Hydrolytic metalloenzyme models. Effects of AOT reverse micelles on the hydrolysis of p-nitrophenyl picolinate catalyzed by Zn2+ and Cu2+ complexes of N-alkyl-2-hydroxymethylimidazoles.
スポンサーリンク
概要
- 論文の詳細を見る
The catalytic effects of bivalent metal ion (Zn<SUP>2+</SUP> and Cu<SUP>2+</SUP>) complexes of <I>N</I>-alkyl-2-hydroxymethylimidazoles on the hydrolysis of <I>p</I>-nitrophenyl picolinate (PNPP) have been studied kinetically in the reverse micelles of AOT/hexane/water at 25 °C. The results were compared with those obtained in the non-micellar aqueous media and aqueous micelles. The hydrolysis was observed to occur through the acyl group transfer from PNPP to the ligand hydroxyl group in both cases of Zn<SUP>2+</SUP> and Cu<SUP>2+</SUP> ions and in all three non-micellar and micellar systems. However, the ligand:metal ion ratio in the kinetically active complexes was found to differ significantly in the three systems: there seems to exist general trends of 1 : 1, 2 : 1, and 4 : 1 stoichiometry in the ligand:metal ion ratio, depending on non-micellar aqueous media, aqueous micelles and reverse micelles, respectively. It was also noticed that the hydrolysis is always faster in micellar systems than in non-micellar aqueous media. Furthermore, a lipophilic ligand (<I>N</I>-dodecyl, Lig-12) was found to be more active than a hydrophilic ligand (<I>N</I>-methyl, Lig-1) under two micellar conditions.
- 公益社団法人 日本化学会の論文
著者
-
Ogino Kenji
Department of Applied Chemistry, Faculty of Engineering, Osaka City University
-
Inaba Yoichi
Department of Applied Chemistry, Faculty of Engineering, Osaka City University
-
Tagaki Waichiro
Department of Applied Chemistry, Faculty of Engineering Osaka City University
-
Fujita Tsunehisa
Department of Applied Chemistry, Faculty of Engineering, Osaka City University
関連論文
- Catalytic effects of aminated-β-cyclodextrin derivatives for the decarboxylation of oxalacetate
- Aldol condensation of pyruvate with pyridinecarboxaldehydes in the presence of peraminated β-cyclodextrins
- Location of Catalytic Head Group of 2-Hydroxymethylimidazole・Cu^ Complex on the Micellar Surface of Anionic SDS in the Hydrolysis of p-Nitrophenyl Picolinate
- Oligomerization of Aromatic Tertiary Amines
- A kinetic study on the reaction of (arylthio)trimethylgermane with benzoyl chloride giving S-aryl thiobenzoate and chlorotrimethylgermane.
- Mechanism of carboxylic acid-catalyzed reduction of substituted nitrosobenzenes by 1-benzyl-3,5-bis(1-pyrrolidinylcarbonyl)-1,4-dihydropyridine in acetonitrile.
- Fe(III)-catalyzed aromatic hydroxylation with H2O2 in the presence of a variety of electron-transfer agents.
- Hydrolytic metalloenzyme models. Effects of AOT reverse micelles on the hydrolysis of p-nitrophenyl picolinate catalyzed by Zn2+ and Cu2+ complexes of N-alkyl-2-hydroxymethylimidazoles.
- Hydrolytic metalloenzyme models. Micellar effects on the activation of the hydroxyl groups of N-alkyl-2-(hydroxymethyl)-imidazole ligands by Cu2+ in the transacylation of p-nitrophenyl picolinate.
- Metal ion-catalyzed reduction of substituted nitrosobenzenes by 1-benzyl-3,5-bis(1-pyrrolidinylcarbonyl)-1,4-dihydropyridine in acetonitrile.
- Physical and chemical properties of mononuclear cobalt dioxygen complexes with tetraimidazolyl-substituted pyridine chelates.
- Structural aspects of catalytic activities of thiazolium salts in benzoin condensation reaction in methanol.
- Amine base-catalyzed H-D exchange reaction of 2,3,4-trimethylthiazolium iodide in methanol-d4.
- Mechanism of base catalyzed oxidation of 2-(1-hydroxyalkyl)-thiazolium ion with 3-methyllumiflavin.
- Acid-Promoted Oxidations of an NAD(P)H Model with Hydrogen Peroxide and Molecular Oxygen.
- Kinetic studies for the acyloxy exchange reactions of acyloxytrimethylsilanes with carboxylic acids.
- The catalytic role of a flavin analogue for aromatic hydroxylation with the Udenfriend system.
- The mechanism of the reaction of (aryloxy)trimethylstannane with methanesulfonyl chloride. Solvent and substituent effects on the rate of the reaction.
- Micellar Effect of Lauryldimethylsulfonium Halides on the Hydrolysis of p-Nitrophenyl Decanoate
- Phase transfer catalyzed reaction of organic thiocyanates with hydroxide ion.
- Asymmetric benzoin condensation catalyzed by optically active thiazolium salts in micellar two-phase media.
- Aromatic hydroxylation with an iron(III)-catechol-H2O2 system. Mechanistic implication of the role of catechol.
- Mechanism of the reaction of (arylthio)trimethylgermanes with 1-aryl-1-bromoethanes. Kinetic and stereochemical studies.
- Mechanisms of stannyl-carbon bond cleavages by reactions with benzoyl peroxide.
- Reaction of p-Nitrophenyl Sulfate with Thiophenol
- Electron Spectroscopy of Ultrathin Cycloalkane Films on Graphite (0001): Molecular Orbitals, Conformation, and Orientation