(Nle4)-α-MSH

Names

[ CAS No. ]:
64887-70-3

[ Name ]:
(Nle4)-α-MSH

[Synonym ]:
L-Valinamide, N-acetyl-L-seryl-L-tyrosyl-L-seryl-L-norleucyl-L-α-glutamyl-L-histidyl-L-phenylalanyl-L-arginyl-L-tryptophylglycyl-L-lysyl-L-prolyl-
(4-Norleucine)Alpha-Msh
4-Nle-Alpha-Msh
N-Acetyl-L-seryl-L-tyrosyl-L-seryl-L-norleucyl-L-α-glutamyl-L-histidyl-L-phenylalanyl-L-arginyl-L-tryptophylglycyl-L-lysyl-L-prolyl-L-valinamide
Msh, 4-Nle-Alpha-
N-acetyl-L-seryl-L-tyrosyl-L-seryl-L-norleucyl-L-α-glutamyl-L-histidyl-L-phenylalanyl-N-(diaminomethylidene)-L-ornithyl-L-tryptophylglycyl-L-lysyl-L-prolyl-L-valinamide

Biological Activity

[Description]:

(Nle4)-α-MSH is a synthetic analogue of α-MSH (HY-P0252), a melanocyte-stimulating hormone. (Nle4)-α-MSH reversibly darkens frog skins and also exhibits prolonged activity after heat-alkali treatment[1].

[Related Catalog]:

Research Areas >> Others
Signaling Pathways >> GPCR/G Protein >> Melanocortin Receptor

[Target]

tyrosinase; melanoma adenylate cyclase[1]


[In Vitro]

(Nle4)-α-MSH shows a better bioactivity than α-MSH in frog skin bioassay, activation of mouse melanoma adenylate cyclase, and stimulation of mouse melanoma cell tyrosinase activity[1]. (Nle4)-α-MSH (0.1 nM; 0.5, 4, 8 h) stimulates tyrosinase activity in melanoma cells (NCTC 3960)[1]. (Nle4)-α-MSH (0.1 nM; 1-4 h) increases biological activity of melanotropins, indicating darkening response of frog skins[1]. (Nle4)-α-MSH (0.1 μg) also activates mouse melanoma adenylate cyclase[1].

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Molecular Formula ]:
C78H111N21O19

[ Molecular Weight ]:
1646.845

[ Exact Mass ]:
1645.836548

[ PSA ]:
642.98000

[ LogP ]:
-0.80

[ Index of Refraction ]:
1.674

Related Compounds