An internal standard for the quantification of maresin 1
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Unlabeled Version(s)
10878Maresin 1
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Maresin 1-d5

Item No. 21823

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
7R,14S-dihydroxy-4Z,8E,10E,12Z,16Z,19Z-docosahexaenoic-21,21,22,22,22-d5 acid
Synonyms
  • 7(R)-MaR1-d5
  • 7(R)-Maresin 1-d5
Molecular Formula
C22H27D5O4
Formula Weight
365.5
Purity
≥99% deuterated forms (d1-d5)
Formulation
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
272 nm
SMILES
O[C@@H](C/C=C\C/C=C\C([2H])([2H])C([2H])([2H])[2H])/C=C\C=C\C=C\[C@H](O)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/i1D3,2D2
InChi Key
HLHYXXBCQOUTGK-MUCARDRFSA-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

    $208

    Add

    25 µg

    $416

    Add

    50 µg

    $729

    Add

    100 µg

    $1,248

    Add
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    Product Description

    Maresin 1-d5 is intended for use as an internal standard for the quantification of maresin 1 (Item No. 10878) by GC- or LC-MS. 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

    Sugimoto, S., Mena, H.A., Sansbury, B.E., et al. Brown adipose tissue-derived MaR2 contributes to cold-induced resolution of inflammation. Nat. Metab. 4(6), 775-790 (2022).

    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).