MSG606 (trifluoroacetate salt)

MSG606 is a peptide antagonist of melanocortin receptor 1 (MC1R, IC50 = 17 nM for the human receptor) and a derivative of gamma-melanocyte-stimulating hormone (gamma-MSH). It selectively binds to MC1R over MC3R and MC5R (IC50s = 3,900 and 1,000 nM, respectively, for the human receptors), as well as MC4R at 10 µM. Intracerebroventricular administration of MSG606 (7.5 µg/animal) increases the latency to tail withdrawal in the tail-flick test in female, but not male, mice in a model of opioid-induced hyperalgesia. MSG606 (1 nmol/animal, i.c.v.) reduces levels of the tumor suppressor protein merlin in the cortex, reduces the number of surviving neurons in the cortex and hippocampal CA2 region, and increases the number of apoptotic cells in the cortex in rats 24 hours after injury in a model of controlled cortical impact-induced traumatic brain injury (TBI).Formal Name: N-(4-mercapto-1-oxobutyl)glycyl-L-histidyl-D-phenylalanyl-L-arginyl-D-tryptophyl-L-cysteinyl-L-alpha-aspartyl-L-arginyl-L-phenylalanyl-glycinamide, cyclic (1->6)-thioether, trifluoroacetate salt. Synonyms: cyclo(CH2)3CO-Gly-His-D-Phe-Arg-D-Trp-Cys)-Asp-Arg-Phe-Gly-NH2. Molecular Formula: C62H82N20O13S . XCF3COOH. Formula Weight: 1347.5. Purity: >95%. Formulation: (Request formulation change), A solid. Peptide Sequence: c(XGHfRwC)DRFG-NH2 (where X = C3H6-CO). Solubility: Acetonitrile: Slightly soluble: 0.1-1 mg/ml, DMSO: Sparingly soluble: 1-10 mg/ml, Water: Slightly soluble: 0.1-1 mg/ml. SMILES: O=C([C@@H](NC([C@H](NC([C@@H](NC(CNC(CCCSC[C@H](NC1=O)C(N[C@@H](CC(O)=O)C(N[C@@H](CCCNC(N)=N)C(N[C@H](C(NCC(N)=O)=O)CC2=CC=CC=C2)=O)=O)=O)=O)=O)CC3=CN=CN3)=O)CC4=CC=CC=C4)=O)CCCNC(N)=N)N[C@@H]1CC5=CNC6=CC=CC=C56.O=C(O)C(F)(F)F. InChi Code: InChI=1S/C62H82N20O13S.C2HF3O2/c63-49(83)31-73-53(88)43(24-35-12-3-1-4-13-35)78-54(89)41(18-9-21-69-61(64)65)77-59(94)47(28-52(86)87)81-60(95)48-33-96-23-11-20-50(84)72-32-51(85)75-46(27-38-30-68-34-74-38)58(93)79-44(25-36-14-5-2-6-15-36)56(91)76-42(19-10-22-70-62(66)67)55(90)80-45(57(92)82-48)26-37-29-71-40-17-8-7-16-39(37)40,3-2(4,5)1(6)7/h1-8,12-17,29-30,34,41-48,71H,9-11,18-28,31-33H2,(H2,63,83)(H,68,74)(H,72,84)(H,73,88)(H,75,85)(H,76,91)(H,77,94)(H,78,89)(H,79,93)(H,80,90)(H,81,95)(H,82,92)(H,86,87)(H4,64,65,69)(H4,66,67,70),(H,6,7)/t41-,42-,43-,44+,45+,46-,47-,48-,/m0./s1. InChi Key: FNRWRBZUAMZCEI-ZXLAOGNBSA-N.