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Cat. Number
652601170033089
Chemical Name
5(S)-HETE-d8 Lipid Maps MS Standard
References
Formal Name 5S-​hydroxy-​6E,​8Z,​11Z,​14Z-​eicosatetraenoic-​5,​6,​8,​9,​11,​12,​14,​15-​d8 acid
Molecular Formula C20H24D8O3
Formula Weight 328.5
Formulation A solution in acetonitrile
Purity ≥99% deuterated product
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES CCCCC/C=CC/C=CC/C=CC=C/CCCCC(=O)​O

Background Reading

Dodge, W., and Thomas, M. The effect of 5-hydroxyeicosatetraenoic acid on the proliferation of granulocyte progenitors and embryonic fibroblasts of the chick. Biochem Biophys Res Commun 131 731-735 (1985).

Powell, W.S., Gravelle, F., and Gravel, S. Metabolism of 5(S)-hydroxy-6,8,11,14-eicosatetraenoic acid and other 5(S)-hydroxyeicosanoids by a specific dehydrogenase in human polymorphonuclear leukocytes. J Biol Chem 267 19233-19241 (1992).

Schwenk, U., and Schröder, J. 5-oxo-Eicosanoids are potent eosinophil chemotactic factors. J Biol Chem 270 15029-15036 (1994).

Size Global Purchasing
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Description

5(S)-HETE-d8 contains eight deuterium atoms at the 5, 6, 8, 9, 11, 12, 14, and 15 positions. It is intended for use as an internal standard for the quantification of 5(S)-HETE by GC- or LC-mass spectrometry (MS). 5(S)-HETE is produced by the action of 5-lipoxygenase on arachidonic acid to give 5(S)-HpETE, followed by reduction of the hydroperoxide. 5(S)-HETE has proliferative and chemotactic effects on granulocytes.1 When further metabolized to the 5-oxoETE, it is a more potent eosinophil chemoattractant than leukotriene B4.2,3

1 Schwenk, U., and Schröder, J. 5-oxo-Eicosanoids are potent eosinophil chemotactic factors. J Biol Chem 270 15029-15036 (1994).

2 Powell, W.S., Gravelle, F., and Gravel, S. Metabolism of 5(S)-hydroxy-6,8,11,14-eicosatetraenoic acid and other 5(S)-hydroxyeicosanoids by a specific dehydrogenase in human polymorphonuclear leukocytes. J Biol Chem 267 19233-19241 (1992).

3 Dodge, W., and Thomas, M. The effect of 5-hydroxyeicosatetraenoic acid on the proliferation of granulocyte progenitors and embryonic fibroblasts of the chick. Biochem Biophys Res Commun 131 731-735 (1985).

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