Catalytic dioxygenation of flavonol by M(II)-complexes (M = Mn, Fe, Co, Ni, Cu and Zn) - mimicking the M(II)-substituted quercetin 2,3-dioxygenase.

No abstract is available for this paper.

• Publication year

  2015

• Venue

  Dalton Transactions

• Publication date

  2015-07-28

• Fields of study

  Medicine, Chemistry

• Identifiers
  DOI 10.1039/c5dt01760bPMID 26153684
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

• University of Groningen Functional analysis of the copper-dependent quercetin 2,3-dioxygenase. 1. Ligand-induced coordination changes probed by X-ray crystallography

  2018cited by this paper
• Mechano-growth factor accelerates the proliferation and osteogenic differentiation of rabbit mesenchymal stem cells through the PI3K/AKT pathway

  2015cited by this paper
• Nickel quercetinase, a “promiscuous” metalloenzyme: metal incorporation and metal ligand substitution studies

  2015cited by this paper
• Series of structural and functional models for the ES (enzyme-substrate) complex of the Co(II)-containing quercetin 2,3-dioxygenase.

  2014cited by this paper
• A series of Ni(II)-flavonolate complexes as structural and functional ES (enzyme-substrate) models of the Ni(II)-containing quercetin 2,3-dioxygenase.

  2014cited by this paper
• Structural and functional comparison of manganese-, iron-, cobalt-, nickel-, and copper-containing biomimic quercetinase models

  2013cited by this paper
• Flavonolate complexes of M(II) (M = Mn, Fe, Co, Ni, Cu, and Zn). Structural and functional models for the ES (enzyme-substrate) complex of quercetin 2,3-dioxygenase.

  2013cited by this paper
• Bio-inspired flavonol and quinolone dioxygenation by a non-heme iron catalyst modeling the action of flavonol and 3-hydroxy-4(1H)-quinolone 2,4-dioxygenases.

  2012cited by this paper
• A synthetic quest for tris(imidazolyl) carboxylates and their metal complexes: active site models for quercetin 2,3-dioxygenases and other non-heme redox metalloenzymes

  2012cited by this paper
• A hyperactive cobalt-substituted extradiol-cleaving catechol dioxygenase

  2011cited by this paper
• Model systems for the CO-releasing flavonol 2,4-dioxygenase enzyme

  2010cited by this paper
• Synthesis, characterization, and ligand exchange reactivity of a series of first row divalent metal 3-hydroxyflavonolate complexes.

  2010cited by this paper
• One metal-two pathways to the carboxylate-enhanced, iron-containing quercetinase mimics.

  2009cited by this paper
• Quercetinase QueD of Streptomyces sp. FLA, a monocupin dioxygenase with a preference for nickel and cobalt.

  2008cited by this paper
• N,N'-dimethylformamide-derived products from catalytic oxidation of 3-hydroxyflavone.

  2007cited by this paper
• Structure-activity relationship of flavonoids with superoxide scavenging activity

  2007cited by this paper
• Kinetic and spectroscopic studies on the quercetin 2,3-dioxygenase from Bacillus subtilis.

  2006cited by this paper
• Redox and nonredox metal assisted model systems with relevance to flavonol and 3-hydroxyquinolin-4(1H)-one 2,4-dioxygenase

  2006cited by this paper
• (O-Benzoylsalicylato)copper(II) complexes as synthetic enzyme-product models for flavonol 2,4-dioxygenase

  2006cited by this paper
• The crystal structure of a quercetin 2,3-dioxygenase from Bacillus subtilis suggests modulation of enzyme activity by a change in the metal ion at the active site(s).

  2005cited by this paper
• Bacillus subtilis YxaG is a novel Fe‐containing quercetin 2,3‐dioxygenase

  2004cited by this paper
• Evidence for a new metal in a known active site: purification and characterization of an iron-containing quercetin 2,3-dioxygenase from Bacillus subtilis.

  2004cited by this paper
• SYNTHESIS AND REACTIVITY IN INORGANIC AND METAL-ORGANIC CHEMISTRY

  2003cited by this paper
• Carboxylate-enhanced reactivity in the oxygenation of copper flavonolate complexes

  2003cited by this paper
• Functional analysis of the copper-dependent quercetin 2,3-dioxygenase. 1. Ligand-induced coordination changes probed by X-ray crystallography: inhibition, ordering effect, and mechanistic insights.

  2002cited by this paper
• Anaerobic enzyme⋅substrate structures provide insight into the reaction mechanism of the copper-dependent quercetin 2,3-dioxygenase

  2002cited by this paper
• EPR characterization of the mononuclear Cu-containing Aspergillus japonicus quercetin 2,3-dioxygenase reveals dramatic changes upon anaerobic binding of substrates.

  2002cited by this paper
• Crystal structure of the copper-containing quercetin 2,3-dioxygenase from Aspergillus japonicus.

  2002cited by this paper
• Copper‐Mediated Oxygenolysis of Flavonols via Endoperoxide and Dioxetan Intermediates; Synthesis and Oxygenation of [CuII(Phen)2(Fla)]ClO4 and [CuII(L)(Fla)2] [FlaH = Flavonol; L = 1,10‐Phenanthroline (Phen), 2,2′‐Bipyridine (Bpy), N,N,N′,N′‐Tetramethylethylenediamine (TMEDA)] Complexes

  2002cited by this paper
• Solving the riddle of the intradiol and extradiol catechol dioxygenases: how do enzymes control hydroperoxide rearrangements?

  2001cited by this paper
• Kinetics and mechanism of the stoichiometric oxygenation of [CuII(fla)(idpa)]ClO4 [fla=flavonolate, idpa=3,3′-imino-bis(N,N-dimethylpropylamine)] and the [CuII(fla)(idpa)]ClO4-catalysed oxygenation of flavonol

  2001cited by this paper
• Mechanistic studies of two dioxygenases in the methionine salvage pathway of Klebsiella pneumoniae.

  2001cited by this paper
• Kinetics and mechanism of the oxygenation of potassium flavonolate. Evidence for an electron transfer mechanism.

  2000cited by this paper
• Kinetics and mechanism of the Cu I and Cu II flavonolate-catalyzed oxygenation of flavonol. Functional quercetin 2,3-dioxygenase models

  2000cited by this paper
• Flavonol 2,4-dioxygenase from Aspergillus niger DSM 821, a type 2 CuII-containing glycoprotein.

  1999cited by this paper
• Bond-valence analysis of charge distribution in the spin ladders of [M2Cu2O3]m[CuO2]n-type cuprates with m = n = 1

  1999cited by this paper
• Synthesis and characterization of copper(I) and copper(II) flavonolate complexes with phthalazine ligand, and their oxygenation and relevance to quercetinase

  1997cited by this paper
• Structure-antioxidant activity relationships of flavonoids and phenolic acids.

  1996cited by this paper
• Preparation and properties of the triply bridged, ferromagnetically coupled dinuclear copper(II) complexes [Cu2(OAc)3(bpy)2](ClO4) and [Cu2(OH)(H2O)(OAc)(bpy)2](ClO4)2

  1990cited by this paper
• Flavonoids as antioxidants: determination of radical-scavenging efficiencies.

  1990cited by this paper
• Flavones and Flavonols

  1982cited by this paper
• Reduction of nitro blue tetrazolium by CO2- and O2- radicals

  1980cited by this paper
• Relationships between the carbon-oxygen stretching frequencies of carboxylato complexes and the type of carboxylate coordination

  1980cited by this paper
• A model catalytic oxygenation for the reaction of quercetinase

  1975cited by this paper
• ESR and Optical Absorption Studies of Various Bis(N-salicylidenealkylaminato)copper(II) Complexes with Tetrahedrallydistorted Coordination Geometry

  1974cited by this paper
• Quercetinase, a dioxygenase containing copper.

  1971cited by this paper
• Copper(II) ammonia complexes

  1970cited by this paper
• The electronic properties and stereochemistry of mono-nuclear complexes of the copper(II) ion

  1970cited by this paper
• Absorption Spectra of Metal Complexes of Flavonoid Compounds

  1956cited by this paper

• Functional Models for the Dioxygen-Activating Cu(II)-2,4-QueD Enzymes: Incorporation of Diimine Coligands in Copper(II)-Flavonolate Complexes Enhances and Tunes the Dioxygenation Reactivity.

  2025cites this paper
• Mechanistic insights into the role of Glu103-mediated hydrogen bond shift in quercetin catalysis by Pirin homologs

  2024cites this paper
• Light-induced O2-dependent aliphatic carbon-carbon (C-C) bond cleavage in bipyridine-ligated Co(II) chlorodiketonate complexes.

  2023cites this paper
• CATECHIN-ZINC-COMPLEX: SYNTHESIS, CHARACTERIZATION AND BIOLOGICAL ACTIVITY ASSESSMENT

  2023cites this paper
• Mononuclear nickel(ii)–flavonolate complexes of tetradentate tripodal 4N ligands as structural and functional models for quercetin 2,4-dioxygenase: structures, spectra, redox and dioxygenase activity

  2023cites this paper
• Flavonol dioxygenation catalysed by cobalt(II) complexes supported with 3N(COO) and 4N donor ligands: a comparative study to assess the carboxylate effects on quercetin 2,4-dioxygenase-like reactivity.

  2023cites this paper
• Oxygenolysis of a series of copper(II)-flavonolate adducts varying the electronic factors on supporting ligands as a mimic of quercetin 2,4-dioxygenase-like activity.

  2022cites this paper
• The effects of metal cofactors on the reactivity of quercetin 2,4-dioxygenase: synthetic model studies with M(II)-complexes (M = Mn, Co, Ni, Cu, Zn) and assessment of the regulatory factors in catalytic efficacy.

  2022cites this paper
• A functional model for quercetin 2,4-dioxygenase: Geometric and electronic structures and reactivity of a nickel(II) flavonolate complex.

  2021cites this paper
• Photoinduced reactivity and cytotoxicity of a series of zinc(II)–flavonolate derivative complexes

  2020cites this paper
• The Behavior of Trispyrazolylborato-Metal(II)-Flavonolate Complexes as Functional Models for Bacterial Quercetinase-Assessment of the Metal Impact.

  2019cites this paper
• 3-Hydroxyflavones and 3-Hydroxy-4-oxoquinolines as Carbon Monoxide-Releasing Molecules

  2019cites this paper
• Role of Intestinal Microbiota in the Bioavailability and Physiological Functions of Dietary Polyphenols

  2019cites this paper
• Crystal structure and oxygen reduction reaction (ORR) activity of copper(II) complexes of pyridylmethylamine ligands containing a carboxy group

  2018cites this paper
• Set of Fe(II)-3-Hydroxyflavonolate Enzyme–Substrate Model Complexes of Atypically Coordinated Mononuclear Non-Heme Fe(II)-Dependent Quercetin 2,4-Dioxygenase

  2017cites this paper
• Heteroleptic ruthenium bioflavonoid complexes: from synthesis to in vitro biological activity

  2017cites this paper
• Dioxygenation of Flavonol Catalyzed by Copper(II) Complexes Supported by Carboxylate-Containing Ligands: Structural and Functional Models of Quercetin 2,4-Dioxygenase: Dioxygenation of Flavonol Catalyzed by Copper(II) Complexes Supported by Carboxylate-Containing Ligands: Structural and Functional M

  2017cites this paper
• DFT study of the mechanism of manganese quercetin 2,3-dioxygenase: quest for origins of enzyme unique nitroxygenase activity and regioselectivity

  2016cites this paper
• Oxygen activation by mononuclear Mn, Co, and Ni centers in biology and synthetic complexes

  2016cites this paper
• Solution or solid - it doesn't matter: visible light-induced CO release reactivity of zinc flavonolato complexes.

  2016cites this paper
• Activation of dioxygen by copper metalloproteins and insights from model complexes

  2016cites this paper
• The chemistry of gut microbial metabolism of polyphenols

  2016cites this paper