title: Cyclodextrin aldehydes are oxidase mimics.
abstract: Cyclodextrins containing 6-aldehyde groups were found to catalyse oxidation of aminophenols in the presence of hydrogen peroxide. The catalysis followed Michaelis-Menten kinetics and is related to the catalysis previously observed with cyclodextrin ketones. A range of different cyclodextrin aldehydes were prepared containing one, two or more aldehydes at the primary rim (6-positions) or a ethoxy-2-al or propoxy-3-al at the secondary rim. 2-O-ethoxy-2-al-beta-cyclodextrin (22) was found to be the best catalyst. The aldehydes are in many cases better catalysts than the ketones, because of their powerful covalent binding of hydrogen peroxide.
authors.affiliation: Department of Chemistry and Nanoscience Center, University of Copenhagen, Universitetsparken 5, 2100 Copenhagen.
authors.forename: Thomas
authors.initials: T
authors.lastname: Hauch Fenger
authors.forename: Jeannette
authors.initials: J
authors.lastname: Bjerre
authors.forename: Mikael
authors.initials: M
authors.lastname: Bols
mesh_terms: D000447:Aldehydes / Q000138:chemical synthesis / Q000737:chemistry*; D000627:Aminophenols / Q000737:chemistry; D040761:Biomimetic Materials / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D003505:Cyclodextrins / Q000737:chemistry*; D007097:Imines / Q000737:chemistry; D007700:Kinetics; D010084:Oxidation-Reduction; D010088:Oxidoreductases / Q000378:metabolism*; D011803:Quinine / Q000737:chemistry
chemical_list: D000447:Aldehydes; D000627:Aminophenols; D003505:Cyclodextrins; D007097:Imines; D011803:Quinine; D010088:Oxidoreductases