A specialized pro-resolving mediator
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PCTR3

Item No. 19066

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
16R-[[(2R)-2-amino-2-carboxyethyl]thio]-17S-hydroxy-4Z,7Z,10Z,12E,14E,19Z-docosahexaenoic acid
CAS Number
1810710-69-0
Synonyms
  • Protein Conjugates in Tissue Regeneration 3
Molecular Formula
C25H37NO5S
Formula Weight
463.6
Purity
≥96%
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/mlEthanol:H20 (95:5): 2 mg/mlPBS (pH 7.2): 0.1 mg/ml
λmax
282, 293 nm
SMILES
CC/C=C\C[C@H](O)[C@H](SC[C@@H](C(O)=O)N)/C=C/C=C/C=C\C/C=C\C/C=C\CCC(O)=O
InChi Code
InChI=1S/C25H37NO5S/c1-2-3-14-17-22(27)23(32-20-21(26)25(30)31)18-15-12-10-8-6-4-5-7-9-11-13-16-19-24(28)29/h3,5-8,10-15,18,21-23,27H,2,4,9,16-17,19-20,26H2,1H3,(H,28,29)(H,30,31)/b7-5-,8-6-,12-10+,13-11-,14-3-,18-15+/t21?,22-,23+/m0/s1
InChi Key
GFHRZNBJDWPKHL-OUODKGMESA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    10 µg

    $203

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    25 µg

    $481

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    50 µg

    $861

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    100 µg

    $1,518

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    Product Description

    Protein conjugates in tissue regeneration 3 (PCTR3) is a specialized pro-resolving mediator (SPM) synthesized from docosahexaenoic acid (DHA; Item No. 90310).1,2 DHA is oxidized to 16S,17S-epoxy-protectin, which is converted to PCTR1 (Item No. 19064) by glutathione S-transferase and to PCTR2 (Item No. 19065) and PCTR3 via peptidases.1 PCTR3 is found in infected mouse spleens and resolving exudate as well as isolated human spleen and septic plasma.3 It is also found in both M1 and M2 macrophages differentiated from isolated human monocytes.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rodriguez, A.R., and Spur, B.W. Total synthesis of pro-resolving and tissue-regenerative protectin sulfido-conjugates. Tetrahedron Lett. 56(42), 5811-5815 (2015).

    2. Aursnes, M., Tungen, J.E., Colas, R.A., et al. Synthesis of the 16S,17S-epoxyprotectin intermediate in the biosynthesis of protectins by human macrophages. J. Nat. Prod. 8(12), 2924-2931 (2015).

    3. Serhan, C.N., Dalli, J.P., and Chiang, N. Oxylipin-peptide conjugated mediators that promote resolution of infection, organ protection and tissue regeneration. US20170258806 A1, (2014).

    4. Ramon, S., Dalli, J., Sanger, J.M., et al. The protectin PCTR1 is produced by human M2 macrophages and enhances resolution of infectious inflammation. Am. J. Pathol. 186(4), 962-973 (2016).