Total Synthesis of Teixobactin

Org Lett. 2016 Jun 3;18(11):2788-91. doi: 10.1021/acs.orglett.6b01324. Epub 2016 May 18.


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).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antitubercular Agents / chemical synthesis*
  • Antitubercular Agents / pharmacology
  • Cyclization
  • Depsipeptides / chemical synthesis*
  • Depsipeptides / pharmacology
  • Esterification
  • Hydrogenation
  • Methicillin-Resistant Staphylococcus aureus / drug effects
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Mycobacterium tuberculosis / drug effects
  • Structure-Activity Relationship


  • Antitubercular Agents
  • Depsipeptides
  • teixobactin