Catechol oxidase and phenoxazinone synthase activity of a manganese(II) isoindoline complex

J. Kaizer, Gábor Baráth, Róbert Csonka, G. Speier, L. Korecz, A. Rockenbauer, L. Párkányí

Research output: Contribution to journalArticle

81 Citations (Scopus)

Abstract

The mononuclear [Mn(6′Me2indH)(H2O)2(CH3CN)](ClO4)2 (6′Me2indH: 1,3-bis(6′-methyl-2′-pyridylimino)isoindoline) complex has been prepared and characterized by various techniques such as elemental analysis, IR, UV-visible and ESR spectroscopy. The title compound was suitable as catalyst for the catalytic oxidation of 3,5-di-tert-butylcatechol (3,5-DTBCH2) to 3,5-di-tert-butyl-1,2-benzoquinone (3,5-DTBQ) (catecholase activity), and o-aminophenol (OAPH) to 2-aminophenoxazine-3-one (APX) (phenoxazinone synthase activity) with dioxygen at ambient condition in good yields. Kinetic measurements revealed first-order dependence on the catalyst and dioxygen concentration and saturation type behavior with respect to the corresponding substrate. It was also found that the added triethylamine in both systems accelerates the reaction.

Original languageEnglish
Pages (from-to)773-780
Number of pages8
JournalJournal of Inorganic Biochemistry
Volume102
Issue number4
DOIs
Publication statusPublished - Apr 2008

Fingerprint

Catechol Oxidase
Manganese
Oxygen
Catalysts
Catalytic oxidation
Paramagnetic resonance
Spectrum Analysis
Spectroscopy
Kinetics
Substrates
Chemical analysis
phenoxazinone
triethylamine
perchlorate
3-aminophenoxazone
3,5-di-tert-butylcatechol
3,5-di-tert-butyl-1,2-benzoquinone
2-aminophenol

Keywords

  • Biomimetic oxidation
  • Catecholase activity
  • Kinetic studies
  • Manganese(II)
  • Phenoxazinone synthase activity

ASJC Scopus subject areas

  • Biochemistry
  • Inorganic Chemistry

Cite this

Catechol oxidase and phenoxazinone synthase activity of a manganese(II) isoindoline complex. / Kaizer, J.; Baráth, Gábor; Csonka, Róbert; Speier, G.; Korecz, L.; Rockenbauer, A.; Párkányí, L.

In: Journal of Inorganic Biochemistry, Vol. 102, No. 4, 04.2008, p. 773-780.

Research output: Contribution to journalArticle

@article{036b975b572b45f8af54978dac8bba7f,
title = "Catechol oxidase and phenoxazinone synthase activity of a manganese(II) isoindoline complex",
abstract = "The mononuclear [Mn(6′Me2indH)(H2O)2(CH3CN)](ClO4)2 (6′Me2indH: 1,3-bis(6′-methyl-2′-pyridylimino)isoindoline) complex has been prepared and characterized by various techniques such as elemental analysis, IR, UV-visible and ESR spectroscopy. The title compound was suitable as catalyst for the catalytic oxidation of 3,5-di-tert-butylcatechol (3,5-DTBCH2) to 3,5-di-tert-butyl-1,2-benzoquinone (3,5-DTBQ) (catecholase activity), and o-aminophenol (OAPH) to 2-aminophenoxazine-3-one (APX) (phenoxazinone synthase activity) with dioxygen at ambient condition in good yields. Kinetic measurements revealed first-order dependence on the catalyst and dioxygen concentration and saturation type behavior with respect to the corresponding substrate. It was also found that the added triethylamine in both systems accelerates the reaction.",
keywords = "Biomimetic oxidation, Catecholase activity, Kinetic studies, Manganese(II), Phenoxazinone synthase activity",
author = "J. Kaizer and G{\'a}bor Bar{\'a}th and R{\'o}bert Csonka and G. Speier and L. Korecz and A. Rockenbauer and L. P{\'a}rk{\'a}ny{\'i}",
year = "2008",
month = "4",
doi = "10.1016/j.jinorgbio.2007.11.014",
language = "English",
volume = "102",
pages = "773--780",
journal = "Journal of Inorganic Biochemistry",
issn = "0162-0134",
publisher = "Elsevier Inc.",
number = "4",

}

TY - JOUR

T1 - Catechol oxidase and phenoxazinone synthase activity of a manganese(II) isoindoline complex

AU - Kaizer, J.

AU - Baráth, Gábor

AU - Csonka, Róbert

AU - Speier, G.

AU - Korecz, L.

AU - Rockenbauer, A.

AU - Párkányí, L.

PY - 2008/4

Y1 - 2008/4

N2 - The mononuclear [Mn(6′Me2indH)(H2O)2(CH3CN)](ClO4)2 (6′Me2indH: 1,3-bis(6′-methyl-2′-pyridylimino)isoindoline) complex has been prepared and characterized by various techniques such as elemental analysis, IR, UV-visible and ESR spectroscopy. The title compound was suitable as catalyst for the catalytic oxidation of 3,5-di-tert-butylcatechol (3,5-DTBCH2) to 3,5-di-tert-butyl-1,2-benzoquinone (3,5-DTBQ) (catecholase activity), and o-aminophenol (OAPH) to 2-aminophenoxazine-3-one (APX) (phenoxazinone synthase activity) with dioxygen at ambient condition in good yields. Kinetic measurements revealed first-order dependence on the catalyst and dioxygen concentration and saturation type behavior with respect to the corresponding substrate. It was also found that the added triethylamine in both systems accelerates the reaction.

AB - The mononuclear [Mn(6′Me2indH)(H2O)2(CH3CN)](ClO4)2 (6′Me2indH: 1,3-bis(6′-methyl-2′-pyridylimino)isoindoline) complex has been prepared and characterized by various techniques such as elemental analysis, IR, UV-visible and ESR spectroscopy. The title compound was suitable as catalyst for the catalytic oxidation of 3,5-di-tert-butylcatechol (3,5-DTBCH2) to 3,5-di-tert-butyl-1,2-benzoquinone (3,5-DTBQ) (catecholase activity), and o-aminophenol (OAPH) to 2-aminophenoxazine-3-one (APX) (phenoxazinone synthase activity) with dioxygen at ambient condition in good yields. Kinetic measurements revealed first-order dependence on the catalyst and dioxygen concentration and saturation type behavior with respect to the corresponding substrate. It was also found that the added triethylamine in both systems accelerates the reaction.

KW - Biomimetic oxidation

KW - Catecholase activity

KW - Kinetic studies

KW - Manganese(II)

KW - Phenoxazinone synthase activity

UR - http://www.scopus.com/inward/record.url?scp=40649119192&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=40649119192&partnerID=8YFLogxK

U2 - 10.1016/j.jinorgbio.2007.11.014

DO - 10.1016/j.jinorgbio.2007.11.014

M3 - Article

C2 - 18222003

AN - SCOPUS:40649119192

VL - 102

SP - 773

EP - 780

JO - Journal of Inorganic Biochemistry

JF - Journal of Inorganic Biochemistry

SN - 0162-0134

IS - 4

ER -