title: Do Two Different Reaction Mechanisms Contribute to the Hydroxylation of Primary Amines by Cytochrome P450?
abstract: Three possible mechanisms have been suggested for the hydroxylation of primary and secondary amines by the cytochrome P450 enzyme family. We show that for the hydroxylation of primary alkyl amines, both the hydrogen abstraction and rebound mechanism and the direct oxygen transfer mechanism can contribute to the formation of the hydroxylated product. We also show that in the hydrogen abstraction and rebound mechanism the rebound step has higher activation energy than the hydrogen abstraction step, which is the opposite of the hydroxylation of aliphatic carbon atoms.
authors.affiliation: Department of Medicinal Chemistry, Copenhagen University , Universitetsparken 2, DK-2100 Copenhagen, Denmark.
authors.forename: Patrik
authors.initials: P
authors.lastname: Rydberg
authors.affiliation: Department of Medicinal Chemistry, Copenhagen University , Universitetsparken 2, DK-2100 Copenhagen, Denmark.
authors.forename: Lars
authors.initials: L
authors.lastname: Olsen