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5-OxoETE Lipid Maps MS Standard

Cayman Chemical Item Number 10007244

5-KETE (CAS 106154-18-1)

5-OxoETE Lipid Maps MS Standard (CAS 106154-18-1)

See more	Mass Spectrometry (253) Oxylipins (226)

Description

5-OxoETE is a polyunsaturated keto acid formed by the oxidation of 5-HETE in human neutrophils by a specific dehydrogenase.¹ It stimulates cytosolic calcium levels in neutrophils with an EC₅₀ value of 2 nM.² 5-OxoETE selectively stimulates the migration and degranulation of eosinophils and activates the MAPK pathway in stimulated neutrophils via a specific G protein-coupled receptor.^3,4,5,6

1 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).

2 Powell, W.S., Zhang, Y., and Gravel, S. Effects of phorbol myristate acetate on the synthesis of 5-oxo-6,8,11,14-eicosatetraenoic acid by human polymorphonuclear leukocytes. Biochemistry 33 3927-3933 (1994).

3 O'Flaherty, J.T., Kuroki, M., Nixon, A.B., et al. 5-Oxo-eicosanoids and hematopoietic cytokines cooperate in stimulating neutrophil function and the mitogen-activated protein kinase pathway. J Biol Chem 271 17821-17828 (1996).

4 O'Flaherty, J.T., Kuroki, M., Nixon, A.B., et al. 5-Oxo-eicosatetraenoate is a broadly active, eosinophil-selective stimulus for human granulocytes. J Immunol 157 336-342 (1996).

5 Hosoi, T., Koguchi, Y., Sugikawa, E., et al. Identification of a novel human eicosanoid receptor coupled to G_i/o. J Biol Chem 277 (35) 31459-31465 (2002).

6 Jones, C.E., Holden, S., Tenaillon, L., et al. Expression and characterization of a 5-oxo-6E,8Z,11Z,14Z-eicosatetraenoic acid receptor highly expressed on human eosinophils and neutrophils. Mol Pharmacol 63(3) 471-477 (2003).

Synonyms	5-KETE
Formal Name	5-oxo-6E,8Z,11Z,14Z-eicosatetraenoic acid
CAS Number	106154-18-1
Molecular Formula	C₂₀H₃₀O₃
Formula Weight	318.5
Formulation	A solution in ethanol
Purity	>95%
Stability	1 year
Storage	-80°C
Shipping	Dry ice in continental US; may vary elsewhere
SMILES	Copy SMILES to clipboard CCCCC/C=C\C/C=C\C/C=C\C=C/C(=O)CCCC(=O)O

Background Reading

O'Flaherty, J.T., Kuroki, M., Nixon, A.B., et al. 5-Oxo-eicosatetraenoate is a broadly active, eosinophil-selective stimulus for human granulocytes. J Immunol 157 336-342 (1996).

O'Flaherty, J.T., Kuroki, M., Nixon, A.B., et al. 5-Oxo-eicosanoids and hematopoietic cytokines cooperate in stimulating neutrophil function and the mitogen-activated protein kinase pathway. J Biol Chem 271 17821-17828 (1996).

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).

Powell, W.S., Zhang, Y., and Gravel, S. Effects of phorbol myristate acetate on the synthesis of 5-oxo-6,8,11,14-eicosatetraenoic acid by human polymorphonuclear leukocytes. Biochemistry 33 3927-3933 (1994).

Jones, C.E., Holden, S., Tenaillon, L., et al. Expression and characterization of a 5-oxo-6E,8Z,11Z,14Z-eicosatetraenoic acid receptor highly expressed on human eosinophils and neutrophils. Mol Pharmacol 63(3) 471-477 (2003).

Hosoi, T., Koguchi, Y., Sugikawa, E., et al. Identification of a novel human eicosanoid receptor coupled to G_i/o. J Biol Chem 277 (35) 31459-31465 (2002).

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Size	Price	Quantity	Subtotal
25 µg	$76.00		$0.00
50 µg	$144.00		$0.00
100 µg	$274.00		$0.00
250 µg	$608.00		$0.00
Bulk	Contact
		Cart Total	$0.00

Pricing updated 2012-02-12. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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