Molecular structure of 12(S)-HPETE, CAS Number: 71774-10-2
12(S)-HPETE (CAS 71774-10-2)
Alternate Names:
12S- hydroperoxy-5Z,8Z,10E,14Z-eicosatetraenoic acid
Application:
12(S)-HPETE is a fatty acid and an activator of human blood leukocyte 5-LO
CAS Number:
71774-10-2
Purity:
≥98%
Molecular Weight:
336.5
Molecular Formula:
C20H32O4
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
Description
Technical Information
Safety Information
SDS & Certificate of Analysis
12(S)-HPETE is a monohydroperoxy polyunsaturated fatty acid produced by the action of platelet or leukocyte 12-lipoxygenase (12-LO) on arachidonic acid. It activates human blood leukocyte 5-LO, resulting in the synthesis of 5(S)-HETE, leukotriene B4, and 5(S),12(S)-DiHETE. Rat lung metabolizes 12(S)-HpETE to 8,11,12- and 10,11,12-trihydroxyeicostrienoic acids. 12(S)-HpETE is the mediator of many biological functions, including induction of c-fos and c-jun, activation of AP-1, and endothelium-dependent vasoconstriction. It mediates the inhibitory synaptic response to FMRF-amide in Aplysia sensory neurons and is a potent and selective inhibitor of Ca2+/calmodulin-dependent protein kinase II from rat brain cortex. Also inhibits thromboxane synthase and platelet aggregation via activation of guanylate cyclase.
12(S)-HPETE (CAS 71774-10-2) References
- 12-hydroperoxyeicosatetraenoic acid inhibits main platelet functions by activation of soluble guanylate cyclase. | Brüne, B. and Ullrich, V. 1991. Mol Pharmacol. 39: 671-8. PMID: 1674588
- 12(S)-HPETE induces itch-associated scratchings in mice. | Kim, DK., et al. 2007. Eur J Pharmacol. 554: 30-3. PMID: 17112507
- Involvement of serotonin receptors 5-HT1 and 5-HT2 in 12(S)-HPETE-induced scratching in mice. | Kim, DK., et al. 2008. Eur J Pharmacol. 579: 390-4. PMID: 18037400
- Inhibition of renin release by arachidonic acid metabolites, 12(s)-HPETE and 12-HETE: role of TRPV1 channels. | Xie, C. and Wang, DH. 2011. Endocrinology. 152: 3811-9. PMID: 21846804
- Lipoxygenase metabolites of arachidonic acid as second messengers for presynaptic inhibition of Aplysia sensory cells. | Piomelli, D., et al. Nature. 328: 38-43. PMID: 2439918
- Inhibition of Ca2+/calmodulin-dependent protein kinase II by arachidonic acid and its metabolites. | Piomelli, D., et al. 1989. Proc Natl Acad Sci U S A. 86: 8550-4. PMID: 2554319
- Resolution of prostaglandin endoperoxide synthase and thromboxane synthase of human platelets. | Hammarström, S. and Falardeau, P. 1977. Proc Natl Acad Sci U S A. 74: 3691-5. PMID: 410024
- Arachidonic acid epoxides. Isolation and structure of two hydroxy epoxide intermediates in the formation of 8,11,12- and 10,11,12-trihydroxyeicosatrienoic acids. | Pace-Asciak, CR., et al. 1983. J Biol Chem. 258: 6835-40. PMID: 6406490
- Stimulation of leukotriene biosynthesis in human blood leukocytes by platelet-derived 12-hydroperoxy-icosatetraenoic acid. | Maclouf, J., et al. 1982. Proc Natl Acad Sci U S A. 79: 6042-6. PMID: 6821131
- 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
- Suicide inactivation of porcine leukocyte 12-lipoxygenase associated with its incorporation of 15-hydroperoxy-5,8,11,13-eicosatetraenoic acid derivative. | Kishimoto, K., et al. 1996. Biochim Biophys Acta. 1300: 56-62. PMID: 8608163
- Role of hydroperoxyeicosatetraenoic acids in oxidative stress-induced activating protein 1 (AP-1) activity. | Rao, GN., et al. 1996. J Biol Chem. 271: 27760-4. PMID: 8910370
- Endothelium is required for 12-hydroperoxyeicosatetraenoic acid-induced vasoconstriction. | Nishiyama, M., et al. 1998. Eur J Pharmacol. 341: 57-63. PMID: 9489856
Inhibitor of:
CaMKII, Ser/Thr Protein Kinase, and TXA Synthase.Activator of:
5-LO, GCS, and VR1.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
12(S)-HPETE, 25 µg | sc-200961A | 25 µg | $153.00 | |||
12(S)-HPETE, 50 µg | sc-200961 | 50 µg | $260.00 |