Highly selective hydroxylation of benzene to phenol by wild-type cytochrome P450BM3 assisted by decoy molecules

Osami Shoji; Tatsuya Kunimatsu; Norifumi Kawakami; Yoshihito Watanabe

doi:10.1002/anie.201300282

Highly selective hydroxylation of benzene to phenol by wild-type cytochrome P450BM3 assisted by decoy molecules

Osami Shoji, Tatsuya Kunimatsu, Norifumi Kawakami, Yoshihito Watanabe

Research output: Contribution to journal › Article › peer-review

80 Citations (Scopus)

Abstract

Playing tricks on enzymes: Direct hydroxylation of benzene to phenol was catalyzed by wild-type P450BM3 in the presence of perfluorinated carboxylic acids as decoy molecules. The catalytic turnover rate reached 120 min ^-1 per P450. The selectivity towards phenol production was very high and no overoxidation products were detected.

Original language	English
Pages (from-to)	6606-6610
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	52
Issue number	26
DOIs	https://doi.org/10.1002/anie.201300282
Publication status	Published - 2013 Jun 24
Externally published	Yes

Keywords

carboxylic acid
cytochromes
decoy molecule
hydroxylation

ASJC Scopus subject areas

Catalysis
Chemistry(all)

Access to Document

10.1002/anie.201300282

Fingerprint Dive into the research topics of 'Highly selective hydroxylation of benzene to phenol by wild-type cytochrome P450BM3 assisted by decoy molecules'. Together they form a unique fingerprint.

Cite this

@article{5c30c2847d4447cc8594fb986ea46cb0,

title = "Highly selective hydroxylation of benzene to phenol by wild-type cytochrome P450BM3 assisted by decoy molecules",

abstract = "Playing tricks on enzymes: Direct hydroxylation of benzene to phenol was catalyzed by wild-type P450BM3 in the presence of perfluorinated carboxylic acids as decoy molecules. The catalytic turnover rate reached 120 min -1 per P450. The selectivity towards phenol production was very high and no overoxidation products were detected.",

keywords = "carboxylic acid, cytochromes, decoy molecule, hydroxylation",

author = "Osami Shoji and Tatsuya Kunimatsu and Norifumi Kawakami and Yoshihito Watanabe",

year = "2013",

month = jun,

day = "24",

doi = "10.1002/anie.201300282",

language = "English",

volume = "52",

pages = "6606--6610",

journal = "Angewandte Chemie - International Edition",

issn = "1433-7851",

publisher = "John Wiley and Sons Ltd",

number = "26",

}

TY - JOUR

T1 - Highly selective hydroxylation of benzene to phenol by wild-type cytochrome P450BM3 assisted by decoy molecules

AU - Shoji, Osami

AU - Kunimatsu, Tatsuya

AU - Kawakami, Norifumi

AU - Watanabe, Yoshihito

PY - 2013/6/24

Y1 - 2013/6/24

N2 - Playing tricks on enzymes: Direct hydroxylation of benzene to phenol was catalyzed by wild-type P450BM3 in the presence of perfluorinated carboxylic acids as decoy molecules. The catalytic turnover rate reached 120 min -1 per P450. The selectivity towards phenol production was very high and no overoxidation products were detected.

AB - Playing tricks on enzymes: Direct hydroxylation of benzene to phenol was catalyzed by wild-type P450BM3 in the presence of perfluorinated carboxylic acids as decoy molecules. The catalytic turnover rate reached 120 min -1 per P450. The selectivity towards phenol production was very high and no overoxidation products were detected.

KW - carboxylic acid

KW - cytochromes

KW - decoy molecule

KW - hydroxylation

UR - http://www.scopus.com/inward/record.url?scp=84879335050&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84879335050&partnerID=8YFLogxK

U2 - 10.1002/anie.201300282

DO - 10.1002/anie.201300282

M3 - Article

C2 - 23649984

AN - SCOPUS:84879335050

VL - 52

SP - 6606

EP - 6610

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

SN - 1433-7851

IS - 26

ER -