ATI-2341 (trifluoroacetate salt)

ATI-2341 is a pepducin Galphai-signaling biased agonist of chemokine (C-X-C motif) receptor 4 (CXCR4). It induces dissociation of Galphai and Ggamma2, indicating activation of Galphai-signaling, with an EC50 value of 0.21 µM in a bioluminescence resonance energy transfer (BRET) assay using HEK293T cells expressing CXCR4. ATI-2341 is selective for Galphai over Galpha13 (EC50s = 0.53 and >1 µM, respectively, in BRET engagement assays) and is biased for Galphai engagement over beta-arrestin-2, G protein-coupled receptor kinase 2 (GRK2), or GRK3 recruitment, exhibiting bias factor values of 24, 24.9, and 30, respectively. It induces chemotaxis of CCRF-CEM T cells, which endogenously express CXCR4, in a concentration-dependent manner. ATI-2341 (0.45 µmol/kg) increases peritoneal lavage fluid infiltration of polymorphonuclear leukocytes (PMNs) in mice.Formal Name: N-(1-oxohexadecyl)-L-methionylglycyl-L-tyrosyl-L-glutaminyl-L-lysyl-L-lysyl-L-leucyl-L-arginyl-L-seryl-L-methionyl-L-threonyl-L-alpha-aspartyl-L-lysyl-L-tyrosyl-L-arginyl-L-leucine, trifluoroacetate salt. Molecular Formula: C104H178N26O25S2 . XCF3COOH. Formula Weight: 2256.8. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMSO: 30 mg/ml. lambdamax: 225 nm. SMILES: O=C(N[C@@H](CCCNC(N)=N)C(N[C@H](C(O)=O)CC(C)C)=O)[C@@H](NC([C@H](CCCCN)NC([C@H](CC(O)=O)NC([C@H]([C@H](O)C)NC([C@H](CCSC)NC([C@H](CO)NC([C@H](CCCNC(N)=N)NC([C@H](CC(C)C)NC([C@H](CCCCN)NC([C@H](CCCCN)NC([C@H](CCC(O)=N)NC([C@@H](NC(CNC([C@H](CCSC)NC(CCCCCCCCCCCCCCC)=O)=O)=O)CC(C=C1)=CC=C1O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)CC(C=C2)=CC=C2O.OC(C(F)(F)F)=O. InChi Code: InChI=1S/C104H178N26O25S2.C2HF3O2/c1-9-10-11-12-13-14-15-16-17-18-19-20-21-35-84(136)116-75(46-53-156-7)88(140)115-60-85(137)117-78(57-65-36-40-67(133)41-37-65)97(149)123-74(44-45-83(108)135)94(146)119-69(30-22-25-48-105)89(141)118-70(31-23-26-49-106)90(142)125-77(55-62(2)3)96(148)121-73(34-29-52-114-104(111)112)93(145)129-82(61-131)100(152)124-76(47-54-157-8)95(147)130-87(64(6)132)101(153)127-80(59-86(138)139)99(151)120-71(32-24-27-50-107)91(143)126-79(58-66-38-42-68(134)43-39-66)98(150)122-72(33-28-51-113-103(109)110)92(144)128-81(102(154)155)56-63(4)5,3-2(4,5)1(6)7/h36-43,62-64,69-82,87,131-134H,9-35,44-61,105-107H2,1-8H3,(H2,108,135)(H,115,140)(H,116,136)(H,117,137)(H,118,141)(H,119,146)(H,120,151)(H,121,148)(H,122,150)(H,123,149)(H,124,152)(H,125,142)(H,126,143)(H,127,153)(H,128,144)(H,129,145)(H,130,147)(H,138,139)(H,154,155)(H4,109,110,113)(H4,111,112,114),(H,6,7)/t64-,69+,70+,71+,72+,73+,74+,75+,76+,77+,78+,79+,80+,81+,82+,87+,/m1./s1. InChi Key: IHMIZWPLCPVYJZ-QKMPYCLESA-N.