1374893-41-0Relevant academic research and scientific papers
Chemical synthesis of the lantibiotic lacticin 481 reveals the importance of lanthionine stereochemistry
Knerr, Patrick J.,Van Der Donk, Wilfred A.
, p. 7094 - 7097 (2013/06/27)
Lantibiotics are a family of antibacterial peptide natural products characterized by the post-translational installation of the thioether-containing amino acids lanthionine and methyllanthionine. Until recently, only a single naturally occurring stereoche
Chemical synthesis and biological activity of analogues of the lantibiotic epilancin 15X
Knerr, Patrick J.,Van Der Donk, Wilfred A.
, p. 7648 - 7651 (2012/06/18)
Lantibiotics are a large family of antibacterial peptide natural products containing multiple post-translational modifications, including the thioether structures lanthionine and methyllanthionine. Efforts to probe structure-activity relationships and engineer improved pharmacological properties have driven the development of new methods to produce non-natural analogues of these compounds. In this study, solid-supported chemical synthesis was used to produce analogues of the potent lantibiotic epilancin 15X, in order to assess the importance of several N-terminal post-translational modifications for biological activity. Surprisingly, substitution of these moieties, including the unusual N-terminal d-lactyl moiety, resulted in relatively small changes in the antimicrobial activity and pore-forming ability of the peptides.
