A Supramolecular Enzyme Mimic That Catalyzes the 15,15′ Double Bond Scission of ,-Carotene

Richard R. French, Philipp Holzer, Michele Leuenberger, Wolf‐D. Woggon

Angewandte Chemie International Edition · 2000 · 103 citations · 0 references

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Abstract

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.