355151-12-1

355151-12-1 structure
355151-12-1 structure
  • Name: Rotigaptide
  • Chemical Name: Rotigaptide
  • CAS Number: 355151-12-1
  • Molecular Formula: C28H39N7O9
  • Molecular Weight: 617.651
  • Catalog: Signaling Pathways Cytoskeleton Gap Junction Protein
  • Create Date: 2018-04-13 08:00:00
  • Modify Date: 2025-08-27 18:22:16
  • 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].

Name Rotigaptide
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
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
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.

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
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