The micelle-promoted selective hydrolysis of anionic and nonionic ester substrates by hydroxamic acids and histidine derivatives.
スポンサーリンク
概要
- 論文の詳細を見る
The hydrolyses of anionic 3-nitro-4-acyloxybenzoic acid (S<SUB>2</SUB><SUP>−</SUP>–S<SUB>16</SUB><SUP>−</SUP>) and nonionic <I>p</I>-nitrophenyl carboxylate (S<SUB>2</SUB>–S<SUB>16</SUB>) substrates catalyzed by hydroxamic acids (C<SUB>6</SUB>–C<SUB>12</SUB>) and histidine derivatives (AcetHis and LauHis) were performed with and without alkyltrimethylammonium (DTAC, CTAB, and OTAC) surfactants at pH 7.45. The present reaction was characterized by the selectively efficient hydrolysis of the same substrate of S<SUB>6</SUB><SUP>−</SUP> or S<SUB>10</SUB> by the comicellar C<I><SUB>m</SUB></I> (<I>m</I>=8, 10, or 12)–CTAB (or OTAC) or LauHis–CTAB (or OTAC) catalysts. Relevant factors to such a selective hydrolysis of a specific substrate by the comicellar catalysts were discussed by taking notice of the electrostatic-charge-attraction force, steric hindrance, and hydrophobic interaction. The investigation of the binding constants in the present micellar reaction system demonstrated the importance of an appropriate hydrophobic interaction between a substrate and micelles for the selective rate enhacement of ester-hydrolysis.
- 公益社団法人 日本化学会の論文
著者
-
OHKUBO Katsutoshi
Department of Applied Chemistry and Biochemistry, Faculty of Engineering, Kumamoto University
-
UEOKA Ryuichi
Department of Applied Life Science, Sojo University
-
Nakahata Syuji
Department of Industrial Chemistry, Kumamoto Institute of Technology
-
Matsuura Hidehiko
Department of Industrial Chemistry, Kumamoto Institute of Technology
-
Ueoka Ryuichi
Department of Industrial Chemistry, Kumamoto Institute of Technology
関連論文
- Molecular Design of Artificial Single Ion Channels Which Include a Non-natural Amino Acid
- Design of a Hybrid of Two α-Helix Peptides and Ruthenium Trisbipyridine Complex for Photo-induced Electron Transfer System in Bilayer Membrane
- Laser - Induced Photoionization of Two - Electron - Reduced Viologen
- Steric-Control for the Enantioselective Hydrolysis of Amino Acid Esters in Hybrid Membrane Systems
- Interaction between CO_2 and Electrochemically Reduced Species of N-propyl-4,4'-bipyridinium Cation
- Extraordinary Diastereoselectivity Coupled to Altered Structure of Dipeptide Esters
- Remarkable Salt Effects in the Highly Enhanced Enantioselective Hydrolysis of Amino Acid Esters with the Active Tripeptide in the Vesicular System
- The Catalytic Activities of IgG and IgM Monoclonal Antibodies for the Hydrolysis of p-Nitrophenyl Acetate
- Molecular Design and Synthesis of Functional Peptides Which Include a Non-natural Amino Acid
- Spheroid Formation and Enhancement of Cytochrome P450 Activity for Human Fetal Hepatocytes on Poly-L-glutamic Acid Coated Dish
- Enantioselective and Photochemical Reduction of Co(acac)_3 Catalyzed by Protein-hybrid Ruthenium Porphyrin
- Novel Photocatalytic Asymmetric Synthesis of Δ (or Λ)-〔Co(acac)_3〕(Hacac = pentane-2,4-dione) from 〔Co(acac)_2(H_2O)_2〕 and Hacac with Helical Ruthenium (II) Tris-bidentate Complexes
- Phase Behavior of a Lipid Bilayer System Studied by a Replica-Exchange Molecular Dynamics Simulation
- The stereoselective deacylation of long-chain amino acid esters by comicelles of N-acyl-L-histidine and various cationic surfactants.
- The Estimation of Rate Constants in Systems of Linear and Nonlinear Differential Equations Using the Polynomial-approximated Least Squares-error and Iterative Search Technique
- Some Remarks on the Reaction Mechanism and Kinetic Rate Constants for the Pentacyanocobaltate(II)-catalyzed Hydrogenation of Olefins Using the Iterative Simulation Technique
- Studies of the Ruthenium(III) Complex. V. Aquation and Anation Reactions of Halogenoacetatopentaammineruthenium(III) Complexes in Aqueous Solutions
- A MINDO/2'-MO study of the inversion barriers of some molecules involving first-row atoms.
- Asymmetric transfer hydrogenation of prochiral .ALPHA.,.BETA.-unsaturated acids and their esters by achiral or chiral alcohols with ruthenium chiral diphosphine complexes.
- Studies on thermodynamics for the hydrolysis. II. The temperature effect on the stereoselective deacylation of amino acid esters in bilayer and micellar systems.
- The micelle-promoted selective hydrolysis of anionic and nonionic ester substrates by hydroxamic acids and histidine derivatives.
- The Simulation Analysis of Dipeptide Hydrolysis Catalyzed by Divalent Metal Ions
- A Conformational Study of the NOx(x=1 or 2)-catalyzed Isomerization of cis-2-Butene Using the INDO-UHF Method
- Estimation of Structures and Electronic States of Radicals Using INDO-SCFMO Method. II. Alkylperoxyl Radicals
- An INDO Molecular-orbital Interpretation of the NMR of Several Protonated Heteroaliphatic Compounds
- Micellar accelerated reduction of ethylenediaminetetraacetatocobaltate(III) by 1-benzyl-1,4-dihydronicotinamide.
- An INDO molecular orbital approach to the proton affinity of oxygenated compounds.
- An MO-theoretical Account of the Catalytic Property of Transition-metal Carbides and Nitrides in Dehydrogenation Reactions
- Electronic Structures of Dialkyl Peroxides
- An INDO-UHF molecular orbital study of the conformations and electronic structures of some .SIGMA.-type radicals.
- An INDO-MO study of the conformations and electronic structures of HCHOH+, CH3CHOH+, (CH33)2COH+, HCO2H2+, CH3CO2HH3OHand CH53OH2+.
- An MO-simulation of Elementary Reactions in Hydrocarbon Oxidation. I. A Bimolecular Coupling Reaction of the Methyl Radical and Molecular Oxygen
- Methylviologen-accelerated photoreduction of tris(acetylacetonato)cobalt(III) with 1-benzyl-1,4-dihydronicotinamide.
- Enantioselectivity enhancement in the deacylation of N-acyl amino acid esters by vesicular systems of long chain dipeptide nucleophiles and a cationic double chain surfactant.
- INDO molecular orbital interpretation of thermal singlet oxygencomplex generation by strained acetylenes.
- Estimation of the Structures and Electronic States of Radicals Using the INDO–SCF MO Method. I. Alkoxyl Radicals