An internal standard for the quantification of resolvin E1
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Unlabeled Version(s)
10007848Resolvin E1
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Resolvin E1-d4

Item No. 10009854

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5S,12R,18R-trihydroxy-6Z,8E,10E,14Z,16E-eicosapentaenoic-6,7,14,15-d4 acid
Synonyms
  • RvE1-d4
  • 5S,12R,18R-trihydroxy-EPA-d4
  • 5S,12R,18R-trihydroxy-6Z,8E,10E,14Z,16E-EPA-d4
  • 5,12,18R-triHEPE-d4
Molecular Formula
C20H26D4O5
Formula Weight
354.5
Purity
≥99% deuterated forms (d1-d4)
Formulation
A 100 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlEthanol: 50 mg/mlPBS (pH 7.2): 0.05 mg/ml
λmax
272 nm
SMILES
CC[C@@H](O)/C=C/C([2H])=C([2H])\C[C@@H](O)/C=C/C=C/C([2H])=C([2H])\[C@@H](O)CCCC(O)=O
InChi Code
InChI=1S/C20H30O5/c1-2-17(21)11-8-5-9-14-18(22)12-6-3-4-7-13-19(23)15-10-16-20(24)25/h3-9,11-13,17-19,21-23H,2,10,14-16H2,1H3,(H,24,25)/b4-3+,9-5-,11-8+,12-6+,13-7-/t17-,18+,19-/m1/s1/i5D,7D,9D,13D
InChi Key
AOPOCGPBAIARAV-VUOMCXAQSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    10 µg

    $224

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    25 µg

    $503

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    Product Description

    Resolvin E1-d4 (RvE1-d4) is intended for use as an internal standard for the quantification of RvE1 (Item No. 10007848) by GC- or LC-MS. RvE1 is a member of the specialized pro-resolving mediator (SPM) family of bioactive lipids.1 It is produced from eicosapentaenoic acid (EPA; Item No. 90110 | 90110.1 | 21908) via an 18-HEPE epoxide intermediate, which is formed by aspirin-acetylated COX-2-mediated oxidation of EPA and 5-lipoxygenase (5-LO), by leukotriene A4 (LTA4) hydrolase in human polymorphonuclear (PMN) neutrophils. RvE1 activates chemokine-like receptor 1 (CMKLR1; EC50 = 0.137 nM in a reporter assay). RvE1 (20 ng/animal) inhibits increases in inflammatory exudate neutrophil infiltration in a mouse model of peritonitis induced by zymosan A (Item No. 21175). It increases survival and prevents decreases in colon length in a mouse model of TNBS-induced colitis when administered at a dose of 50 µg/kg.2 RvE1 (50 µg/kg) inhibits ovalbumin-induced increases in eosinophil and total cell numbers, as well as IL-13 and IgE levels in bronchoalveolar lavage fluid (BALF) in an ovalbumin-sensitized mouse model of asthma.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

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

    2. Arita, M., Yoshida, M., Hong, S., et al. Resolvin E1, an endogenous lipid mediator derived from omega-3 eicosapentaenoic acid, protects against 2,4,6-trinitrobenzene sulfonic acid-induced colitis. Proc. Natl. Acad. Sci. USA 102(21), 7671-7676 (2005).

    3. Aoki, H., Hisada, T., Ishizuka, T., et al. Resolvin E1 dampens airway inflammation and hyperresponsiveness in a murine model of asthma. Biochem. Biophys. Res. Commun. 367(2), 509-515 (2008).

    Product Citations

    Meriwether, D., Sulaiman, D., Volpe, C., et al. Apolipoprotein A-I mimetics mitigate intestinal inflammation in COX2-dependent inflammatory bowel disease model. J. Clin. Invest. 130, 3670-3685 (2019).