Total Synthesis of Mannopeptimycin β via β-Hydroxyenduracididine Ligation
| Autor: | Yan Chu Cheung, Han Liu, Ming Liu, Pilar Blasco, Du'an Lin, Jinzheng Wang, Zhenquan Sun, Xuechen Li, Sheng Chen |
|---|---|
| Rok vydání: | 2021 |
| Předmět: |
chemistry.chemical_classification
Lipid II Molecular Structure Chemistry Stereochemistry Glycopeptides Total synthesis Peptide General Chemistry Imidazolidines Biochemistry Catalysis Cyclic peptide Glycopeptide Amino acid chemistry.chemical_compound Colloid and Surface Chemistry Biosynthesis Nonribosomal peptide Amino Acids |
| Zdroj: | Journal of the American Chemical Society. 143(32) |
| ISSN: | 1520-5126 |
| Popis: | Nonribosomal peptide synthesis in bacteria has endowed cyclic peptides with fascinating structural complexity via incorporating nonproteinogenic 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 and act as the lipid II binder to stop bacterial cell wall biosynthesis. Here, we report a strategy streamlining solution phase-solid phase synthesis and chemical ligation-mediated peptide cyclization for the total synthesis of mannopeptimycin β. |
| Databáze: | OpenAIRE |
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