A specialized pro-resolving mediator
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Resolvin E2

Item No. 13827

Technical Information
Formal Name
5S,18R-dihydroxy-6E,8Z,11Z,14Z,16E-eicosapentaenoic acid
CAS Number
865532-70-3
Synonyms
  • RvE2
Molecular Formula
C20H30O4
Formula Weight
Purity
≥95%
A 50 µg/ml solution in ethanol
Ethanol: 1 mg/ml
λmax
237 nm
SMILES
CC[C@@H](O)/C=C/C=C\C/C=C\C/C=C\C=C\[C@@H](O)CCCC(O)=O
InChi Code
InChI=1S/C20H30O4/c1-2-18(21)14-11-9-7-5-3-4-6-8-10-12-15-19(22)16-13-17-20(23)24/h3-4,7-12,14-15,18-19,21-22H,2,5-6,13,16-17H2,1H3,(H,23,24)/b4-3-,9-7-,10-8-,14-11+,15-12+/t18-,19-/m1/s1
InChi Key
KPRHYAOSTOHNQA-NNQKPOSRSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Resolvin E2 (RvE2) is a member of the specialized pro-resolving mediator (SPM) family of bioactive lipids.1 It is produced from eicosapentaenoic acid (EPA; Item Nos. 90110 | 90110.1 | 21908) via an 18-HEPE intermediate, which is formed by aspirin-acetylated COX-2-mediated oxidation of EPA, by 5-lipoxygenase (5-LO) in human polymorphonuclear (PMN) neutrophils.2,3 RvE2 (20 ng/animal) inhibits increases in inflammatory exudate neutrophil infiltration in a mouse model of peritonitis induced by zymosan A (Item No. 21175).3 Hepatic RvE2 levels are increased in mice fed normal chow, as well as in a mouse model of high-fat diet-induced non-alcoholic fatty liver disease (NAFLD), by dietary supplementation with EPA.4 Plasma levels of RvE2 are increased by dietary supplementation with fish oil containing ω-3 polyunsaturated fatty acids (PUFAs) in patients with peripheral artery disease or chronic kidney disease.1,5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chiang, N., and Serhan, C.N. Specialized pro-resolving mediator network: An update on production and actions. Essays Biochem. 64(3), 443-462 (2020).

    2. Tjonahen, E., Oh, S.F., Siegelman, J., et alResolvin E2: Identification and anti-inflammatory actions: Pivotal role of human 5-lipoxygenase in resolvin E series biosynthesis. Chem. Biol. 13, 1193-1202 (2006).

    3. Oh, S.F., Pillai, P.S., Recchiuti, A., et alPro-resolving actions and stereoselective biosynthesis of 18S E-series resolvins in human leukocytes and murine inflammation. J. Clin. Invest. 121(2), 569-581 (2011).

    4. Echeverría, F., Valenzuela, R., Espinosa, A., et alReduction of high-fat diet-induced liver proinflammatory state by eicosapentaenoic acid plus hydroxytyrosol supplementation: Involvement of resolvins RvE1/2 and RvD1/2. J. Nutr. Biochem. 63, 35-43 (2019).

    5. Ramirez, J.L., Gasper, W.J., Khetani, S.A., et alFish oil increases specialized pro-resolving lipid mediators in PAD (the OMEGA-PAD II trial). J. Surg. Res. 238, 164-174 (2019).

    6. Barden, A.E., Shinde, S., Burke, V., et alThe effect of n-3 fatty acids and coenzyme Q10 supplementation on neutrophil leukotrienes, mediators of inflammation resolution and myeloperoxidase in chronic kidney disease. Prostaglandins Other Lipid Mediat. 136, 1-8 (2018).