A pro-resolving mediator
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Resolvin D4

Item No. 13835

Technical Information
Formal Name
(4S,5R,6E,8E,10Z,13Z,15E,17S,19Z)-4,5,17-trihydroxy-6,8,10,13,15,19-docosahexaenoic acid
CAS Number
1025684-60-9
Synonyms
  • RvD4
Molecular Formula
C22H32O5
Formula Weight
Purity
≥95%
A 100 µg/ml solution in ethanol
DMF: 50 mg/mlEthanol: 50 mg/mlPBS (pH 7.2): 0.5 mg/ml
λmax
227, 277 nm
SMILES
O[C@@H]([C@@H](O)CCC(O)=O)/C=C/C=C/C=C\C/C=C\C=C\[C@@H](O)C/C=C\CC
InChi Code
InChI=1S/C22H32O5/c1-2-3-11-14-19(23)15-12-9-7-5-4-6-8-10-13-16-20(24)21(25)17-18-22(26)27/h3-4,6-13,15-16,19-21,23-25H,2,5,14,17-18H2,1H3,(H,26,27)/b6-4-,9-7-,10-8+,11-3-,15-12+,16-13+/t19-,20+,21-/m0/s1
InChi Key
YKPLJNOOLKUEBS-RIYRYSNMSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    Product Description

    Resolvin D4 (RvD4) is a specialized pro-resolving mediator derived from docosahexaenoic acid (Item No. 90310).1 It has been detected in human milk, in the dorsal pouch of mice before and after infection with S. aureus, and in untreated tissues from humans, mice, and sardines.2,3 RvD4, at 10 ng/mouse, reduces neutrophil infiltration in zymosan A-induced peritonitis and, at 200 ng/mouse, diminishes neutrophil infiltration in response to S. aureus infection.3 With isolated cells, RvD4 promotes phagocytosis of bacteria, opsonized zymosan A, and apoptotic neutrophils by human macrophages.3 It also promotes the clearance of apoptotic neutrophils by human fibroblasts.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Serhan, C.N., and Savill, J. Resolution of inflammation: The beginning programs the end. Nat. Immunol. 6(12), 1191-1197 (2005).

    2. Arnardottir, H., Orr, S.K., Dalli, J., et alHuman milk proresolving mediators stimulate resolution of acute inflammation. Mucosal. Immunol. 9(3), 757-766 (2016).

    3. Winkler, J.W., Orr, S.K., Dalli, J., et alResolvin D4 stereoassignment and its novel actions in host protection and bacterial clearance. Sci. Rep. 6, (2016).

    Product Citations

    Archambault, A.-S., Brassard, J., Bernatchez, É., et alHuman and mouse eosinophils differ in their ability to biosynthesize eicosanoids, docosanoids, the endocannabinoid 2-arachidonoyl-glycerol and its congeners. Cells 11(1), 141 (2022).

    Archambault, A.-S., Zaid, Y., Rakotoarivelo, V., et alHigh levels of eicosanoids and docosanoids in the lungs of intubated COVID-19 patients. The FASEB Journal 35(6), e21666 (2021).

    Hartling, I., Cremonesi, A., Osuna, E., et alQuantitative profiling of inflammatory and pro-resolving lipid mediators in human adolescents and mouse plasma using UHPLC-MS/MS. Clin. Chem. Lab. Med. 59(11), 1811-1823 (2021).

    Archambault, A.-S., Zaid, Y., Rakotoarivelo, V., et alLipid storm within the lungs of severe COVID-19 patients: Extensive levels of cyclooxygenase and lipoxygenase-derived inflammatory metabolites. medRxiv (2020).

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