Microsomal P450-catalyzed N-dealkylation of N,N-dialkylanilines: evidence for a C(alpha)-H abstraction mechanism

No Thumbnail Available
Issue Date
2002-03-06
Authors
Bhakta, Mehul N.
Wimalasena, Kandatege
Advisor
Citation

Journal of the American Chemical Society. 2002 Mar 6; 124(9): 1844-5.

Abstract

The early proposal that P450-catalyzed N-dealkylation of N,N-dialkylamines proceeds through a single-electron-transfer (SET) mechanism was later challenged in favor of the C(alpha)-H abstraction mechanism. In the present study, a series of N-alkyl-N-cyclopropyl-p-chloroaniline probes have been used to examine whether the P450-catalyzed N-dealkylations proceed through a C(alpha)-H abstraction and/or a SET mechanism, using phenobarbital-induced rat liver microsomal P450 enzymes as a model system. While the findings are highly consistent with a C(alpha)-H abstraction mechanism, further experimental evidence may be necessary to completely rule out the SET mechanism.

Table of Content
Description
Full text of this article is not available in SOAR.
publication.page.dc.relation.uri
DOI