Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

SML2756

Sigma-Aldrich

Bremelanotide acetate

≥98% (HPLC)

Synonym(s):

Ac-Nle-Asp-His-D-Phe-Arg-Trp-Lys (Asp-Lys), acetate salt, Acetyl-[Nle4, Asp5, D-Phe7, Lys10]-cyclo-α-melanocyte, PT 141 acetate, PT-141 acetate, PT141 acetate

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C50H68N14O10 · xC2H4O2
CAS Number:
1607799-13-2
Molecular Weight:
1025.16 (free base basis)
UNSPSC Code:
12352200
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to off-white

shipped in

wet ice

storage temp.

−20°C

SMILES string

[nH]1cncc1C[C@@H]2NC(=O)[C@H](CC(=O)NCCCC[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC2=O)Cc5ccccc5)CCCN=C(N)N)Cc3c4c([nH]c3)cccc4)C(=O)O)NC(=O)[C@@H](NC(=O)C)CCCC.OC(=O)C

InChI

1S/C50H68N14O10.C2H4O2/c1-3-4-16-35(58-29(2)65)43(67)64-41-25-42(66)54-20-11-10-18-37(49(73)74)60-46(70)39(23-31-26-56-34-17-9-8-15-33(31)34)62-44(68)36(19-12-21-55-50(51)52)59-45(69)38(22-30-13-6-5-7-14-30)61-47(71)40(63-48(41)72)24-32-27-53-28-57-32;1-2

InChI key

MAYUSRUHXFWITM-GBRHMYBBSA-N

Biochem/physiol Actions

Brain-penetrant alpha-melanocyte-stimulating hormone (α-MSH)-derived melanocortin receptors (MC1R, MC3R, MC4R) agonist with in vivo sexual arousal efficacy.
Bremelanotide (PT-141) is a brain-penetrant, alpha-melanocyte-stimulating hormone (α-MSH)-derived cyclic heptapeptide agonist toward melanocortin receptors, including MC1R, MC3R and MC4R (affinty = 10 nM by competitive binding against 0.2 nM NDP-α-MSH using human MC4R-expressing HEK-293). Bremelanotide induces cAMP accumulation in hMC4R-expressing HEK-293 cells and exhibits in vivo sexual arousal efficacy among both male (50 μg/kg intranasally or 50-500 pg/kg via lateral ventricle injection) and female rats (100-200 μg/kg sc or 800 μg/kg via lateral ventricle injection) by activating neurons in brain regions responsible for sexual function.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000137059

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

James Pfaus et al.
The journal of sexual medicine, 4 Suppl 4, 269-279 (2007-11-21)
Bremelanotide is an analogue of the naturally occurring peptide alpha-melanocyte-stimulating hormone (alpha-MSH). It stimulates erection in men and male rats, and is currently in clinical trials for the treatment of erectile dysfunction. To review the effects of bremelanotide, an analogue
K L Aughton et al.
British journal of pharmacology, 155(2), 236-243 (2008-07-01)
Hypothalamic neuropeptides centrally modulate sexual arousal. However, the role of neuropeptides in peripheral arousal has been ignored. Vascular and non-vascular smooth muscle relaxation in the vagina is important for female sexual arousal. To date, in vitro studies have focused on
P B Molinoff et al.
Annals of the New York Academy of Sciences, 994, 96-102 (2003-07-10)
PT-141, a synthetic peptide analogue of alpha-MSH, is an agonist at melanocortin receptors including the MC3R and MC4R, which are expressed primarily in the central nervous system. Administration of PT-141 to rats and nonhuman primates results in penile erections. Systemic

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service