Oxidation of benzyl alcohol with Cu(II) and Zn(II) complexes of the phenoxyl radical as a model of the reaction of galactose oxidase

Shinobu Itoh; Masayasu Taki; Shigehisa Takayama; Shigenori Nagatomo; Teizo Kitagawa; Norio Sakurada; Ryuichi Arakawa; Shunichi Fukuzumi

doi:10.1002/(SICI)1521-3773(19990917)38:18<2774::AID-ANIE2774>3.0.CO;2-E

Oxidation of benzyl alcohol with Cu(II) and Zn(II) complexes of the phenoxyl radical as a model of the reaction of galactose oxidase

Shinobu Itoh, Masayasu Taki, Shigehisa Takayama, Shigenori Nagatomo, Teizo Kitagawa, Norio Sakurada, Ryuichi Arakawa, Shunichi Fukuzumi

Department of Chemistry & Nanoscience

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

94 Scopus citations

Abstract

Profound insights into the catalytic mechanism of galactose oxidase (GO) are offered by new models of the active form of the metalloenzyme. The important role of the Cu(II) center in the oxidation of benzyl alcohol to benzaldehyde by the Cu(II)-phenoxyl radical complex of ligand 1 has been revealed by comparison with the reactivity of the corresponding Zn(II)- phenoxyl radical complex; py = 2-pyridyl.

Original language	English
Pages (from-to)	2774-2776
Number of pages	3
Journal	Angewandte Chemie - International Edition
Volume	38
Issue number	18
DOIs	https://doi.org/10.1002/(SICI)1521-3773(19990917)38:18<2774::AID-ANIE2774>3.0.CO;2-E
State	Published - 17 Sep 1999

Keywords

Alcohols
Copper
Galactose oxidase
Kinetics
Phenoxyl complexes

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10.1002/(SICI)1521-3773(19990917)38:18<2774::AID-ANIE2774>3.0.CO;2-E

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Itoh, S., Taki, M., Takayama, S., Nagatomo, S., Kitagawa, T., Sakurada, N., Arakawa, R., & Fukuzumi, S. (1999). Oxidation of benzyl alcohol with Cu(II) and Zn(II) complexes of the phenoxyl radical as a model of the reaction of galactose oxidase. Angewandte Chemie - International Edition, 38(18), 2774-2776. https://doi.org/10.1002/(SICI)1521-3773(19990917)38:18<2774::AID-ANIE2774>3.0.CO;2-E

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title = "Oxidation of benzyl alcohol with Cu(II) and Zn(II) complexes of the phenoxyl radical as a model of the reaction of galactose oxidase",

abstract = "Profound insights into the catalytic mechanism of galactose oxidase (GO) are offered by new models of the active form of the metalloenzyme. The important role of the Cu(II) center in the oxidation of benzyl alcohol to benzaldehyde by the Cu(II)-phenoxyl radical complex of ligand 1 has been revealed by comparison with the reactivity of the corresponding Zn(II)- phenoxyl radical complex; py = 2-pyridyl.",

keywords = "Alcohols, Copper, Galactose oxidase, Kinetics, Phenoxyl complexes",

author = "Shinobu Itoh and Masayasu Taki and Shigehisa Takayama and Shigenori Nagatomo and Teizo Kitagawa and Norio Sakurada and Ryuichi Arakawa and Shunichi Fukuzumi",

year = "1999",

month = sep,

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Itoh, S, Taki, M, Takayama, S, Nagatomo, S, Kitagawa, T, Sakurada, N, Arakawa, R & Fukuzumi, S 1999, 'Oxidation of benzyl alcohol with Cu(II) and Zn(II) complexes of the phenoxyl radical as a model of the reaction of galactose oxidase', Angewandte Chemie - International Edition, vol. 38, no. 18, pp. 2774-2776. https://doi.org/10.1002/(SICI)1521-3773(19990917)38:18<2774::AID-ANIE2774>3.0.CO;2-E

TY - JOUR

T1 - Oxidation of benzyl alcohol with Cu(II) and Zn(II) complexes of the phenoxyl radical as a model of the reaction of galactose oxidase

AU - Itoh, Shinobu

AU - Taki, Masayasu

AU - Takayama, Shigehisa

AU - Nagatomo, Shigenori

AU - Kitagawa, Teizo

AU - Sakurada, Norio

AU - Arakawa, Ryuichi

AU - Fukuzumi, Shunichi

PY - 1999/9/17

Y1 - 1999/9/17

N2 - Profound insights into the catalytic mechanism of galactose oxidase (GO) are offered by new models of the active form of the metalloenzyme. The important role of the Cu(II) center in the oxidation of benzyl alcohol to benzaldehyde by the Cu(II)-phenoxyl radical complex of ligand 1 has been revealed by comparison with the reactivity of the corresponding Zn(II)- phenoxyl radical complex; py = 2-pyridyl.

AB - Profound insights into the catalytic mechanism of galactose oxidase (GO) are offered by new models of the active form of the metalloenzyme. The important role of the Cu(II) center in the oxidation of benzyl alcohol to benzaldehyde by the Cu(II)-phenoxyl radical complex of ligand 1 has been revealed by comparison with the reactivity of the corresponding Zn(II)- phenoxyl radical complex; py = 2-pyridyl.

KW - Alcohols

KW - Copper

KW - Galactose oxidase

KW - Kinetics

KW - Phenoxyl complexes

UR - http://www.scopus.com/inward/record.url?scp=0033578664&partnerID=8YFLogxK

U2 - 10.1002/(SICI)1521-3773(19990917)38:18<2774::AID-ANIE2774>3.0.CO;2-E

DO - 10.1002/(SICI)1521-3773(19990917)38:18<2774::AID-ANIE2774>3.0.CO;2-E

M3 - Article

AN - SCOPUS:0033578664

SN - 1433-7851

VL - 38

SP - 2774

EP - 2776

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 18

ER -

Oxidation of benzyl alcohol with Cu(II) and Zn(II) complexes of the phenoxyl radical as a model of the reaction of galactose oxidase

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Keywords

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