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Out of StockSize
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Type
Synthetic peptide (linear tridecapeptide)
Molecular formula
C78H111N21O19
Molecular weight
~1,646.9 g/mol
CAS number
75921-69-6
Amino acids
13
Sequence
Ac-Ser-Tyr-Ser-Nle-Glu-His-D-Phe-Arg-Trp-Gly-Lys-Pro-Val-NH2
Modification
N-terminal acetylation; C-terminal amide; Nle4 and D-Phe7 substitutions.
A linear tridecapeptide analogue of alpha-MSH carrying Nle4 and D-Phe7 substitutions, with N-terminal acetylation and a C-terminal amide. It is characterized as a ligand of a Gs-coupled G-protein-coupled receptor; cryo-EM studies of the receptor–Gs complex have resolved the orthosteric binding pocket and described how a peptide of this class occupies the receptor transmembrane bundle. The Nle4 and D-Phe7 substitutions confer protease resistance, and structural studies have examined how these substitutions affect binding geometry within the orthosteric pocket. The molecule retains the conserved His-Phe-Arg-Trp sequence motif central to its receptor-binding geometry.
Lyophilized
20°C, protected from light and moisture
stable long term.
Avoid freeze-thaw; protect from light; aqueous solution stored cold.
Reviews
Polańska A, et al. (2024). Postepy Dermatol Alergol
Lyseng-Williamson KA (2016). Am J Clin Dermatol
Reviews
Wolf Horrell EM, Boulanger MC, D'Orazio JA (2016). Front Genet
Herraiz C, et al. (2017). Biochim Biophys Acta Mol Basis Dis
Wu J, Cotliar R (2021). J Drugs Dermatol
Clinical
Langendonk JG, et al. (2015). N Engl J Med
Lim HW, et al. (2014). JAMA Dermatol
Biolcati G, et al. (2015). Br J Dermatol
Haylett AK, et al. (2011). Br J Dermatol
Barman-Aksozen J, et al. (2020). Orphanet J Rare Dis
Wensink D, et al. (2020). JAMA Dermatol
Lengweiler S, et al. (2015). Skin Pharmacol Physiol
Bohm M, Ehrchen J, Luger TA (2014). J Eur Acad Dermatol Venereol
Biolcati G, et al. (2013). Clin Exp Dermatol
Grimes PE, et al. (2013). JAMA Dermatol
Toh JJH, et al. (2020). J Am Acad Dermatol
Leaf RK, et al. (2024). Life (Basel)
Minder AE, et al. (2023). Life (Basel)
Primary research
Peake M, Rutter K, Griffin L, et al. (2024). J Invest Dermatol
Ma S, Chen Y, Dai A, et al. (2021). Cell Res
Minder EI, Barman-Aksoezen J, Schneider-Yin X (2017). Clin Pharmacokinet
Also known as: NDP-MSH
View this compound in the Research Library →Frequently Bought Together