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Cat. Number
652617121685560
Chemical Name
5(S)-HETE Lipid Maps MS Standard
References
Formal Name 5S-​hydroxy-​6E,​8Z,​11Z,​14Z-​eicosatetraenoic acid
CAS Number 70608-72-9
Molecular Formula C20H32O3
Formula Weight 320.5
Formulation A solution in ethanol
Purity >98%
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES CCCCC/C=CC/C=CC/C=CC=C/[C@@H]​(O)​CCCC(=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).

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Description

5(S)-HETE is produced by the action of 5-LO 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 5-oxoETE, it is a more potent eosinophil chemoattractant than leukotriene B4.2,3

1 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).

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

3 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).

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