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(±)16(17)-EpDPA (Synonyms: (±)16,17 EDP, (±)16,17-epoxy Docosapentaenoic Acid, (±)16,17-epoxy DPA, (±)16,17-EpDPE)

カタログ番号GC41194

EDHF(内皮由来の過分極因子)は、アセチルコリンとブラジキニンに応答して血管内皮細胞から放出される未確認の仲介物であり、NOS-(一酸化窒素)およびCOX由来の(プロスタサイクリン)拡張血管作用とは異なります。

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(±)16(17)-EpDPA 化学構造

Cas No.: 155073-46-4

サイズ 価格 在庫数 個数
25μg
$57.00
在庫あり
50μg
$108.00
在庫あり
100μg
$204.00
在庫あり
500μg
$899.00
在庫あり

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Sample solution is provided at 25 µL, 10mM.

Description of (±)16(17)-EpDPA

EDHF (endothelium-derived hyperpolarizing factor) is an unidentified mediator released from vascular endothelial cells in response to acetylcholine and bradykinin which is distinct from the NOS- (nitric oxide) and COX-derived (prostacyclin) vasodilators.[1],[2]Cytochrome P450 (CYP450) metabolism of polyunsaturated fatty acids produces epoxides such as (±)14(15)-EET which are prime candidates for the actual active mediator.[3] However, the CYP450 metabolites of eicosapentaenoic acid and docosahexaenoic acid have been little studied relative to arachidonate epoxygenase metabolites. (±)16(17)-EpDPA is the DHA homolog of (±)14(15)-EpETrE, derived via epoxidation of the 16,17-double bond of DHA. The EDHF activity of (±)16(17)-EpDPA has not yet been determined. The epoxygenase metabolites of DHA have also been detected in a mouse inflammation model.[4]

Reference:
[1]. Chataigneau, T., Félétou, M., Duhault, J., et al. Epoxyeicosatrienoic acids, potassium channel blockers, and endothelium-dependent hyperpolarization in the guinea-pig carotid artery. Br. J. Pharmacol. 123(3), 574-580 (1998).
[2]. Fisslthaler, B., Popp, R., Kiss, L., et al. Cytochrome P450 2C is an EDHF synthase in coronary arteries. Nature 401(6752), 493-497 (1999).
[3]. Baron, A., Frieden, M., and Bény, J.L. Epoxyeicosatrienoic acids activate a high-conductance, Ca2+-dependent K+ channel on pig coronary artery endothelial cells. J. Physiol. 504(Pt 3), 537-543 (1997).
[4]. Serhan, C.N., Hong, S., Gronert, K., et al. Resolvins: A family of bioactive products of ω-3 fatty acid transformation circuits by aspirin treatment that counter proinflammation signals. J. Exp. Med. 196(8), 1025-1037 (2002).

Chemical Properties of (±)16(17)-EpDPA

Cas No. 155073-46-4 SDF
同義語 (±)16,17 EDP, (±)16,17-epoxy Docosapentaenoic Acid, (±)16,17-epoxy DPA, (±)16,17-EpDPE
Chemical Name (±)16,17-epoxy-4Z,7Z,10Z,13Z,19Z-docosapentaenoic acid
Canonical SMILES CC/C=C\C[C@@H]1[C@@H](O1)C/C=C\C/C=C\C/C=C\C/C=C\CCC(O)=O
Formula C22H32O3 M.Wt 344.5
溶解度 DMF: 50 mg/ml,DMSO: 50 mg/ml,Ethanol: 50 mg/ml,PBS (pH 7.2): 1 mg/ml Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of (±)16(17)-EpDPA

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1 mg 5 mg 10 mg
1 mM 2.9028 mL 14.5138 mL 29.0276 mL
5 mM 0.5806 mL 2.9028 mL 5.8055 mL
10 mM 0.2903 mL 1.4514 mL 2.9028 mL
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