MMK-1   Click here for help

GtoPdb Ligand ID: 6240

Synonyms: MMK 1
Immunopharmacology Ligand
Comment: MMK-1 is a potent and selective ALX/FPR2 agonist.
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2D Structure
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SMILES / InChI / InChIKey
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Canonical SMILES CSCCC(C(=O)O)NC(=O)C(C(C)C)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(C(CC)C)NC(=O)C(NC(=O)C(NC(=O)C(CC(C)C)N)CCC(=O)O)CO)Cc1ccccc1)CCCN=C(N)N)CO)CC(C)C)CC(C)C)Cc1ccccc1)CCCN=C(N)N
Isomeric SMILES CSCC[C@@H](C(=O)O)NC(=O)[C@H](C(C)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H]([C@H](CC)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CC(C)C)N)CCC(=O)O)CO)Cc1ccccc1)CCCN=C(N)N)CO)CC(C)C)CC(C)C)Cc1ccccc1)CCCN=C(N)N
InChI InChI=1S/C75H123N19O18S/c1-12-44(10)60(94-70(108)57(39-96)92-63(101)50(27-28-58(97)98)83-61(99)47(76)33-40(2)3)72(110)90-55(37-46-23-17-14-18-24-46)68(106)84-48(25-19-30-81-74(77)78)62(100)91-56(38-95)69(107)88-53(35-42(6)7)65(103)87-52(34-41(4)5)66(104)89-54(36-45-21-15-13-16-22-45)67(105)85-49(26-20-31-82-75(79)80)64(102)93-59(43(8)9)71(109)86-51(73(111)112)29-32-113-11/h13-18,21-24,40-44,47-57,59-60,95-96H,12,19-20,25-39,76H2,1-11H3,(H,83,99)(H,84,106)(H,85,105)(H,86,109)(H,87,103)(H,88,107)(H,89,104)(H,90,110)(H,91,100)(H,92,101)(H,93,102)(H,94,108)(H,97,98)(H,111,112)(H4,77,78,81)(H4,79,80,82)/t44-,47-,48-,49-,50-,51-,52-,53-,54-,55-,56-,57-,59-,60-/m0/s1
InChI Key PWBQRCXCXXGUGY-AJOXZCOLSA-N
References
1. Hu JY, Le Y, Gong W, Dunlop NM, Gao JL, Murphy PM, Wang JM. (2001)
Synthetic peptide MMK-1 is a highly specific chemotactic agonist for leukocyte FPRL1.
J Leukoc Biol, 70 (1): 155-61. [PMID:11435499]
2. Klein C, Paul JI, Sauvé K, Schmidt MM, Arcangeli L, Ransom J, Trueheart J, Manfredi JP, Broach JR, Murphy AJ. (1998)
Identification of surrogate agonists for the human FPRL-1 receptor by autocrine selection in yeast.
Nat Biotechnol, 16 (13): 1334-7. [PMID:9853614]
3. Stama ML, Ślusarczyk J, Lacivita E, Kirpotina LN, Schepetkin IA, Chamera K, Riganti C, Perrone R, Quinn MT, Basta-Kaim A et al.. (2017)
Novel ureidopropanamide based N-formyl peptide receptor 2 (FPR2) agonists with potential application for central nervous system disorders characterized by neuroinflammation.
Eur J Med Chem, 141: 703-720. [PMID:29102463]
4. Yu Y, Bao Z, Wang X, Gong W, Chen H, Guan H, Le Y, Su S, Chen K, Wang JM. (2017)
The G-Protein-Coupled Chemoattractant Receptor Fpr2 Exacerbates High Glucose-Mediated Proinflammatory Responses of Müller Glial Cells.
Front Immunol, 8: 1852. [PMID:29312335]