Self-Assembly of Catenanes from Lasso Peptides.

TitleSelf-Assembly of Catenanes from Lasso Peptides.
Publication TypeJournal Article
Year of Publication2016
AuthorsAllen, CD, A Link, J
JournalJ Am Chem Soc
Volume138
Issue43
Pagination14214-14217
Date Published2016 11 02
ISSN1520-5126
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.

DOI10.1021/jacs.6b09454
Alternate JournalJ. Am. Chem. Soc.
PubMed ID27768305
PubMed Central IDPMC5245162
Grant ListR01 GM107036 / GM / NIGMS NIH HHS / United States