Facile Chemoselective Modification of Thio-Ethers Generates Chiral Center-Induced Helical Peptides

Bioconjug Chem. 2018 Sep 19;29(9):2904-2908. doi: 10.1021/acs.bioconjchem.8b00624. Epub 2018 Sep 11.

Abstract

A precisely positioned sulfimide chiral center on-tether of a thio-ether tethered peptide determines the peptide secondary structure by chemoselective oxaziridine modification. This method provides a facile way to tune peptides' secondary structures and biophysical properties.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chromatography, High Pressure Liquid
  • Ethers / chemistry*
  • HeLa Cells
  • Humans
  • Molecular Dynamics Simulation
  • Peptides / chemistry*
  • Protein Structure, Secondary
  • Stereoisomerism
  • Sulfhydryl Compounds / chemistry*

Substances

  • Ethers
  • Peptides
  • Sulfhydryl Compounds