tetranor-12(S)-HETE

12(S)-HETE is a product of arachidonic acid metabolism through the 12-lipoxygenase pathway. It is primarily found in platelets, leukocytes, and to a lesser extent in smooth muscle cells.¹ It enhances tumor cell adhesion to endothelial cells, fibronectin, and the subendothelial matrix.² tetranor-12(S)-HETE is the major β-oxidation product resulting from peroxisomal metabolism of 12(S)-HETE in numerous tissues, and Lewis lung carcinoma cells.^3,4 No biological function has yet been determined for tetranor-12(S)-HETE. Some data indicate it may play a role in controlling the inflammatory response in injured corneas.⁴ In some diseases (e.g., Zellweger’s Syndrome) peroxisomal abnormalities result in the inability of cells to metabolize 12(S)-HETE, which may be responsible for symptoms of the disease. The tetranor derivative of 12(S)-HETE is available as a research tool for the elucidation of the metabolic fate of its parent compound.

WARNING This product is not for human or veterinary use.

1. Evans, J.F., Leblanc, Y., Fitzsimmons, B.J., et al. Activation of leukocyte movement and displacement of [³H]leukotriene B₄ from leukocyte membrane preparations by (12R)- and (12S)-hydroxyeicosatetraenoic acid. Biochim. Biophys. Acta 917, 406-410 (1987).

2. Grossi, I.M., Fitzgerald, L.A., Umbarger, L.A., et al. Bidirectional control of membrane expression and/or activation of the tumor cell IRGpIIb/IIIa receptor and tumor cell adhesion by lipoxygenase products of arachidonic acid and linoleic acid. Cancer Res. 49(4), 1029-1037 (1989).

3. Wigren, J., Herbertsson, H., Tollbom, Ö., et al. Metabolism of 12(S)-hydroxy-5,8,10,14-eicosatetraenoic acid by kidney and liver peroxisomes. J. Lipid Res. 34, 625-631 (1993).

4. Hurst, J.S., Bazan, H.P., and Balazy, M. The incorporation and release of 12(S)-hydroxyeicosatetraenoic acid and its major metabolite, 8(S)-hydroxyhexadecatrienoic acid, from rabbit corneal lipids. Exp. Eye Res. 59, 97-106 (1994).