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Chemical synthesis and biological activity of analogues of the lantibiotic epilancin 15X.

ABSTRACT: 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.

SUBMITTER: Knerr PJ

PROVIDER: S-EPMC3349288 | biostudies-literature | 2012 May

REPOSITORIES: biostudies-literature

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Chemical synthesis and biological activity of analogues of the lantibiotic epilancin 15X.

Knerr Patrick J PJ van der Donk Wilfred A WA

Journal of the American Chemical Society 20120430 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 e ...[more]

PMID: 22524291

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Dataset Information

Chemical synthesis and biological activity of analogues of the lantibiotic epilancin 15X.

Publications

Chemical synthesis and biological activity of analogues of the lantibiotic epilancin 15X.

Similar Datasets

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