Does the Solid-Phase Synthesis of a Tetrapeptide Represent a Challenge at the Onset of the XXI Century? The Case of Cyclo [(3R)-3-hydroxydecanoyl-l-seryl-(3R)-3-hydroxydecanoyl-l-seryl]

At the beginning of the XXI century, 43 years after the description of the first solid-phase synthesis of a tetrapeptide by Bruce Merrifield, the synthesis of a tetrapeptide may still represent a synthetic challenge. This is the case of serratamolide, a cyclic tetradepsipeptide originally found in a...

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Bibliographic Details
Published in:International journal of peptide research and therapeutics 2007-06, Vol.13 (1-2), p.313-327
Main Authors: Teixidó, Meritxell, Caba, Josep Maria, Prades, Roger, Zurita, Esther, Martinell, Marc, Vilaseca, Marta, Albericio, Fernando, Giralt, Ernest
Format: Article
Language:English
Subjects:
Biosynthesis
Chemotherapy
Peptides
Pharmacology
Solid phase methods
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Summary:At the beginning of the XXI century, 43 years after the description of the first solid-phase synthesis of a tetrapeptide by Bruce Merrifield, the synthesis of a tetrapeptide may still represent a synthetic challenge. This is the case of serratamolide, a cyclic tetradepsipeptide originally found in a culture of Serratia marcescens, which exhibits interesting properties as a chemotherapeutic agent. Here we explore several methodologies for the synthesis of serratamolide in order to find a strategy that allows its preparation for further biological studies.
ISSN:1573-3149
1573-3904
DOI:10.1007/s10989-007-9086-z