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Cyclodextrin Aldehydes are Oxidase Mimics
Author(s) -
Hauch Fenger Thomas,
Bjerre Jeannette,
Bols Mikael
Publication year - 2009
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.200900448
Subject(s) - cyclodextrin , hydrogen peroxide , catalysis , chemistry , aldehyde , covalent bond , combinatorial chemistry , organic chemistry , medicinal chemistry
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‐β‐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.