Endomorphin 1 (trifluoroacetate salt)

Endomorphin 1 is an endogenous neuropeptide and µ-opioid receptor agonist (Ki = 0.36 nM) that has analgesic, positive reinforcing, and gastrointestinal properties. It is found in the brain and, to a lesser extent, in the spinal cord. It is selective for µ- over delta- and kappa-opioid receptors (Ki = 1,506 and 5,428 nM, respectively). Endomorphin 1 also binds to mouse brain membranes and rat recombinant µ-opioid receptors expressed in CHO cells (Kis = 0.94 and 0.66 nM, respectively). It inhibits cAMP accumulation induced by forskolin in CHO cells expressing rat recombinant µ-opioid receptors and in SH-SY5Y human neuroblastoma cells (IC50s = 9.33 and 19.1 nM, respectively). In mice, endomorphin 1 increases analgesia in a radiant heat tail-flick assay following intracerebroventricular or intrathecal administration (ED50s = 4.75 and 0.726 µg, respectively) and induces conditioned place preference when administered intracerebroventricularly at a dose of 10 µg. Endomorphin 1 (12 µg, i.c.v.) also decreases gastrointestinal transit time in mice.Formal Name: L-tyrosyl-L-prolyl-L-tryptophyl-L-phenylalaninamide, trifluoroacetate salt. Synonyms: Tyr-Pro-Trp-Phe-NH2. Molecular Formula: C34H38N6O5 . XCF3COOH. Formula Weight: 610.7. Purity: >95%. Formulation: (Request formulation change), A lyophilized powder. Solubility: Formic Acid: 1 mg/ml. SMILES: O=C([C@H]1N(C([C@@H](N)CC2=CC=C(O)C=C2)=O)CCC1)N[C@H](C(N[C@@H](CC3=CC=CC=C3)C(N)=O)=O)CC4=CNC5=C4C=CC=C5.FC(F)(C(O)=O)F. InChi Code: InChI=1S/C34H38N6O5.C2HF3O2/c35-26(17-22-12-14-24(41)15-13-22)34(45)40-16-6-11-30(40)33(44)39-29(19-23-20-37-27-10-5-4-9-25(23)27)32(43)38-28(31(36)42)18-21-7-2-1-3-8-21,3-2(4,5)1(6)7/h1-5,7-10,12-15,20,26,28-30,37,41H,6,11,16-19,35H2,(H2,36,42)(H,38,43)(H,39,44),(H,6,7)/t26-,28-,29-,30-,/m0./s1. InChi Key: HHLSEYUJSLAGOQ-YAOJAVRNSA-N.