Melanotan (MT)-II

Melanotan (MT)-II, a synthetic melanocortin receptor agonist, is an injectable peptide hormone used to promote tanning.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
Melanotan (MT)-II(CAS 121062-08-6)

CAT No: R1511

CAS No:121062-08-6

Synonyms/Alias:Melanotan II;121062-08-6;Melanotan-II;MT-II;Melanotan (MT)-II;Melanotan II acetate salt;Melatonan;UPF5CJ93X7;CHEMBL430239;(3S,6S,9R,12S,15S,23S)-15-[[(2S)-2-acetamidohexanoyl]amino]-9-benzyl-6-[3-(diaminomethylideneamino)propyl]-12-(1H-imidazol-5-ylmethyl)-3-(1H-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexazacyclotricosane-23-carboxamide;(3S,6S,9R,12S,15S,23S)-12-((1H-imidazol-5-yl)methyl)-3-((1H-indol-3-yl)methyl)-15-((S)-2-acetamidohexanamido)-9-benzyl-6-(3-guanidinopropyl)-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexaazacyclotricosane-23-carboxamide;MTII;MelanotanII;Melanotan II?;UNII-UPF5CJ93X7;MELANOTAN II [WHO-DD];ebi_340792;GTPL1323;SCHEMBL1047531;DTXSID90153135;CHEBI:195326;EX-A7394;HY-P0267;121062-08-6 (non-salt);BDBM50027084;BDBM50184359;MFCD06795842;AKOS015994654;HS-2017;NCGC00167281-01;DA-55328;FA109114;L-Lysinamide, N-acetyl-L-norleucyl-L-alpha-aspartyl-L-histidyl-D-phenylalanyl-L-arginyl-L-tryptophyl-, cyclic (2-7)-peptide;F93947;Q423855;Ac-[Nle4Asp5D-Phe7Lys10]alpha-MSH-(4-10)-NH2;(3S,6S,9R,12S,15S,23S)-12-((1H-imidazol-5-yl)methyl)-3-((1H-indol-3-yl)methyl)-15-((S)-2-acetamidohexanamido)-9-benzyl-6-(3-((diaminomethylene)amino)propyl)-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexaazacyclotricosane-23-carboxamide;(3S,6S,9R,12S,15S,23S)-15-((S)-2-acetylamino-hexanoylamino)-9-benzyl-6-(3-guanidino-propyl)-12-(3H-imidazol-4-ylmethyl)-3-(1H-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18hexaaza-cyclotricosane-23-carboxylic acid amide;(3S,6S,9R,12S,15S,23S)-9-BENZYL-6-(3-CARBAMIMIDAMIDOPROPYL)-15-[(2S)-2-ACETAMIDOHEXANAMIDO]-12-(1H-IMIDAZOL-4-YLMETHYL)-3-(1H-INDOL-3-YLMETHYL)-2,5,8,11,14,17-HEXAOXO-1,4,7,10,13,18-HEXAAZACYCLOTRICOSANE-23-CARBOXAMIDE;(3S,6S,9R,12S,15S,23S)-9-benzyl-6-{3-[(diaminomethylidene)amino]propyl}-15-[(2S)-2-acetamidohexanamido]-12-(1H-imidazol-5-ylmethyl)-3-(1H-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexaazacyclotricosane-23-carboxamide;L-LYSINAMIDE, N-ACETYL-L-NORLEUCYL-L-.ALPHA.-ASPARTYL-L-HISTIDYL-D-PHENYLALANYL-L-ARGINYL-L-TRYPTOPHYL-, CYCLIC (2->7)-PEPTIDE;

Custom Peptide Synthesis
cGMP Peptide
  • Registration of APIs
  • CMC information required for an IND
  • IND and NDA support
  • Drug master files (DMF) filing
M.F/Formula
C50H69N15O9
M.W/Mr.
1024.2
Sequence
One Letter Code:XDHFRWK
Three Letter Code:Ac-Nle-Asp(1)-His-D-Phe-Arg-Trp-Lys(1)-NH2

Melanotan (MT)-II is a synthetic peptide analog of the naturally occurring alpha-melanocyte-stimulating hormone (α-MSH), designed to mimic and enhance the activity of endogenous melanocortins. As a potent agonist of the melanocortin receptor subtypes, particularly MC1R and MC4R, it plays a significant role in the regulation of skin pigmentation, energy balance, and other physiological processes mediated by the central melanocortin system. Its unique structure and functional properties have made it a valuable tool in peptide research, contributing to the elucidation of melanocortin signaling pathways and the study of peptide-receptor interactions in various biological contexts.

Peptide receptor pharmacology: MT-II is widely utilized in receptor binding and activation studies to investigate the pharmacological characteristics of melanocortin receptors. By serving as a selective agonist, it enables researchers to characterize receptor subtype specificity, signal transduction mechanisms, and downstream cellular responses. These investigations are fundamental for understanding the physiological and pathophysiological roles of melanocortin receptors in diverse tissues, including the central nervous system, skin, and peripheral organs.

Pigmentation research: The peptide's ability to stimulate melanin production via activation of MC1R makes it an essential reagent in pigmentation studies. Researchers employ MT-II to induce melanogenesis in cultured melanocytes and skin models, facilitating the exploration of pigmentary disorders, regulatory pathways of melanin synthesis, and the impact of genetic or environmental factors on pigmentation. Its use has advanced the development of in vitro models for studying the molecular basis of skin color variation and pigmentary diseases.

Neuroendocrine signaling studies: MT-II is instrumental in dissecting the role of melanocortin peptides in neuroendocrine regulation. By modulating MC4R activity, it provides a means to study appetite control, energy expenditure, and neurobehavioral processes in experimental systems. The peptide's application in neuropharmacological assays supports investigations into the central mechanisms governing feeding behavior, metabolic homeostasis, and the interplay between neuropeptides and neurotransmitter systems.

Peptide structure-activity relationship (SAR) analysis: The synthetic nature and defined sequence of MT-II enable its use in structure-activity relationship studies aimed at optimizing peptide ligands for melanocortin receptors. Researchers utilize it as a reference compound to compare the biological activities of novel analogs, assess modifications in receptor affinity, and refine peptide design strategies. These efforts contribute to the broader field of peptide therapeutics discovery and the rational design of receptor-targeted molecules.

Peptide synthesis and analytical validation: MT-II serves as a model peptide in the development and optimization of solid-phase peptide synthesis protocols. Its relatively complex structure and well-characterized bioactivity make it suitable for validating synthetic methodologies, purification techniques, and analytical characterization workflows. The peptide's use in method development supports quality control processes and advances the technical capabilities of peptide manufacturing and research laboratories.

Shipping Condition
Room temperature in continental US; may vary elsewhere.
InChI
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

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