Nonapeptide-1 Datasheet DC Chemicals
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Cat.No DC65658
Name Nonapeptide-1

Chemical Properties

CAS 158563-45-2
Formula C61H87N15O9S
MW 1206.50359177589
Storage 2 years -20°C Powder, 2 weeks 4°C in DMSO, 6 months -80°C in DMSO

Biological activity

Description CAS NO.:158563-45-2
Product Name:Nonapeptide-1
Synonyms:(Met?,Pro?,D-Phe?,D-Trp?,Phe1?)-α-MSH (5-13);H-Met-Pro-D-Phe-Arg-D-Trp-Phe-Lys-Pro-Val-NH2;Nonapeptide-1;Melanostatine-5, Nonapeptide-1;(Met?00Pro?00D-Phe?00D-Trp?00Phe??)-α-MSH(5-13);(Met⁵,Pro⁶,D-Phe⁷,D-Trp⁹,Phe¹⁰)-α-MSH (5-13);Met-Pro-D-Phe-Arg-D-Trp-Phe-Lys-Pro-Val-NH2;Melitan;melanostatine;Melanostatine-5;Melanostatine-5(nonpeptide-1);Nonapeptide-1, Melanostatine-5, Melanostatine;L-Methionyl-L-prolyl-D-phenylalanyl-L-arginyl-D-tryptophyl-L-phenylalanyl-L-lysyl-L-prolyl-L-valinamide;Melitane;Nonapeptide-1/Melanostatine;BCP25057;N-[(2R)-1-[[1-[[1-[[1-[[(2S)-6-Amino-1-[(2S)-2-[(1-amino-3-methyl-1-oxobutan-2-yl)carbamoyl]pyrrolid;64W45420K5;(S)-1-(L-methionyl)-N-((R)-1-(((S)-1-(((R)-1-(((S)-1-(((S)-6-amino-1-((S)-2-(((S)-1-amino-3-methyl-1-oxobutan-2-yl)carbamoyl)pyrrolidin-1-yl)-1-oxohexan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)amino)-3-(1H-indol-3-yl)-1-oxopropan-2-yl)amino)-5-guanidino-1-oxopentan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)pyrrolidine-2-carboxamide;L-Valinamide, L-methiony
EINECS:
Molecular Formula:C61H87N15O9S
Molecular Weight:1206.50359177589
Target: MC1R:40 nM (Ki) MC3R:0.47 μM (Ki) MC4R:1.34 μM (Ki) MC5R:2.4 μM (Ki)
In Vivo
In Vitro Nonapeptide-1 (153N-6) inhibits α-melanocyte hormone (α-MSH)-induced melanosome dispersion, with an IC50 value of 11 nM[1]. Nonapeptide-1 (0.1 nM-1 μΜ, 30 min) inhibits α-MSH-induced intracellular cAMP levels in melanocytes, with an IC50 of 2.5 nM[1]. Nonapeptide-1 (153N-6) shows highest affinity for MC1R (Ki: 40 nM) in COS-1 cells expressing human receptors, and is selective for MC1R over MC3R, MC4R, and MC5R (Ki: 0.47, 1.34, and 2.4 μΜ, respectively)[2]. Nonapeptide-1 (N-1A, 20 μΜ, 3 days) inhibits the basal melanin synthesis and reverses UVA-induced melanin increase in Human epidermal melanocytes (HEM cells) and HaCaT cells[3]. Nonapeptide-1 (20 μΜ, 3 days) competes with α-MSH and downregulates the expression of MC1R, tyrosinase, TRP1, TRP2, and MITF via binding to MC1R in HaCaT cells and HEM cells[3]. Western Blot Analysis[3] Cell Line: HaCaT cells, Human epidermal melanocytes (HEM) Concentration: 20 μΜ Incubation Time: 3 days Result: Downregulated the expression of MC1R, tyrosinase, TRP1, TRP2, and MITF.
Kinase Assay
Cell Assay
Animal Administration

References

[1]. Jayawickreme CK, et al. Discovery and structure-function analysis of alpha-melanocyte-stimulating hormone antagonists. J Biol Chem. [2]. Schiöth, H.B., et al. Characterization of the binding of MSH-B, HB-228, GHRP-6 and 153N-6 to the human melanocortin receptor subtypes. [3]. Jiaoquan Chen, et al. Effects of tea polyphenols on UVA-induced melanogenesis via inhibition of α-MSH-MC1R signalling pathway. Postepy Dermatol Alergol.
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