The lantibiotics are a family of polycyclic ribosomal natural products with promising antimicrobial activities that originate from posttranslational installation of thioether-containing residues lanthionine and methyllanthionine.  Chemical synthesis provides a means to access these compounds and analogues for structure-activity relationship and engineering studies.  Here, a solid-phase approach using orthogonally-protected (methyl)lanthionine building blocks enabled the total synthesis of the lantibiotic epilancin 15X.  Several analogues were also produced and evaluated to probe the currently unknown mode-of-action of this potent compound. 

Total synthesis and biological activity of the lantibiotic epilancin 15X and analogs

243rd National Meeting (2012)

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