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5-OxoETE

(Synonyms: 5-KETE) 目录号 : GC40380

A polyunsaturated keto acid?that stimulates neutrophil migration

5-OxoETE Chemical Structure

Cas No.:106154-18-1

规格 价格 库存
25μg
¥1,062.00
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50μg
¥2,021.00
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100μg
¥3,820.00
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250μg
¥8,498.00
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Sample solution is provided at 25 µL, 10mM.

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]

Reference:
[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(27), 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(13), 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(30), 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(1), 336-342 (1996).
[5]. Hosoi, T., Koguchi, Y., Sugikawa, E., et al. Identification of a novel human eicosanoid receptor coupled to Gi/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).

化学性质

Cas No. 106154-18-1 SDF
别名 5-KETE
化学名 5-oxo-6E,8Z,11Z,14Z-eicosatetraenoic acid
Canonical SMILES CCCCC/C=C\C/C=C\C/C=C\C=C/C(=O)CCCC(=O)O
分子式 C20H30O3 分子量 318.5
溶解度 DMF: Miscible,DMSO: Miscible,Ethanol: Miscible,PBS pH 7.2: 0.8 mg/ml 储存条件 Store at -80°C,protect from light
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储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
为了提高溶解度,请将管子加热至37℃,然后在超声波浴中震荡一段时间。
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溶解性数据

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1 mg 5 mg 10 mg
1 mM 3.1397 mL 15.6986 mL 31.3972 mL
5 mM 0.6279 mL 3.1397 mL 6.2794 mL
10 mM 0.314 mL 1.5699 mL 3.1397 mL
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