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15(S)-HpETE

(Synonyms: 15-羟基二十碳-5Z,8Z,11Z,13E-四烯酸) 目录号 : GC41124

A product of 15-LO metabolism of arachidonic acid

15(S)-HpETE Chemical Structure

Cas No.:70981-96-3

规格 价格 库存
25μg
¥496.00
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50μg
¥891.00
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100μg
¥1,696.00
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250μg
¥3,975.00
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Sample solution is provided at 25 µL, 10mM.

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Description

15(S)-HpETE is a monohydroperoxy polyunsaturated fatty acid (PUFA) produced by the action of 15-lipoxygenase (15-LO) on arachidonic acid. It is either metabolized to 14,15-leukotriene A4 [1]  or reduced to 15(S)-HETE by peroxidases.[2] [1]  15(S)-HpETE mediates a number of biological functions including the induction of c-fos and c-jun, and activation of AP-1. [3] 15(S)-HpETE inhibits prostacyclin synthesis in porcine aortic microsomes and bovine endothelial cells, and can cause the suicide inactivation of porcine 12-LO.[2][4][5]

Reference:
[1]. Bryant, R.W., Schewe, T., Rapoport, S.M., et al. Leukotriene formation by a purified reticulocyte lipoxygenase enzyme. Conversion of arachidonic acid and 15-hydroperoxyeicosatetraenoic acid to 14,15-leukotriene A4. J. Biol. Chem. 260(6), 3548-3555 (1985).
[2]. Kishimoto, K., Nakamura, M., Suzuki, H., et al. Suicide inactivation of porcine leukocyte 12-lipoxygenase associated with its incorporation of 15-hydroperoxy-5,8,11,13-eicosatetraenoic acid derivative. Biochimica et Biophysica Acta 1300, 56-62 (1996).
[3]. Rao, G.N., Glasgow, W.C., Eling, T.E., et al. Role of hydroperoxyeicosatetraenoic acids in oxidative stress-induced activating protein 1 (AP-1) activity. The Journal of Biological Chemisty 271, 27760-27764 (1996).
[4]. Moncada, S., Gryglewski, R.J., Bunting, S., et al. A lipid peroxide inhibits the enzyme in blood vessel microsomes that generates from prostaglandin endoperoxides the substance (prostaglandin X) which prevents platelet aggregation. Prostaglandins 12(5), 715-737 (1976).
[5]. Mayer, B., Moser, R., Gleispach, H., et al. Possible inhibitory function of endogenous 15-hydroperoxyeicosatetraenoic acid on prostacyclin formation in bovine aortic endothelial cells. Biochim. Biophys. Acta 875(3), 641-653 (1986).

化学性质

Cas No. 70981-96-3 SDF
别名 15-羟基二十碳-5Z,8Z,11Z,13E-四烯酸
化学名 15S-hydroperoxy-5Z,8Z,11Z,13E-eicosatetraenoic acid
Canonical SMILES CCCCC[C@H](OO)/C=C/C=C\C/C=C\C/C=C\CCCC(O)=O
分子式 C20H32O4 分子量 336.5
溶解度 0.1 M Na2CO3: 2 mg/ml,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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1 mg 5 mg 10 mg
1 mM 2.9718 mL 14.8588 mL 29.7177 mL
5 mM 0.5944 mL 2.9718 mL 5.9435 mL
10 mM 0.2972 mL 1.4859 mL 2.9718 mL
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