A specialized pro-resolving mediator
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Labeled Version(s)
21823Maresin 1-d5
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Maresin 1

Item No. 10878

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
7R,14S-dihydroxy-4Z,8E,10E,12Z,16Z,19Z-docosahexaenoic acid
CAS Number
1268720-28-0
Synonyms
  • 7(R)-MaR1
  • 7(R)-Maresin 1
Molecular Formula
C22H32O4
Formula Weight
360.5
Purity
≥95%
Formulation (Request formulation change)
A 100 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlPBS (pH 7.2): 0.05 mg/ml
λmax
271 nm
SMILES
O[C@@H](/C=C/C=C/C=C\[C@@H](O)C/C=C\C/C=C\CC)C/C=C\CCC(O)=O
InChi Code
InChI=1S/C22H32O4/c1-2-3-4-5-6-10-15-20(23)16-11-7-8-12-17-21(24)18-13-9-14-19-22(25)26/h3-4,6-13,16-17,20-21,23-24H,2,5,14-15,18-19H2,1H3,(H,25,26)/b4-3-,8-7+,10-6-,13-9-,16-11-,17-12+/t20-,21-/m0/s1
InChi Key
HLHYXXBCQOUTGK-FHCQLJOMSA-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

    $87

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    25 µg

    $207

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    50 µg

    $392

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    100 µg

    $696

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    Product Description

    Maresin 1 is a member of the specialized pro-resolving mediator (SPM) family of bioactive lipids.1 It is produced from docosahexaenoic acid (DHA; Item Nos. 90310 | 17950) in human peripheral blood mononuclear cells (PBMCs). Maresin 1 (100 nM) reduces TNF-α-induced increases in reactive oxygen species (ROS) in primary human vascular smooth muscle and endothelial cells.2 It decreases disease severity, neutrophil infiltration, and intestinal crypt damage in a mouse model of colitis induced by dextran sulfate (DSS; Item No. 23250) when administered at doses of 0.3 and 1 µg/animal.3 Maresin 1 (0.1, 1, and 10 ng/animal) inhibits increases in inflammatory exudate polymorphonuclear (PMN) neutrophil infiltration in a mouse model of peritonitis induced by zymosan A (Item No. 21175).1 It has been found in the synovial fluid of rheumatoid arthritis patients.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Serhan, C.N., Dalli, J., Karamnov, S., et al. Macrophage proresolving mediator maresin 1 stimulates tissue regeneration and controls pain. The FASEB Journal 26(4), 1755-1765 (2012).

    2. Chetterjee, A., Sharma, A., Chen, M., et al. The pro-resolving lipid mediator maresin 1 (MaR1) attenuates inflammatory signaling pathways in vascular smooth muscle and endothelial cells. PLoS One 9(11), 1-11 (2014).

    3. Marcon, R., Bento, A.F., Dutra, R.C., et al. Maresin 1, a proresolving lipid mediator derived from omega-3 polyunsaturated fatty acids, exerts protective actions in murine models of colitis. J. Immunol. 191(8), 4288-4298 (2013).

    4. Giera, M., Ioan-Facsinay, A., Toes, R., et al. Lipid and lipid mediator profiling of human synovial fluid in rheumatoid arthritis patients by means of LC-MS/MS. Biochim. Biophys. Acta 1821(11), 1415-1424 (2012).

    Product Citations

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

    Roberts, L.M., Schwarz, B., Speranza, E., et al. Pulmonary infection induces persistent, pathogen-specific lipidomic changes influencing trained immunity. iScience 24(9), 103025 (2021).

    Hartling, I., Cremonesi, A., Osuna, E., et al. Quantitative 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 al. Lipid storm within the lungs of severe COVID-19 patients: Extensive levels of cyclooxygenase and lipoxygenase-derived inflammatory metabolites. medRxiv (2020).

    Brouwers, H., Jónasdóttir, H.S., Kuipers, M.E., et al. Anti-inflammatory and proresolving effects of the omega-6 polyunsaturated fatty acid adrenic acid. J. Immunol. 205(10), 2840-2849 (2020).

    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).

    Kutzner, L., Rund, K.M., Ostermann, A.I., et al. Development of an optimized LC-MS method for the detection of specialized pro-resolving mediators in biological samples. Front. Pharmacol. 10, 169 (2019).

    Dalli, J., Colas, R.A., Walker, M.E., et al. Lipid Mediator Metabolomics via LC-MS/MS Profiling and Analysis. Clinical Metabolomics 59-72 (2018).

    Sorgi, C.A., Peti, A.P.F., Petta, T., et al. Comprehensive high-resolution multiple-reaction monitoring mass spectrometry for targeted eicosanoid assays. Sci. Data 5, 180167 (2018).

    Lin, N., Shay, J.E.S., Xie, H., et al. Myeloid cell hypoxia-inducible factors promote resolution of inflammation in experimental colitis. Front. Immunol. 9(2565), (2018).

    Sasaki, A., Fukuda, H., Shiida, N., et al. Determination of ω-6 and ω-3 PUFA metabolites in human urine samples using UPLC/MS/MS. Anal. Bioanal. Chem. 407(6), 1625-1639 (2015).