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Study · Not a test of the peptide alone · 2008

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The first preparative solution phase synthesis of melanotan II.

Ryakhovsky VV, Khachiyan GA, Kosovova NF, Isamiddinova EF, Ivanov AS

Beilstein journal of organic chemistry30 Oct 2008Cited by 2 (Europe PMC)

PMID19043625 (opens in a new tab)PMCIDPMC2587946 (opens in a new tab)DOI10.3762/bjoc.4.39 (opens in a new tab)PepBankPUB-19043625
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Summary

Melanotan II is a synthetic cyclic heptapeptide used to prevent a sunlight-induced skin cancer by stimulating the skin tanning process. In this paper we report the first solution phase synthesis of the title compound. The hexapeptide sequence has been assembled by [(2+2)+1+1] scheme. After removing the orthogonal protection, a carbodiimide mediated lactamization, involving the epsilon-amino group of lysine and gamma-carboxy group of aspartic acid, led to a cyclic intermediate. Appending N-acetylnorleucine concluded the assembly of melanotan II molecule. Protection of the lateral groups in arginine and tryptophan was omitted for atom and step economy reasons. The total synthesis of melanotan II was accomplished in 12 steps with 2.6% overall yield, affording >90% pure peptide without using preparative chromatography.
CC BYText from Europe PMC. Highlighted sentences are the source of results.

Results from this study1

No result from this study comes from a test of the peptide.

Studies that did not test the peptide alone1

In this study, Melanotan II was a lab tool or a carrier, part of a mix, or the subject of a lab method. These results are not evidence about taking Melanotan II.

  1. 01LabNot a test of Melanotan II aloneIn vitro (cell-free)Other

    A first preparative solution phase synthesis of melanotan II was completed in 12 steps with 2.6% overall yield and over 90% purity, without preparative chromatography.

    In plain wordsIn chemistry work, melanotan II was made by a new route in 12 steps, giving 2.6% yield and over 90% purity.

    Peptide
    Melanotan II
    Outcome
    Not applicableSolution phase synthesis yield and purity
    Study

    n: not reported in source

    Outcome group
    Synthesis and manufacturing · Pharmacology

    Measurements

    Number of steps
    12 steps
    solution phase synthesis
    Overall yield
    2.6%
    solution phase synthesis
    Purity
    > 90%
    solution phase synthesis

    Source sentences

    Summary
    The total synthesis of melanotan II was accomplished in 12 steps with 2.6% overall yield, affording >90% pure peptide without using preparative chromatography.

    In this study, Melanotan II was a lab tool or a carrier, part of a mix, or the subject of a lab method. This result is not evidence about taking Melanotan II.

AI wrote and checked these results. AI can make mistakes, so check important results against the source.

Version history

PepBank keeps every version of the data on this study. Status changes from Retraction Watch, Europe PMC and Crossref are listed with their source.

  1. Version 2Current

    10 Oct 2026, 09:43 UTC

    Study results updated

  2. Version 1

    9 Oct 2026, 03:04 UTC

    First added · source update from Europe PMC

Subjects

Terms as the source lists them.

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