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Catalytic Galactose Oxidase Models: Biomimetic Cu(II)-Phenoxyl-Radical Reactivity

Science  23 Jan 1998:
Vol. 279, Issue 5350, pp. 537-540
DOI: 10.1126/science.279.5350.537

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Abstract

Biomimetic functional models of the mononuclear copper enzyme galactose oxidase are presented that catalytically oxidize benzylic and allylic alcohols to aldehydes with O2 under mild conditions. The mechanistic fidelity between the models and the natural system is pronounced. Modest structural mimicry proves sufficient to transfer an unusual ligand-based radical mechanism, previously unprecedented outside the protein matrix, to a simple chemical system.

  • * To whom correspondence should be addressed. E-mail: hedman{at}ssrl.slac.stanford.edu; hodgson{at}ssrl.slac.stanford.edu; stack{at}leland.stanford.edu

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