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M8693

Sigma-Aldrich

Melanotan II acetate salt

≥95% (HPLC)

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C50H69N15O9 · xC2H4O2
Número de CAS:
Peso molecular:
1024.18 (free base basis)
MDL number:
UNSPSC Code:
51111800
NACRES:
NA.32

Quality Level

assay

≥95% (HPLC)

form

lyophilized solid

color

white

solubility

H2O: soluble 5 mg/mL

shipped in

dry 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)N)NC(=O)[C@@H](NC(=O)C)CCCC

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

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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
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
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
Melanotan II injection resulting in systemic toxicity and rhabdomyolysis.
Nelson ME
Clinical Toxicology, 50(10) (2012)
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)

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