Angewandte Chemie International Edition · 2000 · 103 citations · 0 references
Natural SciencesBiochemistryChemistryCatalysisEnzymologySupramolecular ChemistryCatalytic MechanismsCyclodextrin ChemistryEnzyme-substrate RecognitionMacromolecular AssemblyStructural EnzymologySupramolecular CatalysisCleavageCyclodextrin CatalysisDouble Bond ConfigurationDouble BondsMechanistic ElucidationSelective Bond CleavageSupramolecular Enzyme Architecture
Two Ru-porphyrin-linked β-cyclodextrin units form the supramolecular system, which as an enzyme mimic for β,β-carotene 15,15′-dioxgenase binds two substrates of the enzyme with Ka>106 M−1 and selectively catalyzes the cleavage of the central carotinoid bond in the presence of tert-butylhydroperoxide (see picture). Mechanistic aspects of this unusual cleavage of E-configured, conjugated double bonds are discussed.