A specialized pro-resolving mediator
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Resolvin E4

Item No. 29590

Technical Information
Formal Name
5S,15S-dihydroxy-6E,8Z,11Z,13E,17Z-eicosapentaenoic acid
CAS Number
1781227-87-9
Synonyms
  • RvE4
Molecular Formula
C20H30O4
Formula Weight
Purity
≥95%
A 100 µg/ml solution in ethanol
DMF: 50 mg/mlEthanol: 50 mg/mlPBS (pH 7.2): 0.05 mg/ml
λmax
245 nm
SMILES
O[C@H](/C=C/C=C\C/C=C\C=C\[C@@H](O)C/C=C\CC)CCCC(O)=O
InChi Code
InChI=1S/C20H30O4/c1-2-3-9-13-18(21)14-10-7-5-4-6-8-11-15-19(22)16-12-17-20(23)24/h3,5-11,14-15,18-19,21-22H,2,4,12-13,16-17H2,1H3,(H,23,24)/b7-5-,8-6-,9-3-,14-10+,15-11+/t18-,19+/m0/s1
InChi Key
LDMMGUBETORQEF-XATCTRGMSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    Product Description

    Resolvin E4 (RvE4) 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) by 15-lipoxygenase (15-LO) via 15(S)-HpEPE (Item No. 42710) and 15S-hydroxy, 5S-HpEPE intermediates in vitro and by isolated human M2 macrophages or polymorphonuclear (PMN) neutrophils under normoxic or hypoxic conditions. RvE4 synthesis is enhanced in M2 macrophage and neutrophil co-cultures, indicating transcellular biosynthesis by a potential 15-LO and 5-LO mechanism. It has been found in mouse inflammatory exudates. RvE4 (10 nM) increases efferocytosis of apoptotic neutrophils or senescent red blood cells (sRBCs) by human M2 macrophages under hypoxic conditions in vitro. Intraperitoneal administration of RvE4 (100 ng/animal) inhibits increases in inflammatory exudate neutrophil infiltration in a mouse model of hemorrhagic peritonitis induced by zymosan A (Item No. 21175) and thrombin. It also increases inflammatory exudate macrophage infiltration and efferocytosis of apoptotic neutrophils and/or RBCs in the same model.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Norris, P.C., Libreros, S., and Serhan, C.N. Resolution metabolomes activated by hypoxic environment. Sci. Adv. 5(10), eaax4895 (2019).