Heme-(hydro)peroxide catalysed O- and N-dealkylation : a study with microperoxidase

M.G. Boersma, J.L. Primus, J. Koerts, C. Veeger, I.M.C.M. Rietjens

Research output: Contribution to journalArticleAcademicpeer-review

30 Citations (Scopus)

Abstract

The mechanism of microperoxidase-8 (MP-8) mediated O- and N-dealkylation was investigated. In the absence of ascorbate (peroxidase mode), many unidentified polymeric products are formed and the extent of substrate degradation correlates (r = 0.94) with the calculated substrate ionization potential, reflecting the formation of radical intermediates. In the presence of ascorbate (P450 mode) formation of polymeric products is largely prevented but, surprisingly, dealkylation is not affected. In addition, aromatic hydroxylation and oxidative dehalogenation is observed. The results exclude a radical mechanism and indicate the involvement of a (hydro)peroxo-iron heme intermediate in P450-type of heteroatom dealkylation.
Original languageEnglish
Pages (from-to)6673-6678
JournalEuropean Journal of Biochemistry
Volume267
DOIs
Publication statusPublished - 2000

Fingerprint

Dive into the research topics of 'Heme-(hydro)peroxide catalysed O- and N-dealkylation : a study with microperoxidase'. Together they form a unique fingerprint.

Cite this