Self-Assembly of Catenanes from Lasso Peptides

Caitlin D. Allen, A. James Link

Research output: Contribution to journalArticlepeer-review

22 Scopus citations

Abstract

Lasso peptides exist naturally in a threaded state as [1]rotaxanes, and we reasoned that lasso peptides cleaved in their loop region could serve as building blocks for catenanes. Mutagenesis of the lasso peptide microcin J25 (MccJ25) with two cysteine residues followed by cleavage of the peptide with trypsin led to a [2]rotaxane structure that self-assembled into a [3]catenane and [4]catenanes at room temperature in aqueous solution. The [3]catenane represents the smallest ring size of a catenane composed solely of polypeptide segments. The NMR structure of the [3]catenane was determined, suggesting that burial of hydrophobic residues may be a driving force for assembly of the catenane structure.

Original languageEnglish (US)
Pages (from-to)14214-14217
Number of pages4
JournalJournal of the American Chemical Society
Volume138
Issue number43
DOIs
StatePublished - Nov 2 2016

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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