Abstract: Non-ribosomal peptide synthesis in bacteria has endowed cyclic peptides with fascinating structural complexity via incorporating non-proteinogenic amino acids. These bioactive cyclic peptides provide interesting structural motifs for exploring total synthesis and medicinal chemistry studies. Cyclic glycopeptide mannopeptimycins exhibit antibacterial activity against antibiotic-resistant Gram-positive pathogens as the lipid II binder to stop bacterial cell wall biosynthesis. Here we report a strategy integrating solid phase synthesis, liquid phase synthesis and chemical ligation-medicated peptide cyclization for the total synthesis of mannopeptimycin β. It is highlighted that epimerization issue is fully avoided during the whole synthesis

Total Synthesis of Mannopeptimycin β via β-Hydroxyenduracididine Ligation

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