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A total synthesis of actinomycin D (C1) via peptide cyclization between proline and sarcosine

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  • Chimica. Biochimica. Biophysica
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Zusammenfassung

Es wird eine Totalsynthese von Actinomycin D (C1) beschrieben, in der die Schlüsselreaktion, nämlich die Zyklisierung der Pentapeptidlaktonringe, durch eine Nitrophenylester-Synthese zwischen Prolin und Sarkosin ausgeführt wurde. Die Estergruppe zwischen der Carboxylgruppe desN-Methylvalins und derβ-Hydroxylgruppe des Threonins wurde durch Reaktion von Boc-Thr-OH mit dem gemischten Anhydrid aus Z-MeVal-OH und Chlorameisensäure-isobutylester hergestellt.

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Literatur

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Authors and Affiliations

  1. Children's Cancer Research Foundation, The Children's Hospital Medical Center and Harvard Medical School, 02115, Boston, Massachusetts, USA

    J. Meienhofer

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  1. J. Meienhofer
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Abbreviations follow the rules of the IUPAC-IUB Commission on Biochemical Nomenclature, in Biochemistry5, 1445, 2485 (1966);6, 362 (1967); J. biol. Chem.241, 2491 (1966).

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Meienhofer, J. A total synthesis of actinomycin D (C1) via peptide cyclization between proline and sarcosine. Experientia 24, 776–777 (1968). https://doi.org/10.1007/BF02144860

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  • DOI: https://doi.org/10.1007/BF02144860

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