Total Synthesis of Microcin B17 via a Fragment Condensation Approach

The total synthesis of the 43 amino acid antibacterial peptide Microcin B17 (MccB17) is described. The natural product was synthesized via a convergent approach from a heterocycle-derived peptide and peptide thioester fragments prepared via Fmoc-strategy solid phase peptide synthesis (SPPS). Final a...

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Veröffentlicht in:Organic letters 2011-02, Vol.13 (4), p.680-683
Hauptverfasser: Thompson, Robert E, Jolliffe, Katrina A, Payne, Richard J
Format: Artikel
Sprache:eng
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Zusammenfassung:The total synthesis of the 43 amino acid antibacterial peptide Microcin B17 (MccB17) is described. The natural product was synthesized via a convergent approach from a heterocycle-derived peptide and peptide thioester fragments prepared via Fmoc-strategy solid phase peptide synthesis (SPPS). Final assembly was achieved in an efficient manner using two Ag(I)-assisted peptide ligation reactions to afford MccB17 in excellent overall yield.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol102916b