8-hete

(±)8-HETE has a wide range of applications in life science related research.

(±)18-HETE (18-Hydroxyeicosatetraenoic acid) is an arachidonic acid metabolite with a hydroxyl group on carbon 18, catalyzed by cytochrome P-450.

8(R)-HETE is biosynthesized via lipoxygenation of arachidonic acid in marine invertebrates, including gorgonian corals and starfish. The stereochemical assignment of the (R) enantiomer is confirmed by comparing chiral HPLC retention times to published results.

8(S),15(S)-DiHETE is formed when 15(S)-HETE is subjected to further oxidation by 15-LO. It causes eosinophil chemotaxis with an ED50 value of 1.5 μM but is not chemotactic for neutrophils. 8(S),15(S)-DiHETE antagonizes the hyperalgesic activity of 8(R),15(S)-DiHETE and LTB4 in the rat hind paw pain model.

8(S)-HETE, a major lipoxygenase product in PMA-treated murine epidermis, activates mouse keratinocyte protein kinase C with an IC50 of 100 μM and selectively activates PPARα at concentrations as low as 0.3 μM. The stereochemical assignment of the (S) enantiomer is based on comparison of chiral HPLC retention times to published results.

8(S)-HETrE is a monohydroxy polyunsaturated fatty acid produced by rabbit neutrophil lipoxygenase when dihomo-γ-linolenic acid is used as a substrate. Although the biological activities of 8(S)-HETrE have not been well characterized, it is expected to behave similarly to 8(S)-HETE .

Metabolism of 12(R)-HETE in corneal tissue produces predominantly the compound resulting from the loss of four carbon atoms through β-oxidation from C-1. This metabolite is 8(R)-hydroxy hexadecatrienoic acid (8(R)-HHxTrE) or 2,3,4,5-tetranor 12(R)-HETE.

CAY10514 is an aromatic analog of 8(S)-HETE. It acts as a dual agonist of PPARα and PPARγ with EC50 values of 0.173 and 0.642 μM, respectively.

Mulberrofuran A can inhibit the formations of 12-hydroxy-, 8, 10-heptadecatrienoic acid (HHT) and thromboxane B2, but it can increase the formation of 12-hydroxy-5, 8, 10, 14-eicosatetraenoic acid (12-HETE).