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Key Documents

M8693

Sigma-Aldrich

Melanotan II acetate salt

≥95% (HPLC)

Synonym(s):

Ac-[Nle4Asp5D-Phe7Lys10]α-MSH-(4-10)-NH2

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About This Item

Empirical Formula (Hill Notation):
C50H69N15O9 · xC2H4O2
CAS Number:
121062-08-6
Molecular Weight:
1024.18 (free base basis)
MDL number:
MFCD06795842
UNSPSC Code:
51111800
NACRES:
NA.32

Assay

≥95% (HPLC)

form

lyophilized solid

color

white

solubility

H2O: soluble 5 mg/mL

shipped in

dry ice

storage temp.

−20°C

InChI

1S/C50H69N15O9/c1-3-4-16-36(59-29(2)66)44(69)65-41-25-42(67)55-20-11-10-18-35(43(51)68)60-47(72)39(23-31-26-57-34-17-9-8-15-33(31)34)63-45(70)37(19-12-21-56-50(52)53)61-46(71)38(22-30-13-6-5-7-14-30)62-48(73)40(64-49(41)74)24-32-27-54-28-58-32/h5-9,13-15,17,26-28,35-41,57H,3-4,10-12,16,18-25H2,1-2H3,(H2,51,68)(H,54,58)(H,55,67)(H,59,66)(H,60,72)(H,61,71)(H,62,73)(H,63,70)(H,64,74)(H,65,69)(H4,52,53,56)/t35-,36-,37-,38+,39-,40-,41-/m0/s1

InChI key

JDKLPDJLXHXHNV-MFVUMRCOSA-N

Gene Information

human ... MC3R(4159) , MC4R(4160)
mouse ... MC3R(17201) , MC4R(17202)
rat ... MC3R(29310) , MC4R(25635)

Amino Acid Sequence

Ac-Nle-Asp-His-Phe-Arg-Trp-Lys-NH2

General description

Melanotan II induces melanogenesis and thus increases skin pigmentation. It is an analog of α-melanocyte stimulating hormone.

Application

Melanotan II acetate salt has been used to study its inhibitory effects on feeding and energy expenditure in rats.

Biochem/physiol Actions

Melanotan II is a MC3-R/MC4-R melanocortin agonist.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Mesoporous silicon microparticles as carriers for peptides.
M Kilpeläinen et al.
Journal of controlled release : official journal of the Controlled Release Society, 148(1), e43-e44 (2011-05-03)
Ki Sung Kang et al.
Peptides, 32(1), 31-35 (2010-10-20)
Intracerebroventricular (ICV) administration of gonadotropin-releasing hormone II (GnRH II), which plays a crucial role in the regulation of reproduction in vertebrates, markedly reduces food intake in goldfish. However, the neurochemical pathways involved in the anorexigenic action of GnRH II and
Yi Zhang et al.
Peptides, 31(4), 639-643 (2009-12-26)
Central melanocortins (MC) evoke potent but transient anorectic responses with tachyphylaxis developing within days. We hypothesized that intermittent therapy using the MC analog, melanotan II (MTII), would minimize the tachyphylaxis and enhance the long-term efficacy of MTII treatment. F344/BN rats
Y B Shrestha et al.
American journal of physiology. Regulatory, integrative and comparative physiology, 299(1), R140-R149 (2010-04-23)
Norepinephrine (NE) released from the sympathetic nerves innervating white adipose tissue (WAT) is the principal initiator of lipolysis in mammals. Central WAT sympathetic outflow neurons express melanocortin 4-receptor (MC4-R) mRNA. Single central injection of melanotan II (MTII; MC3/4-R agonist) nonuniformly
Melanotan II injection resulting in systemic toxicity and rhabdomyolysis.
Nelson ME
Clinical Toxicology, 50(10) (2012)
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