Oxygen-18 Labeling Defines a Ferric Peroxide (Compound 0) Mechanism in the Oxidative Deformylation of Aldehydes by Cytochrome P450 2B4.

ABSTRACT: Most cytochrome P450 (P450) oxidations are considered to occur with the active oxidant being a perferryl oxygen (FeO³⁺, Compound I). However, a ferric peroxide (FeO₂^®, Compound 0) mechanism has been proposed, as well, particularly for aldehyde substrates. We investigated three of these systems, the oxidative deformylation of the model substrates citronellal, 2-phenylpropionaldehyde, and 2-methyl-2-phenylpropionaldehyde by rabbit P450 2B4, using ¹⁸O labeling. The formic acid product contained one ¹⁸O derived from ¹⁸O₂, which is indicative of a dominant Compound 0 mechanism. The formic acid also contained only one ¹⁸O derived from H₂¹⁸O, which ruled out a Compound I mechanism. The po

SUBMITTER: Tateishi Y 

PROVIDER: S-EPMC10877606 | biostudies-literature | 2024 Feb

REPOSITORIES: biostudies-literature