Abstract

Processing of trans-2-phenylcyclopropylmethanols 5 and 6 by the monocopper/tyrosine radical enzyme galactose oxidase led to mechanism-based inactivation with a partition ratio, (k cat + k inact) k inact , of approximately 1 and a primary deuterium isotope effect, k inact(H) k inact(D) , of 3.2. The data are consistent with a radical mechanism for galactose oxidase with a short lived ketyl radical anion intermediate.

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