Date published: 2025-12-2

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5(S),6(R)-DiHETE (CAS 82948-88-7)

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Alternate Names:
(5S,6S)-DIHYDROXY-(7E,9E,11Z,14Z)-EICOSATETRAENOIC ACID
Application:
5(S),6(R)-DiHETE is a LTD4 receptor agonist
CAS Number:
82948-88-7
Molecular Weight:
336.50
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.

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5(S),6(R)-DiHETE is an enzymatic metabolite of leukotriene A4 that functions as a CysLT1 Receptor (LTD4 (sc-201048) receptor) agonist. Studies show that the activation of the CysLT1 Receptor results in the contraction of lung parenchyma cells. In addition, it is the vicinal diol′s specific structure that is essential for binding to the CysLT1 Receptor since other stereoisomers of the agonist do not bind to the receptor. These contractions in lung parenchyma cells are readily inhibited by FPL 55712 (sc-203583).


5(S),6(R)-DiHETE (CAS 82948-88-7) References

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  2. At what stage in metazoan evolution did leukotriene generation first appear?--key insights from cartilaginous fish.  |  Morgan, EL., et al. 2005. Dev Comp Immunol. 29: 53-9. PMID: 15325523
  3. Conversion of 5,6-dihydroxyeicosatetraenoic acids. A novel pathway for lipoxin formation by human platelets.  |  Tornhamre, S., et al. 1992. FEBS Lett. 304: 78-82. PMID: 1618303
  4. Synthesis and anti-inflammatory effect of lipoxins in human airway epithelial cells.  |  Bonnans, C., et al. 2007. Biomed Pharmacother. 61: 261-7. PMID: 17418999
  5. Fatty acid composition and lipoxygenase metabolism in blood cells of the lesser spotted dogfish, Scyliorhinus canicula.  |  Pettitt, TR. and Rowley, AF. 1991. Comp Biochem Physiol B. 99: 647-52. PMID: 1769212
  6. Leukotriene A4 metabolites are endogenous ligands for the Ah receptor.  |  Chiaro, CR., et al. 2008. Biochemistry. 47: 8445-55. PMID: 18616291
  7. Comparative biological activities of the four synthetic (5,6)-dihete isomers.  |  Muller, A., et al. 1989. Prostaglandins. 38: 635-44. PMID: 2633210
  8. Enzymatic formation of 5,6-dihydroxy-7,9,11,14-eicosatetraenoic acid: kinetics of the reaction and stereochemistry of the product.  |  Haeggström, J., et al. 1988. Biochim Biophys Acta. 958: 469-76. PMID: 2829972
  9. Leukotriene A4. Enzymatic conversion into 5,6-dihydroxy-7,9,11,14-eicosatetraenoic acid by mouse liver cytosolic epoxide hydrolase.  |  Haeggström, J., et al. 1986. J Biol Chem. 261: 6332-7. PMID: 3009453
  10. Subgingival Microbiome and Specialized Pro-Resolving Lipid Mediator Pathway Profiles Are Correlated in Periodontal Inflammation.  |  Lee, CT., et al. 2021. Front Immunol. 12: 691216. PMID: 34177951
  11. On the biosynthesis of specialized pro-resolving mediators in human neutrophils and the influence of cell integrity.  |  Mainka, M., et al. 2022. Biochim Biophys Acta Mol Cell Biol Lipids. 1867: 159093. PMID: 34942381
  12. Metabolism of arachidonic acid in polymorphonuclear leukocytes. Structural analysis of novel hydroxylated compounds.  |  Borgeat, P. and Samuelsson, B. 1979. J Biol Chem. 254: 7865-9. PMID: 468794
  13. Comparative activity of natural mono-, di- and tri-hydroxy derivatives of arachidonic acid on guinea-pig lungs: myotropic effect and stimulation of cyclooxygenase activity.  |  Sirois, P., et al. 1982. Prostaglandins. 24: 405-18. PMID: 6296925

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

5(S),6(R)-DiHETE, 50 µg

sc-200421
50 µg
$202.00

5(S),6(R)-DiHETE, 1 mg

sc-200421A
1 mg
$2400.00