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Out of StockType
Synthetic peptide (hexapeptide)
Molecular formula
C45H55N9O6
Molecular weight
817.97 g/mol
CAS number
158861-67-7
Amino acids
6
Sequence
D-Ala-D-2-Nal-Ala-Trp-D-Phe-Lys-NH2
Modification
N-terminal D-Ala; D-2-naphthylalanine; D-Phe; C-terminal amide.
A synthetic, C-terminally amidated hexapeptide built from non-natural D-amino acids and a 2-naphthylalanine residue at position 2 — structural features studied for their contribution to enzymatic stability and receptor-binding interaction. It binds within the orthosteric pocket of a class A G protein-coupled receptor; that pocket has been resolved in cryo-EM structures of the receptor bound to its endogenous peptide ligand together with related synthetic peptide and non-peptide ligands, defining the shared binding-pocket geometry relevant to this peptide class. Pharmacokinetic characterization describes a small, unmodified peptide subject to enzymatic and aqueous degradation with a short reported plasma half-life.
Lyophilized
20°C
typically stable 24-36 months desiccated.
Avoid freeze-thaw; aliquot; protect from light and moisture.
Reviews
Ishida J, et al. (2020). JCSM Rapid Communications
Berlanga-Acosta J, Abreu-Cruz A, García-del Barco Herrera D, et al. (2017). Clinical Medicine Insights: Cardiology
Reviews
Adis Editorial. (2004). Drugs in R&D
Bowers CY. (1998). Comprehensive Physiology
Clinical
Kimura T, et al. (2010). Endocrine Journal
Kageyama K, et al. (2008). Endocrine Journal
Laferrère B, Abraham C, Russell CD, Bowers CY. (2005). J Clin Endocrinol Metab
Van den Berghe G, Baxter RC, Weekers F, Wouters P, Bowers CY, et al. (2002). Clinical Endocrinology (Oxford)
Gondo RG, et al. (2001). J Clin Endocrinol Metab
Mericq V, Cassorla F, Salazar T, Avila A, et al. (1998). J Clin Endocrinol Metab
Arvat E, Di Vito L, Maccagno B, Broglio F, et al. (1997). Peptides
Bowers CY, Reynolds GA, Durham D, Barrera CM, et al. (1990). J Clin Endocrinol Metab
Primary research
Králík F, Kvíčalová A, Salaďáková A, Kuchař M, Setnička V. (2026). Chirality
Zeng P, Li S, Zheng Y, Liu FY, Wang J, Zhang D, Wei J. (2014). Peptides
Wang Y, et al. (2021). Nature Communications
Structural-biology study group. (2021). Nature Communications
Nagaya N, et al. (2010). PubMed
Furuta S, Hori T, Ohyama T. (2006). Naunyn-Schmiedeberg's Archives of Pharmacology
Hirotani C, Oki Y, Ukai K, Okuno T, et al. (2005). Naunyn-Schmiedeberg's Archives of Pharmacology
Yan X, et al. (2004). European Journal of Endocrinology
Doi N, Hirotani C, Ukai K, Shimada O, et al. (2004). Arzneimittelforschung
Furuta S, Shimada O, Doi N, Ukai K, et al. (2004). Arzneimittelforschung
Cardioprotection study group. (2000). PubMed
Shepherd BS, et al. (2000). Journal of Endocrinology
Pharmacology study group. (1996). PubMed
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