Molecular structure of 12(S)-HETE, CAS Number: 54397-83-0
12(S)-HETE (CAS 54397-83-0)
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Application:
12(S)-HETE is a potent stimulator of smooth muscle cell migration
CAS Number:
54397-83-0
Purity:
>98%
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
12(S)-HETE is an arachidonic acid metabolite synthesized in the 12-lipoxygenase pathway in platelets and macrophages. Studies suggest that 12(S)-HETE is a potent stimulator of smooth muscle cell and leukocyte migration. In addition, this metabolite can induce reversible endothelial cell retraction allowing tumor cell access to the subendothelial matrix, which is not activated by 12(R)-HETE (sc-200946). Furthermore, studies show that a potential use of this molecule could be in preferentially attracting eosinophils to tissue reactions associated with platelet activation.
12(S)-HETE (CAS 54397-83-0) References
- Enhanced tumor cell adhesion to the subendothelial matrix resulting from 12(S)-HETE-induced endothelial cell retraction. | Honn, KV., et al. 1989. FASEB J. 3: 2285-93. PMID: 2673900
- Specific action of the lipoxygenase pathway in mediating angiotensin II-induced aldosterone synthesis in isolated adrenal glomerulosa cells. | Nadler, JL., et al. 1987. J Clin Invest. 80: 1763-9. PMID: 2824567
- Metabolomics implicate eicosanoids in severe functional mitral regurgitation. | Hofbauer, TM., et al. 2023. ESC Heart Fail. 10: 311-321. PMID: 36217578
- Photothermal lipolysis accelerates ECM production via macrophage-derived ALOX15-mediated p38 MAPK activation in fibroblasts. | Wu, S., et al. 2023. J Biophotonics. 16: e202200321. PMID: 36529997
- Combined analysis of gut microbiome and serum metabolomics reveals novel biomarkers in patients with early-stage non-small cell lung cancer. | Ni, B., et al. 2023. Front Cell Infect Microbiol. 13: 1091825. PMID: 36743312
- Ovariectomy Via 12/15-lipoxygenase Augments Angiotensin II-Induced Hypertension and Its Pathogenesis in Female Mice. | Dutta, SR., et al. 2023. Hypertension. 80: 1245-1257. PMID: 37021560
- Unsaturated oxidated fatty acid 12(S)-HETE attenuates TNF-α expression in TNF-α/IFN-γ-stimulated human keratinocytes. | Jeon, KB., et al. 2023. Int Immunopharmacol. 120: 110298. PMID: 37207444
- Caffeic acid phenethyl ester analogues as selective inhibitors of 12-lipoxygenase product biosynthesis in human platelets. | Hébert, MPA., et al. 2023. Int Immunopharmacol. 121: 110419. PMID: 37295028
- 12-(S)-Hydroxyeicosatetraenoic Acid and GPR31 Signaling in Spinal Cord in Neuropathic Pain. | Giancotti, LA., et al. 2024. J Pharmacol Exp Ther. 388: 765-773. PMID: 38278551
- Untargeted metabolomics uncovers metabolic dysregulation and tissue sensitivity in ACE2 knockout mice. | Zhao, L., et al. 2024. Heliyon. 10: e27472. PMID: 38496880
- Prostaglandin endoperoxides. Novel transformations of arachidonic acid in human platelets. | Hamberg, M. and Samuelsson, B. 1974. Proc Natl Acad Sci U S A. 71: 3400-4. PMID: 4215079
- On the identification and biological properties of prostaglandin J2. | Mahmud, I., et al. 1984. Prostaglandins Leukot Med. 16: 131-46. PMID: 6597446
- Comparative effect of lipoxygenase products of arachidonic acid on rat aortic smooth muscle cell migration. | Nakao, J., et al. 1982. Atherosclerosis. 44: 339-42. PMID: 6816252
- Stimulation of human eosinophil and neutrophil polymorphonuclear leukocyte chemotaxis and random migration by 12-L-hydroxy-5,8,10,14-eicosatetraenoic acid. | Goetzl, EJ., et al. 1977. J Clin Invest. 59: 179-83. PMID: 830662
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
12(S)-HETE, 50 µg | sc-200942 | 50 µg | $300.00 | |||
12(S)-HETE, 1 mg | sc-200942A | 1 mg | $3200.00 |