Oxidation-guided and collision-induced linearization assists de novo sequencing of thioether macrocyclic peptides

peer-reviewed · Chemical Communications · 2024

peer-reviewed · Chemical Communications · 2024. Ayaka Hayashi et al. Oxidation of a thioether linkage in thioether-closed macrocyclic peptides led to collision-induced…
Date 2024-08-05
Type peer-reviewed
Venue Chemical Communications
Publisher Royal Society of Chemistry (RSC)
Contribution adjacent
DOI 10.1039/d4cc03179b
Citations (OpenAlex) 3

Abstract

Oxidation of a thioether linkage in thioether-closed macrocyclic peptides led to collision-induced site-selective linearization of the peptides. This method has allowed for de novo sequencing of thioether macrocyclic peptides. The utility of the sequencing method was demonstrated by identifying the correct peptide sequences from a virtually randomized thioether macrocyclic peptide library.

Authors

  1. Ayaka Hayashi · The University of Tokyo
  2. Yuki Goto · Kyoto University, The University of Tokyo, Toyota Physical and Chemical Research Institute
  3. Yutaro Saito · The University of Tokyo
  4. Hiroaki Suga · The University of Tokyo
  5. Jumpei Morimoto · The University of Tokyo
  6. Shinsuke Sando · The University of Tokyo

Methods and tools

  • Thioether macrocycle oxidative linearization: Oxidising the thioether of a thioether-closed macrocyclic peptide makes collision-induced dissociation open the ring at one site, so the linearised peptide can be sequenced de novo; demonstrated on a randomised macrocycle library.

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