Alkane Hydroxylation by Peroxy Acids: A Comparison with the Cytochrome P450 Hydroxylation

A.R. Groenhof, A.W. Ehlers, K. Lammertsma

Research output: Contribution to JournalArticleAcademicpeer-review

Abstract

Alkane hydroxylation by peroxy acids proceeds by a synchronous nonconcerted peroxy oxygen insertion into the C-H bond according to density functional theory. A comparable reaction sequence, initiated by homolytic peroxy bond cleavage, can be formulated for the alkane hydroxylation by the cytochrome P450 hydroperoxoheme Compound 0. This hydroxylation reaction proceeds by a two-step process because the formed reactive intermediate, Compound II, is significantly stabilized. © 2008 American Chemical Society.
Original languageEnglish
JournalJournal of Physical Chemistry A
DOIs
Publication statusPublished - 2008

Fingerprint

Hydroxylation
Alkanes
cytochromes
Cytochrome P-450 Enzyme System
alkanes
acids
Acids
insertion
cleavage
density functional theory
Density functional theory
oxygen
Oxygen

Cite this

@article{d8795e7ec4d34b75ac4b768a0ece01bd,
title = "Alkane Hydroxylation by Peroxy Acids: A Comparison with the Cytochrome P450 Hydroxylation",
abstract = "Alkane hydroxylation by peroxy acids proceeds by a synchronous nonconcerted peroxy oxygen insertion into the C-H bond according to density functional theory. A comparable reaction sequence, initiated by homolytic peroxy bond cleavage, can be formulated for the alkane hydroxylation by the cytochrome P450 hydroperoxoheme Compound 0. This hydroxylation reaction proceeds by a two-step process because the formed reactive intermediate, Compound II, is significantly stabilized. {\circledC} 2008 American Chemical Society.",
author = "A.R. Groenhof and A.W. Ehlers and K. Lammertsma",
year = "2008",
doi = "10.1021/jp801720s",
language = "English",
journal = "Journal of Physical Chemistry A",
issn = "1089-5639",
publisher = "American Chemical Society",

}

Alkane Hydroxylation by Peroxy Acids: A Comparison with the Cytochrome P450 Hydroxylation. / Groenhof, A.R.; Ehlers, A.W.; Lammertsma, K.

In: Journal of Physical Chemistry A, 2008.

Research output: Contribution to JournalArticleAcademicpeer-review

TY - JOUR

T1 - Alkane Hydroxylation by Peroxy Acids: A Comparison with the Cytochrome P450 Hydroxylation

AU - Groenhof, A.R.

AU - Ehlers, A.W.

AU - Lammertsma, K.

PY - 2008

Y1 - 2008

N2 - Alkane hydroxylation by peroxy acids proceeds by a synchronous nonconcerted peroxy oxygen insertion into the C-H bond according to density functional theory. A comparable reaction sequence, initiated by homolytic peroxy bond cleavage, can be formulated for the alkane hydroxylation by the cytochrome P450 hydroperoxoheme Compound 0. This hydroxylation reaction proceeds by a two-step process because the formed reactive intermediate, Compound II, is significantly stabilized. © 2008 American Chemical Society.

AB - Alkane hydroxylation by peroxy acids proceeds by a synchronous nonconcerted peroxy oxygen insertion into the C-H bond according to density functional theory. A comparable reaction sequence, initiated by homolytic peroxy bond cleavage, can be formulated for the alkane hydroxylation by the cytochrome P450 hydroperoxoheme Compound 0. This hydroxylation reaction proceeds by a two-step process because the formed reactive intermediate, Compound II, is significantly stabilized. © 2008 American Chemical Society.

U2 - 10.1021/jp801720s

DO - 10.1021/jp801720s

M3 - Article

JO - Journal of Physical Chemistry A

JF - Journal of Physical Chemistry A

SN - 1089-5639

ER -