CAS 355151-12-1|Rotigaptide
Introduction：Basic information about CAS 355151-12-1|Rotigaptide, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Rotigaptide | ||
|---|---|---|---|
| CAS Number | 355151-12-1 | Molecular Weight | 617.651 |
| Density | 1.4±0.1 g/cm3 | Boiling Point | 1187.3±65.0 °C at 760 mmHg |
| Molecular Formula | C28H39N7O9 | Melting Point | / |
| MSDS | / | Flash Point | 671.8±34.3 °C |
Names
| Name | Rotigaptide |
|---|---|
| Synonym | More Synonyms |
Rotigaptide BiologicalActivity
| Description | Rotigaptide (ZP123) is a novel and specific modulator of connexin 43 (Cx43). Rotigaptide prevents the uncoupling of Cx43-mediated gap junction communication and normalizes cell-to-cell communication during acute metabolic stress. Rotigaptide is a potent antiarrhythmic peptide (AAP) with improved stability and has the potential for the investigation of cardiac arrhythmias-specifically atrial fibrillation[1][2]. |
|---|---|
| Related Catalog | Research Areas >>Cardiovascular DiseaseSignaling Pathways >>Cytoskeleton >>Gap Junction Protein |
| Target | IC50: connexin 43 (Cx43)[1] |
| In Vitro | Rotigaptide (100 nM; 24 hours) has a positive effect on cycloheximide-mediated decrease in Cx43 protein levels in cultured neonatal ventricular myocytes[1]. Rotigaptide (100 nM; 24 hours) dose not affect INS-1 cell apoptosis itself. And it significantly reduces apoptosis in cytokine-exposed cells ~10% at IL-1b concentrations above 15 pg/ml in rat insulin-producing INS-1 cells[2]. Western Blot Analysis[1] Cell Line: Neonatal cardiomyocytes Concentration: 100 nM Incubation Time: 24 hours Result: Partially prevented the loss of Cx43 protein expression in neonatal cardiomyocytes. Apoptosis Analysis[2] Cell Line: Cx43 deficient INS-1 cells Concentration: 100 nM Incubation Time: 24 hours Result: Ameliorated cytokine-induced apoptosis associated with improved mitochondrial function. |
| In Vivo | Rotigaptide (intravenous administration; 300 mg/kg; single dose) treatment in mice and rats does not result in toxicity in either species. In escalating dose studies, Rotigaptide (continuous intravenous infusion; 5-14 days) in rats (100 mg/kg) and dogs (10 mg/kg) are well tolerated and produces no compound-related effects or histological toxicological findings[3]. |
| References | [1]. Seyed Mojtaba Ghiasi, et al. The connexin 43 regulator Rotigaptide reduces cytokine-induced cell death in human islets [2]. Stahlhut M, et al. The antiarrhythmic peptide rotigaptide (ZP123) increases connexin 43 protein expression in neonatal rat ventricular cardiomyocytes.Cell Commun Adhes. 2006 Jan-Apr;13(1-2):21-7. [3]. Kjølbye AL, et al. Pharmacological modulation of gap junction function with the novel compound rotigaptide: a promising new principle for prevention of arrhythmias.Basic Clin Pharmacol Toxicol. 2007 Oct;101(4):215-30. |
Chemical & Physical Properties
| Density | 1.4±0.1 g/cm3 |
|---|---|
| Boiling Point | 1187.3±65.0 °C at 760 mmHg |
| Molecular Formula | C28H39N7O9 |
| Molecular Weight | 617.651 |
| Flash Point | 671.8±34.3 °C |
| Exact Mass | 617.280945 |
| LogP | -3.53 |
| Vapour Pressure | 0.0±0.3 mmHg at 25°C |
| Index of Refraction | 1.607 |
| InChIKey | GFJRASPBQLDRRY-TWTQBQJDSA-N |
| SMILES | CC(=O)NC(Cc1ccc(O)cc1)C(=O)N1CCCC1C(=O)N1CC(O)CC1C(=O)NCC(=O)NC(C)C(=O)NCC(N)=O |
Synonyms
| Glycinamide, N-acetyl-D-tyrosyl-D-prolyl-(4S)-4-hydroxy-D-prolylglycyl-D-alanyl- |
| N-Acetyl-D-tyrosyl-D-prolyl-(4S)-4-hydroxy-D-prolylglycyl-D-alanylglycinamide |
| Rotigaptide |
