Catch and release of alkyne-tagged molecules in water by a polymer-supported cobalt complex

Org Biomol Chem. 2011 Oct 26;9(22):7667-70. doi: 10.1039/c1ob06123b. Epub 2011 Sep 20.

Abstract

A cobalt-phosphine complex supported on PS-PEG beads was found to react with a propargyl carbamate tag, and the tagged molecules immobilized on the beads could be released by acidic treatment through the Nicholas reaction pathway. These reactions work in aqueous media at 4 °C, so that this catch and release procedure is compatible with conditions generally used in biochemical experiments.

MeSH terms

  • Alkynes / chemistry*
  • Avidin / chemistry
  • Avidin / metabolism
  • Biotin / chemistry
  • Biotin / metabolism
  • Chemical Fractionation / methods*
  • Chemistry, Organic / methods*
  • Click Chemistry / methods*
  • Cobalt / chemistry
  • Copper / chemistry
  • Phosphines / chemistry
  • Polyethylene Glycols / chemistry
  • Polystyrenes / chemistry
  • Solubility
  • Spectroscopy, Fourier Transform Infrared
  • Water

Substances

  • Alkynes
  • Phosphines
  • Polystyrenes
  • polyethylene glycol-polystyrene
  • Water
  • Avidin
  • Cobalt
  • Polyethylene Glycols
  • Biotin
  • Copper