Cyclic and Lasso Peptides: Sequence Determination, Topology Analysis, and Rotaxane Formation.

TitleCyclic and Lasso Peptides: Sequence Determination, Topology Analysis, and Rotaxane Formation.
Publication TypeJournal Article
Year of Publication2018
AuthorsElashal, HE, Cohen, RD, Elashal, HE, Zong, C, A Link, J, Raj, M
JournalAngew Chem Int Ed Engl
Date Published2018 Apr 12
ISSN1521-3773
Abstract

A broadly-applicable chemical cleavage methodology to facilitate MS/MS sequencing was developed for macrocyclic and lasso peptides, which holds promise as exciting new therapeutics. Existing methods such as Edman degradation, CNBr cleavage, and enzymatic digestion are either limited in scope or completely fail in cleavage of constrained non-ribosomal peptides. Importantly, the new method was utilized for synthesizing a unique peptide-based rotaxane (both cycle and thread) from the lasso peptide, benenodin-1 ΔC5.

DOI10.1002/anie.201801299
Alternate JournalAngew. Chem. Int. Ed. Engl.
PubMed ID29645322