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Total Synthesis of Teixobactin
Andrew M Giltrap, Luke J Dowman, Gayathri Nagalingam
1Department of Chemistry and Biochemistry, University of California , Santa Cruz, California 95064, United States.
Abstract:
The first total synthesis of the cyclic depsipeptide natural product teixobactin is described. Synthesis was achieved by solid-phase peptide synthesis, incorporating the unusual l-allo-enduracididine as a suitably protected synthetic cassette and employing a key on-resin esterification and solution-phase macrolactamization. The synthetic natural product was shown to possess potent antibacterial activity against a range of Gram-positive pathogenic bacteria, including a virulent strain of Mycobacterium tuberculosis and methicillin-resistant Staphylococcus aureus (MRSA).
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