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• W2317644227 endingPage "2013" @default.
• W2317644227 startingPage "2008" @default.
• W2317644227 abstract "Inspired by the biosynthetic logic of lanthipeptide natural products, a new methodology was developed to direct the ribosomal synthesis of macrocyclic peptides constrained by an intramolecular thioether bond. As a first step, a robust and versatile strategy was implemented to enable the cyclization of ribosomally derived peptide sequences via a chemoselective reaction between a genetically encoded cysteine and a cysteine-reactive unnatural amino acid (O-(2-bromoethyl)-tyrosine). Combination of this approach with intein-catalyzed protein splicing furnished an efficient route to achieve the spontaneous, post-translational formation of structurally diverse macrocyclic peptides in bacterial cells. The present peptide cyclization strategy was also found to be amenable to integration with split intein-mediated circular ligation, resulting in the intracellular synthesis of conformationally constrained peptides featuring a bicyclic architecture." @default.
• W2317644227 created "2016-06-24" @default.
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• W2317644227 creator A5024159605 @default.
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• W2317644227 date "2014-08-01" @default.
• W2317644227 modified "2023-10-16" @default.
• W2317644227 title "Bioinspired Strategy for the Ribosomal Synthesis of Thioether-Bridged Macrocyclic Peptides in Bacteria" @default.
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• W2317644227 doi "https://doi.org/10.1021/cb500311k" @default.
• W2317644227 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/4168796" @default.
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