 in the cough response to hypertonicity. | Koskela, H., et al. 2012. Inflamm Allergy Drug Targets. 11: 102-8. PMID: 22280233
- 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(S)-HETE-induced angiogenesis in adipose tissue is mediated through activation of PI3K/Akt/mTOR signaling pathway. | Soumya, SJ., et al. 2013. Biochem Cell Biol. 91: 498-505. PMID: 24219292
- Promotion of adipogenesis by 15-(S)-hydroxyeicosatetraenoic acid. | Song, YS., et al. 2016. Prostaglandins Other Lipid Mediat. 123: 1-8. PMID: 26905195
- (5Z,11Z,15R)-15-Hydroxyeicosa-5,11-dien-13-ynoic acid: A stable isomer of 15(S)-HETE that retains key vasoconstrictive and antiproliferative activity. | Pfister, SL., et al. 2016. Prostaglandins Other Lipid Mediat. 123: 33-9. PMID: 27117058
- Aspirin inhibits the production of proangiogenic 15(S)-HETE by platelet cyclooxygenase-1. | Rauzi, F., et al. 2016. FASEB J. 30: 4256-4266. PMID: 27633788
- Utility of 15(S)-HETE as a Serological Marker for Eosinophilic Esophagitis. | Lu, S., et al. 2018. Sci Rep. 8: 14498. PMID: 30266946
- Identification of a Feed-Forward Loop Between 15(S)-HETE and PGE2 in Human Amnion at Parturition. | Zhang, F., et al. 2022. J Lipid Res. 63: 100294. PMID: 36206855
- Arachidonic acid metabolism in polymorphonuclear leukocytes: effects of ionophore A23187. | Borgeat, P. and Samuelsson, B. 1979. Proc Natl Acad Sci U S A. 76: 2148-52. PMID: 377292
- 15-Lipoxygenase in human platelets. | Wong, PY., et al. 1985. J Biol Chem. 260: 9162-5. PMID: 3926763
- Immunosuppression induced in vivo by 15 hydroxyeicosatetraenoic acid (15 HETE). | Aldigier, JC., et al. 1984. Prostaglandins Leukot Med. 13: 99-107. PMID: 6584928
- Regulation of T-lymphocyte mitogenesis by the leukocyte product 15-hydroxy-eicosatetraenoic acid (15-HETE). | Bailey, JM., et al. 1982. Cell Immunol. 67: 112-20. PMID: 6804096
- Positional specificity of a reticulocyte lipoxygenase. Conversion of arachidonic acid to 15-S-hydroperoxy-eicosatetraenoic acid. | Bryant, RW., et al. 1982. J Biol Chem. 257: 6050-5. PMID: 6804460
- Arachidonic acid 15-lipoxygenase products from human eosinophils. | Turk, J., et al. 1982. J Biol Chem. 257: 7068-76. PMID: 6806264
- Characterization of specific subcellular 15-hydroxyeicosatetraenoic acid (15-HETE) binding sites on rat basophilic leukemia cells. | Kang, LT. and Vanderhoek, JY. 1995. Biochim Biophys Acta. 1256: 297-304. PMID: 7786891
- Interleukin-4 enhances 15-lipoxygenase activity and incorporation of 15(S)-HETE into cellular phospholipids in cultured pulmonary epithelial cells. | Profita, M., et al. 1999. Am J Respir Cell Mol Biol. 20: 61-8. PMID: 9870918
Activator of:
TG1019.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
15(S)-HETE, 50 µg | sc-200944 | 50 µg | $150.00 | |||
15(S)-HETE, 1 mg | sc-200944A | 1 mg | $1300.00 |