A specialized pro-resolving mediator
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MCTR1

Item No. 17007

Technical Information
Formal Name
L-γ-glutamyl-S-[(1R,2E,4E,6Z,9Z)-12-carboxy-1-[(1S,3Z,6Z)-1-hydroxy-3,6-nonadien-1-yl]-2,4,6,9-dodecatetraen-1-yl]-L-cysteinyl-glycine
CAS Number
1784701-61-6
Synonyms
  • 13-glutathionyl-14-hydroxy Docosahexaenoic Acid
  • Maresin Conjugates in Tissue Regeneration 1
  • Maresin Sulfido Conjugate 1
Molecular Formula
C32H47N3O9S
Formula Weight
Purity
≥95%
A 100 µg/ml solution in ethanol
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 1 mg/mlPBS (pH 7.2): 100µg/ml
λmax
282 nm
SMILES
O[C@@H](C/C=C\C/C=C\CC)[C@H](SC[C@H](NC(CC[C@H](N)C(O)=O)=O)C(NCC(O)=O)=O)/C=C/C=C/C=C\C/C=C\CCC(O)=O
InChi Code
InChI=1S/C32H47N3O9S/c1-2-3-4-5-11-14-17-26(36)27(18-15-12-9-7-6-8-10-13-16-19-29(38)39)45-23-25(31(42)34-22-30(40)41)35-28(37)21-20-24(33)32(43)44/h3-4,6-7,9-15,18,24-27,36H,2,5,8,16-17,19-23,33H2,1H3,(H,34,42)(H,35,37)(H,38,39)(H,40,41)(H,43,44)/b4
InChi Key
NWYKIASJHFGEAN-ZKOMTCFTSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    Product Description

    Maresin conjugates in tissue regeneration 1 (MCTR1) is a specialized pro-resolving mediator (SPM) synthesized from docosahexaenoic acid (DHA; Item No. 90310) in macrophages at the site of inflammation.1,2 DHA is oxidized to maresin 1 (MaR1; Item No. 10878), which is then converted to MCTR1 by glutathione S-transferase Mu 4 or leukotriene C4 synthase.3,4,5 MCTR1 accelerates tissue regeneration in planaria (1 and 100 nM).2 Pretreatment with MCTR1 (50 ng/mouse, i.p.) prior to E. coli administration reduces neutrophil infiltration, shortens the inflammatory resolution period, and increases phagocytosis of E. coli by macrophages.2 When administered at a dose of 100 ng 12h post E. coli infection in a mouse model of peritonitis, MCTR1 reduces the amount of eicosanoids 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 alIdentification and actions of a novel third maresin conjugate in tissue regeneration: MCTR3. PLoS One 11(2), e0149319 (2016).

    3. Dalli, J., Chiang, N., and Serhan, C.N. Identification of 14-series sulfido-conjugated mediators that promote resolution of infection and organ protection. Proc. Natl. Acad. Sci. USA 111(44), E4753-E4761 (2014).

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

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