Stereoselectivity in mixed ligand copper(II) complexes with electrostatic ligand-ligand interactions. Application to optical resolution of .ALPHA.-amino acids with a charged side chain.
スポンサーリンク
概要
- 論文の詳細を見る
Optical resolution of DL-aspartic acid and DL-glutamic acid (abbreviated as DL-A) has been achieved <I>via</I> formation of ternary copper(II) complexes composed of a DL-A and L-arginine, L-lysine, or L-ornithine (L-B). For every pair of ligands DL-A and L-B, a neutralized solution containing Cu(ClO<SUB>4</SUB>)<SUB>2</SUB>, DL-A, and L-B in the molar ratio of 1 : 2 : 1 gave the mixed ligand complex abounding in [Cu(D-A)(L-B)] as crystals, from which incorporated A was isolated through a Dowex CCR-2 column after treating with H<SUB>2</SUB>S. In a very similar manner D-enantiomerrich B was obtained from DL-B by using an L-A. The optical purities of the resolved amino acids were as high as 90 and 70% for aspartic acid and glutamic acid, respectively, and 40–50% for the basic amino acids. The finding shows that the electrostatic ligand-ligand interactions in the mixed ligand complexes give rise to geometric isomerism around copper(II) and hence preferential formation and crystallization of the <I>meso</I> complexes, [Cu(L-A)(D-B)] and [Cu(D-A)(L-B)], probably with a <I>cis</I> configuration.
- 公益社団法人 日本化学会の論文
著者
-
Nakahara Akitsugu
Institute Of Chemistry College Of General Education Osaka University
-
Sakurai Takeshi
Institute For Molecular Science
-
Yamauchi Osamu
Institute of Chemistry, College of General Education, Osaka University
関連論文
- Cytochrome c' Isolated from Achromobacter xylosoxidans GIFU 1055
- Characterization of Plastocyanin Isolated From Brazilian Elodea
- Structure-Activity Relationship Studies on the Novel Neuropeptide Orexin
- Cyclic Voltammetry of Cucumber Ascorbate Oxidase
- Spectral Properties of Cytochrome c_ and a Membrane-Bound Cytochrome b from Alcaligenes xylosoxidans GIFU 1051
- FT-IR Spectra of the Azide-Type 3 Copper in Laccase and Ascorbate Oxidase
- Shock and Livestock Transactions in Rural Zambia: a Re-examination of the Buffer Stock Hypothesis
- Indigenous Climate Information and Modern Meteorological Records in Sinazongwe District, Southern Province, Zambia
- Azide-, thiocyanate- or cyanate-bridged di- and trinuclear copper(II) complexes with N,N,N',N'-tetramethylethylenediamine, N,N-diethylethylenediamine, 2,2'-bipyridyl or 1,10-phenanthroline.
- Mixed Ligand Copper(II) Complexes of Amino Acids and Related Compounds with Possible Ligand-Ligand Interactions
- Crystal structures of mixed ligand copper(II) complexes containing L-amino acids. I. L-asparaginato-L-histidinatocopper(II) and its hydrate.
- The Crystal and Molecular Structure of Bis(2-hydroxyethylimino-salicylaldehydato)copper(II)
- Selective modification of the two type I copper sites in human and bovine ceruloplasmin with the action of azide and L-cysteine.
- Mixed ligand copper(II) complexes of .ALPHA.-amino acids with ligand-ligand interactions.
- A facile reduction of copper(II) leading to formation of stable copper(I) complexes. Redox properties of four- and five-coordinate copper complexes.
- The Stability of Fused Rings in Metal Chelates. IX. Copper(II) and Nickel(II) Complexes of Schiff Bases Derived from Salicylaldehyde and Dipeptides Containing Glycine and/or β-Alanine
- Copper(II) complexes of Schiff bases derived from histamine or 2-(2-aminoethyl)pyridine and 2,3-butanedione or 4-hydroxy-4-methyl-2-pentanone.
- Hydrolysis of Adenosine 5′-Triphosphate in the Presence of Various Polyamines
- Mixed Ligand Complex Formation between Monodentate Ligands and Various Tridentate Ligand-Copper(II) Complexes
- The Crystal and Molecular Structure of N-Salicylidene-α-aminoisobutyratoaquocopper(II)
- Stereoselectivity in mixed ligand copper(II) complexes with electrostatic ligand-ligand interactions. Application to optical resolution of .ALPHA.-amino acids with a charged side chain.
- Solution equilibria of histidine-containing ternary amino acid-Copper(II) complexes in 20v/v% dioxane-water.
- The Stability of Fused Rings in Metal Chelates. VII. Copper(II) Complexes of Schiff Bases Derived from 2-Acetylpyridine or Pyridine-2-aldehyde and Dipeptides Containing Glycine, β-Alanine and/or α-Aminoisobutyric Acid
- Nickel(II) complexes of Schiff bases derived from salicylaldehyde and glycyl-aspartate or -glutamate. Application to a selective hydrolysis reaction of dimethyl glycylaspartate and glycylglutamate.