Synthesis of thioester peptides for the incorporation of thioamides into proteins by native chemical ligation. Academic Article uri icon

Overview

abstract

  • Thioamides can be used as photoswitches, as reporters of local environment, as inhibitors of enzymes, and as fluorescence quenchers. We have recently demonstrated the incorporation of thioamides into polypeptides and proteins using native chemical ligation (NCL). In this protocol, we describe procedures for the synthesis of a thioamide precursor and an NCL-ready thioamide-containing peptide using Dawson's N-acyl-benzimidazolinone (Nbz) process. We include a description of the synthesis by NCL of a thioamide-labeled fragment of the neuronal protein α-synuclein.

publication date

  • January 9, 2014

Research

keywords

  • Chemistry Techniques, Synthetic
  • Peptides
  • Proteins
  • Sulfides
  • Thioamides

Identity

PubMed Central ID

  • PMC4199922

Scopus Document Identifier

  • 84892820013

Digital Object Identifier (DOI)

  • 10.1002/psc.2589

PubMed ID

  • 24408658

Additional Document Info

volume

  • 20

issue

  • 2