An MC1R antagonist
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Nonapeptide-1 (acetate)

Item No. 27757

Technical Information
Formal Name
L-methionyl-L-prolyl-D-phenylalanyl-L-arginyl-D-tryptophyl-L-phenylalanyl-L-lysyl-L-prolyl-L-valinamide, acetate
Synonyms
  • Met-Pro-D-Phe-Arg-D-Trp-Phe-Lys-Pro-Val-NH2
  • MPFRWFKPV-NH2
  • 153N-6
Molecular Formula
C61H87N15O9S • XC2H4O2
Formula Weight
Purity
≥95%
A crystalline solid
PBS (pH 7.2): 10 mg/ml
λmax
281 nm
SMILES
O=C([C@H](CCCNC(N)=N)NC([C@H](NC([C@@H]1CCCN1C([C@H](CCSC)N)=O)=O)CC2=CC=CC=C2)=O)N[C@H](CC3=CNC4=C3C=CC=C4)C(N[C@@H](CC5=CC=CC=C5)C(N[C@@H](CCCCN)C(N6CCC[C@H]6C(N[C@H](C(N)=O)C(C)C)=O)=O)=O)=O.CC(O)=O
InChi Code
InChI=1S/C61H87N15O9S.C2H4O2/c1-37(2)51(52(64)77)74-58(83)50-26-16-31-76(50)60(85)45(23-12-13-28-62)70-55(80)46(33-38-17-6-4-7-18-38)71-56(81)48(35-40-36-68-43-22-11-10-21-41(40)43)72-53(78)44(24-14-29-67-61(65)66)69-54(79)47(34-39-19-8-5-9-20-39)73-57(82)49-25-15-30-75(49)59(84)42(63)27-32-86-3;1-2(3)4/h4-11,17-22,36-37,42,44-51,68H,12-16,23-35,62-63H2,1-3H3,(H2,64,77)(H,69,79)(H,70,80)(H,71,81)(H,72,78)(H,73,82)(H,74,83)(H4,65,66,67);1H3,(H,3,4)/t42-,44-,45-,46-,47+,48+,49-,50-,51-;/m0./s1
InChi Key
SIETVBVGJPGIIS-UYTYCWBSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Nonapeptide-1 is an antagonist of melanocortin receptor 1 (MC1R; Ki = 40 nM in COS-1 cells expressing human receptors).1 It is selective for MC1R over MC3R, MC4R, and MC5R (Kis = 470, 1,340, and 2,400 nM, respectively). Nonapeptide-1 inhibits cAMP accumulation and melanosome dispersion induced by α-melanocyte-stimulating hormone (α-MSH) in melanocytes with IC50 values of 2.5 and 11 nM, respectively.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Schiöth, H.B., Muceniece, R., and Wikberg, J.E.S. Characterization of the binding of MSH-B, HB-228, GHRP-6 and 153N-6 to the human melanocortin receptor subtypes. Neuropeptides 31(6), 565-571 (1997).

    2. Jayawickreme, C.K., Quillan, J.M., Graminski, G.F., et alDiscovery and structure-function analysis of α-melanocyte-stimulating hormone antagonists. The Journal of Biological Chemisty 269(47), 29846-29854 (1994).