AUTHOR=Yim Victor V. , Cameron Alan J. , Kavianinia Iman , Harris Paul W. R. , Brimble Margaret A. TITLE=Thiol-ene Enabled Chemical Synthesis of Truncated S-Lipidated Teixobactin Analogs JOURNAL=Frontiers in Chemistry VOLUME=8 YEAR=2020 URL=https://www.frontiersin.org/journals/chemistry/articles/10.3389/fchem.2020.00568 DOI=10.3389/fchem.2020.00568 ISSN=2296-2646 ABSTRACT=

Herein is described the introduction of lipid moieties onto a simplified teixobactin pharmacophore using a modified Cysteine Lipidation on a Peptide or Amino acid (CLipPA) technique, whereby cysteine was substituted for 3-mercaptopropionic acid (3-MPA). A truncated teixobactin analog was prepared with the requisite thiol handle, thus enabling an array of vinyl esters to be conveniently conjugated onto the simplified teixobactin pharmacophore to yield S-lipidated cyclic lipopeptides.