Ex Situ Gaseous Reagent for Multicomponent Amine Bioconjugation

Org Lett. 2024 Aug 9;26(31):6608-6613. doi: 10.1021/acs.orglett.4c02246. Epub 2024 Jul 29.

Abstract

We report a minimalist gaseous sulfonyl-chloride-derived reagent for multicomponent bioconjugation with amine, phenol, or aniline reagents to afford urea or carbamate products. With the utilization of a gas-phase reagent for a reaction mediated by metal ions, a variety of biologically relevant molecules, such as saccharide, poly(ethylene glycol), fluorophore, and affinity tag, can be efficiently cross-linked to the N terminus or lysine side-chain amines on natural polypeptides or proteins.

MeSH terms

  • Amines* / chemistry
  • Aniline Compounds / chemistry
  • Carbamates / chemistry
  • Gases / chemistry
  • Indicators and Reagents / chemistry
  • Molecular Structure
  • Peptides / chemistry
  • Polyethylene Glycols / chemistry
  • Urea / chemistry

Substances

  • Amines
  • Gases
  • Urea
  • Carbamates
  • Indicators and Reagents
  • Peptides
  • Aniline Compounds
  • Polyethylene Glycols