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

Hader E. Elashal, Ryan D. Cohen, Heidi E. Elashal, Chuhan Zong, A. James Link, Monika Raj

Research output: Contribution to journalArticlepeer-review

12 Scopus citations

Abstract

A broadly applicable chemical cleavage methodology to facilitate MS/MS sequencing was developed for macrocyclic and lasso peptides, which hold 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 nonribosomal peptides. Importantly, the new method was utilized for synthesizing a unique peptide-based rotaxane (both cyclic and threaded) from the lasso peptide, benenodin-1 ΔC5.

Original languageEnglish (US)
Pages (from-to)6150-6154
Number of pages5
JournalAngewandte Chemie - International Edition
Volume57
Issue number21
DOIs
StatePublished - May 22 2018

All Science Journal Classification (ASJC) codes

  • General Chemistry
  • Catalysis

Keywords

  • peptides
  • rotaxanes
  • sequencing

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