Cayman Chemical | (±)9,10-DiHOME | Description • Leukotoxin diol; (+/-)9(10)-dihydroxy-octadec-12-enoic Acid (CAS 263399-34-4)

53400 (±)9,10-DiHOME

Leukotoxin diol; (+/-)9(10)-dihydroxy-octadec-12-enoic Acid (CAS 263399-34-4)

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• See more Oxylipins; Apoptosis; Oxidative Injury

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Leukotoxin is the 9(10) epoxide of linoleic acid, generated by neutrophils during the oxidative burst.^1,2,3 This unstable compound is rapidly degraded by epoxide hydrolases to form the diol, 9,10-DiHOME.⁴ Mitochondrial dysfunction, vasodilation, and apoptosis are features of leukotoxin toxicity. In renal proximal tubular cells, the diol hydrolysis products of leukotoxin, such as 9,10-DiHOME, have been directly implicated as the cytotoxic agent responsible for cell death.⁵

1 Hayakawa, M., Sugiyama, S., Takamura, T., et al. Neutrophils biosynthesize leukotoxin, 9,10-epoxy-12-octadecenoate. Biochem Biophys Res Commun 137 424-430 (1986).

2 Ishizaki, T., Takahashi, H., Ozawa, T., et al. Leukotoxin, 9,10-epoxy-12-octadecenoate causes pulmonary vasodilation in rats. J Am Physiol Soc 1040 L123-L128 (1995).

3 Ozawa, T., Hayakawa, M., Takamura, T., et al. Biosynthesis of leukotoxin, 9,10-epoxy-12 octadecenoate, by leukocytes in lung lavages of rat after exposure to hyperoxia. Biochem Biophys Res Commun 134 1071-1078 (1986).

4 Greene, J.F., Williamson, K.C., Newman, J.W., et al. Metabolism of monoepoxides of methyl linoleate: Bioactivation and detoxification. Arch Biochem Biophys 376 420-432 (2000).

5 Moran, J.H., Weise, R., Schnellmann, R.G., et al. Cytotoxicity of linoleic acid diols to renal proximal tubular cells. Toxicol Appl Pharmacol 146 53-59 (1997).

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Pricing updated 2010-03-19.
Prices are subject to change without notice.

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Stability of this item is suitable for room temperature overnight shipping. If shipment on ice is desired, it must be requested when the order is placed.