A specialized pro-resolving mediator
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RCTR1

Item No. 24896

Technical Information
Formal Name
(4Z,7S,8R,9E,11E,13Z,15E,17S,19Z)-8-(((R)-2-((S)-4-amino-4-carboxybutanamido)-3-((carboxymethyl)amino)-3-oxopropyl)thio)-7,17-dihydroxydocosa-4,9,11,13,15,19-hexaenoic acid
CAS Number
2095607-49-9
Synonyms
  • Resolvin Glutathione Conjugate in Tissue Regeneration 1
  • Resolvin Sulfido Conjugate 1
Molecular Formula
C32H47N3O10S
Formula Weight
Purity
≥95%
A 100 µg/ml solution in ethanol
Ethanol: >0.5 mg/ml
SMILES
O[C@@H](C/C=C\CCC(O)=O)[C@H](SC[C@@H](C(NCC(O)=O)=O)NC(CC[C@@H](C(O)=O)N)=O)/C=C/C=C/C=C\C=C\[C@@H](O)C/C=C\CC
InChi Code
InChI=1S/C32H47N3O10S/c1-2-3-9-14-23(36)15-10-6-4-5-7-12-17-27(26(37)16-11-8-13-18-29(39)40)46-22-25(31(43)34-21-30(41)42)35-28(38)20-19-24(33)32(44)45/h3-12,15,17,23-27,36-37H,2,13-14,16,18-22,33H2,1H3,(H,34,43)(H,35,38)(H,39,40)(H,41,42)(H,44,45)/b6-4-,7-5+,9-3-,11-8-,15-10+,17-12+/t23-,24?,25-,26-,27+/m0/s1
InChi Key
ISXZTIZZJJNZGD-GOIMJDBFSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    Product Description

    Resolvin conjugate in tissue regeneration 1 (RCTR1) is a specialized pro-resolving mediator (SPM) biosynthesized from docosahexaenoic acid (DHA; Item No. 90310) by isolated human macrophages and apoptotic polymorphonuclear (PMN) neutrophils.1 It has been found in human spleen and bone marrow.2 RCTR1 is produced via lipoxygenase-mediated oxidation of DHA to 7(S)-8-epoxy-17(S)-HDHA, which is conjugated to glutathione.1,2,3 RCTR1 (10 nM) increases phagocytosis of E. coli or apoptotic neutrophils in isolated human monocyte-derived macrophages.2 It decreases chemotaxis induced by leukotriene B4 (LTB4; Item No. 20110) in isolated human neutrophils when used at a concentration of 10 nM. RCTR1 (1 and 10 nM) accelerates tissue regeneration in planaria. Intraperitoneal administration of RCTR1 (100 ng/animal) shortens the inflammatory resolution period and decreases inflammatory exudate neutrophil infiltration in a mouse model of E. coli-induced peritonitis.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dalli, J., Ramon, S., Norris, P.C., et alNovel proresolving and tissue-regenerative resolvin and protectin sulfido-conjugated pathways. FASEB J. 29(5), 2120-2136 (2015).

    2. de la Rosa, X., Norris, P.C., Chiang, N., et alIdentification and complete stereochemical assignments of the new resolvin conjugates in tissue regeneration in human tissues that stimulate proresolving phagocyte functions and tissue regeneration. Am. J. Pathol. 188(4), 950-966 (2018).

    3. Rodriguez, A.R., and Spur, B.W. First total synthesis of pro-resolving and tissue-regenerative resolvin sulfido-conjugates. Tetrahedron Lett. 58(16), 1662-1668 (2017).