Artificial Metallooxidases from Cyclodextrin Diacids

Chemistry. 2017 Oct 4;23(55):13766-13775. doi: 10.1002/chem.201702530. Epub 2017 Sep 4.

Abstract

Unprecedented simple artificial metalloenzymes were made from cyclodextrin diacids. Six α- and β-cyclodextrin diacids were prepared and their metal-binding and acid properties were investigated. The diacids formed fairly stable complexes with copper, zinc, and iron, with dissociation constants of 0.4-8×10-4 m. The iron complexes were found to catalyse a Fenton-like oxidation reaction of benzylic alcohols, which displayed Michaelis-Menten catalysis and rate accelerations up to 2700.

Keywords: biomimetic synthesis; cyclodextrins; iron; kinetics; oxidation.

MeSH terms

  • Benzyl Alcohols / chemistry
  • Calorimetry
  • Catalysis
  • Coordination Complexes / chemical synthesis
  • Coordination Complexes / chemistry
  • Coordination Complexes / metabolism*
  • Copper / chemistry
  • Cyclodextrins / chemistry*
  • Iron / chemistry
  • Kinetics
  • Molecular Conformation
  • Oxidation-Reduction
  • Oxidoreductases / chemistry
  • Oxidoreductases / metabolism
  • Zinc / chemistry

Substances

  • Benzyl Alcohols
  • Coordination Complexes
  • Cyclodextrins
  • Copper
  • Iron
  • Oxidoreductases
  • Zinc