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Modeling of the Chemistry of the Active Site of Galactose Oxidase
Author(s) -
Halfen Jason A.,
Young Victor G.,
Tolman William B.
Publication year - 1996
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199616871
Subject(s) - galactose oxidase , chemistry , steric effects , active site , benzaldehyde , catalytic cycle , copper , alkyl , oxidase test , catalysis , galactose , enzyme , stereochemistry , combinatorial chemistry , organic chemistry
Sterically hindered triazacyclononane derivatives bearing one alkyl‐substituted phenolato group have enabled the synthesis of copper complexes that mimic key intermediates in the postulated catalysis cycle of galactose oxidase. For example, one‐electron oxidation of the copper( II ) complex pictured on the right yields benzaldehyde, probably with participation of a Cu II complex containing a phenoxyl radical. A similar mechanism has been proposed for the active enzyme.