Amino acids as CH-acids 17. Increase in the amino acid ?-proton mobility in Schiff base copper complexes with pyridine or N-2-pyridinecarbonyl-2?-aminobenzaldehyde ligands

Author(s):  
Yu. N. Belokon' ◽  
V. M. Belikov ◽  
V. A. Maksakov ◽  
V. I. Tararov
2020 ◽  
Vol 44 (39) ◽  
pp. 17129-17129
Author(s):  
Yoshito Miyagawa ◽  
Arshak Tsaturyan ◽  
Tomoyuki Haraguchi ◽  
Igor Shcherbakov ◽  
Takashiro Akitsu

Correction for ‘Photochemical reduction of Cr(vi) compounds by amino acid Schiff base copper complexes with a hydroxyl group and titanium oxide composites in aqueous solutions’ by Yoshito Miyagawa et al., New J. Chem., 2020, DOI: 10.1039/d0nj02481c.


2020 ◽  
Vol 8 ◽  
Author(s):  
Takashi Nakakoji ◽  
Kaori Yoshino ◽  
Kazuki Izutsu ◽  
Hirofumi Sato ◽  
Hiroyuki Miyake ◽  
...  

A series of copper(II) complexes with chiral tetradentate ligands, N,N′-ethylene- bis(S-amino acid methyl amide or methyl ester) prepared from S-alanine, S-phenylalanine, S-valine or S-proline, was generated in methanol. The copper complexes provided three component complexes in the presence of a free chiral amino acid. The enantioselectivity for the amino acid was evaluated by electrospray ionization-mass spectrometry coupled with the deuterium-labeled enantiomer method and these copper complexes were found to exhibit high enantioselectivity for free amino acids having bulky side chains. This result suggests that steric interaction between the tetradentate ligand and free amino acid was a major factor in chiral recognition. The copper complex with a chiral tetradentate ligand prepared from S-proline showed opposite enantioselectivity to copper complexes consisting of tetradentate ligands prepared from other S-amino acids. The conformational difference of the tetradentate ligand in the copper complex was found to be significant for enantioselectivity.


2009 ◽  
Vol 62 (9) ◽  
pp. 968 ◽  
Author(s):  
Bellam Sreenivasulu

The design and development of synthetic analogues for the active dicopper(ii) sites of catechol oxidase, with the help of binucleating ligands in particular, is an attractive strategy to generate relevant information on structure–function relationships. Dicopper(ii) complexes of different yet closely related series of reduced Schiff base ligands (N-(2-hydroxybenzyl)-amino acids; N-(2-hydroxybenzyl)-amino amides, N-(2-hydroxybenzyl)-aminomethane or ethanesulfonic acids, and N-(2-hydroxy-5-substituted-benzyl)-cyclopentane or hexanecarboxylic acids) derived from various substituted salicylaldehydes and natural or unnatural amino acids or amides explored as functional models for the Type 3 copper enzyme catecholase oxidase are reviewed in the present paper. The catalytic activity of different series of dicopper(ii) complexes to oxidize the model substrate 3,5-di-tert-butylcatechol to the corresponding 3,5-di-tert-butylquinone is discussed with respect to the various ligand properties such as the length and chelating ability of the amino acid side-arm of the ligands, conformation of the ligand, nature of the donor groups on the amino acid backbone and role of different para-substituents. This article provides a short review summarizing the trend observed in the catecholase activity of different series of dicopper(ii) complexes investigated in our laboratory.


2020 ◽  
Vol 44 (38) ◽  
pp. 16665-16674
Author(s):  
Yoshito Miyagawa ◽  
Arshak Tsatsuryan ◽  
Tomoyuki Haraguchi ◽  
Igor Shcherbakov ◽  
Takashiro Akitsu

The photo-driven reduction reaction of Cr(vi) to Cr(iii) by Schiff base Cu(ii) complexes was studied in aqueous and methanol solutions. The Cr(vi) reduction ratio with the CuVDB–TiO2 system reached 91%.


1979 ◽  
Vol 57 (8) ◽  
pp. 883-885 ◽  
Author(s):  
B. Erno ◽  
R. B. Jordan

It has been observed that a tridentate Schiff base complex of nickel(II), triaquotribenzo-[b,f,j][1.5.9]-triazacyclodecinenickel(II), commonly called (TRI)Ni(OH2)32+, shows substantial stereoselectivity on complexing with several amino acids. This provides a convenient way to resolve (TRI)Ni(OH2)32+ using histidine as a resolving agent, and either ion exchange or perchlorate salt crystallization techniques.The resolved (TRI)Ni(OH2)32+ may then be used to resolve other amino acids or as a sensitive test of the stereochemistry of an amino acid. The test can be done on milligram quantities because of the insolubility of the complex perchlorate salt and because of the relatively large molecular rotation (2 × 105 deg at 283 nm) of (TRI)Ni(OH2)32+. The amino acid is easily released by treatment of the complex with dilute acid (Ph ≈ 2). The procedure has been tested with histidine, tyrosine, methionine, and phenylglycine.


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