A specialized pro-resolving mediator
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MCTR3

Item No. 19067

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
13R-[[(2R)-2-amino-2-carboxyethyl]thio]-14S-hydroxy-4Z,7Z,9E,11E,16Z,19Z-docosahexaenoic acid
CAS Number
1784701-63-8
Synonyms
  • 13-cysteinyl-14-hydroxy-Docosahexaenoic Acid
  • Maresin Conjugates in Tissue Regeneration 3
  • Maresin Sulfido Conjugate 3
Molecular Formula
C25H37NO5S
Formula Weight
463.6
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: 1 mg/mlEtOH/H2O (95:5): 2 mg/mlPBS (pH 7.2): 0.1 mg/ml
λmax
282 nm
SMILES
O[C@@H](C/C=C\C/C=C\CC)[C@H](SC[C@H](N)C(O)=O)/C=C/C=C/C=C\C/C=C\CCC(O)=O
InChi Code
InChI=1S/C25H37NO5S/c1-2-3-4-5-11-14-17-22(27)23(32-20-21(26)25(30)31)18-15-12-9-7-6-8-10-13-16-19-24(28)29/h3-4,6-7,9-15,18,21-23,27H,2,5,8,16-17,19-20,26H2,1H3,(H,28,29)(H,30,31)/b4-3-,7-6-,12-9+,13-10-,14-11-,18-15+/t21?,22-,23+/m0/s1
InChi Key
GIIVKOKEBBFSDI-FTVGPXKWSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    10 µg

    $169

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    25 µg

    $400

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    50 µg

    $758

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    100 µg

    $1,347

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    Product Description

    Maresin conjugates in tissue regeneration 3 (MCTR3) is a specialized pro-resolving mediator (SPM) synthesized from docosahexaenoic acid (DHA; Item No. 90310) in macrophages.1,2 DHA is oxidized to maresin 1 (MaR1; Item No. 10878), which is converted to MCTR1 (Item No. 17007) by glutathione S-transferase Mu 4 or leukotriene C4 synthase, then to MCTR2 (Item No. 17008) by γ-glutamyl transferase, and to MCTR3 by dipeptidase.3 MCTR3 accelerates tissue regeneration in planaria (1 and 100 nM) approximately as potently as MCTR2 and more potently than MCTR1.2 Pretreatment with MCTR3 prior to E. coli administration in mice reduces neutrophil infiltration, shortens the inflammatory resolution period, and increases phagocytosis of E. coli by macrophages. When administered at a dose of 100 ng 12h post E. coli infection in a mouse model of peritonitis, MCTR3 selectively reduces the amount of the eicosanoids PGD2 (Item No. 12010), PGE2 (Item No. 14010), PGF2α (Item No. 16010), and TXB2 (Item No. 19030) in the exudate.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Serhan, C.N. Novel pro-resolving lipid mediators in inflammation are leads for resolution physiology. Nature 510(7503), 92-101 (2014).

    2. Dalli, K.J., Sanger, J.M., Rodriguez, A.R., et al. Identification and actions of a novel third maresin conjugate in tissue regeneration: MCTR3. PLoS One 11(2), e0149319 (2016).

    3. Dalli, J., Vlasakov, I., Riley, I.R., et al. Maresin conjugates in tissue regeneration biosynthesis enzymes in human macrophages. Proc. Natl. Acad. Sci. USA 113(43), 12232-12237 (2016).