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1.

001-es BibID:BIBFORM016459
Első szerző:Csapó Edit (vegyész)
Cím:Syntheses and characterization of Cu2+, Ni2+ and Zn2+ binding capability of histidinehydroxamic acid derivatives / Edit Csapó, Péter Buglyó, Nóra Veronika Nagy, M. Amélia Santos, Alma Coronad, Etelka Farkas
Dátum:2010
ISSN:0277-5387
Megjegyzések:Two histidinehydroxamic acid derivatives (N-methyl-histidinehydroxamic acid, N-Me-Hisha and Z-histidinehydroxamic acid, Z-Hisha) have been synthesized and their complexation with Cu2+-, Ni2+- and Zn2+-ions has been studied by using pH-potentiometric, UV-Vis, CD, H-1 NMR, EPR and ESI-MS methods. Both of the two new derivatives contain one donor atom less compared to the histidinehydroxamic acid (Hisha). In the case of N-Me-Hisha the hydroxamate-N as donor is eliminated, while the coordination of the amino-N of Z-Hisha is not possible at all. With the ambidentate N-Me-Hisha, the histamine-type coordination mode is favoured if the metal ion is Ni2+ and the bis-[NH2,N-imid] complex is the most stable in this system. The mixed type, [NH2,N-imid] + [O,O], coordination mode dominates in the Cu2+- N-Me-Hisha complexes, while different low stability mono-chelated linkage isomers are formed with Zn2+. With Z-Hisha (having poor water solubility) hydroxamate-type coordination mode predominates in low stability complexes in the Ni2+ and Zn2+ containing systems. Interestingly, the interaction with Cu2+ is very strong and results in the formation of a high stability 12-MC-4 type metallacrown with involvement of 5-membered and 7-membered chelates. (C) 2010 Elsevier Ltd. All rights reserved.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
Histidinehydroxamic acid derivatives
Cu2+-, Ni2+-, Zn2+-complexes
Solution equilibrium
Potential metalloenzyme inhibitors
matrix-metalloproteinase inhibitors
mixed-ligand complexes
aqueous-solution
hydroxamic acids
aminohydroxamic acids
copper(ii)
complexes
methioninehydroxamic acids
dissociation-constants
metal
complexation
coordination
Megjelenés:Polyhedron. - 29 : 16 (2010), p. 3137-3145. -
További szerzők:Buglyó Péter (1965-) (vegyész) Nagy Nóra Veronika Santos, Amélia M. Corona, Alma Farkas Etelka (1948-) (vegyész)
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2.

001-es BibID:BIBFORM010515
Első szerző:Farkas Etelka (vegyész)
Cím:Metal-binding ability of histidine-containing peptidehydroxamic acids: Imidazole versus hydroxamate coordination / Etelka Farkas, Edit Csapó, Péter Buglyó, Chiara A. Damante, Giuseppe Di Natale
Dátum:2009
ISSN:0020-1693
Megjegyzések:Three new peptidehydroxamic acids (L-alanyl-L-histidinehydroxamic acid, L-Ala-L-HisNHOH, L-alanyl-L-alanyl-L-histidinehydroxamic acid, L-Ala-L-Ala-L-HisNHOH and L-histidyl-L-alaninehydroxamic acid, LHis-L- AlaNHOH) were synthesized and their complexation with Cu(II), Ni(II) and Zn(II) were studied by pH-potentiometric, UV-Vis, CD, H-1 NMR, EPR and ESI-MS methods. Each of the studied peptide derivatives involves one side-chain imidazole unit and the effect of this group on the metal binding of the hydroxamic moiety is evaluated in the paper. The obtained results are compared to those of the complexes of some histidine-containing di- or tripeptides and also to those of hydroxamic derivatives of aliphatic peptides. A competition between the hydroxamate and imidazole functions occurs in all systems, but the extent differs from metal to metal, from ligand to ligand and depends very much on the pH. The imidazole was found to play the most determinant role in the Cu(II) complexes, somewhat less in the Ni(II)-containing ones, while (except the case of L-Ala-L-HisNHOH) negligible role was found in the Zn(II)- complexes. Common feature of the Ni(II)- and especially Cu(II)-containing systems is that if an imidazole-N is displaced by a hydroxamate, imidazole-bridged di- and polynuclear complexes are formed. (C) 2008 Elsevier B. V. All rights reserved.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
Megjelenés:Inorganica Chimica Acta. - 362 : 3 (2009), p. 753-762. -
További szerzők:Csapó Edit (1983-) (vegyész) Buglyó Péter (1965-) (vegyész) Damante, Chiara A. Di Natale, Giuseppe
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3.

001-es BibID:BIBFORM006191
Első szerző:Farkas Etelka (vegyész)
Cím:Effects of imidazole containing Rc substituents on the metal binding capability of potentially metalloenzyme inhibitor hydroxamic acids / Etelka Farkas, Edit Csapó, Péter Buglyó
Dátum:2008
ISSN:1257-2535
Megjegyzések:The role of R-C substituents, involving imidazole moiety, in complexation of various potentially metalloenzyme inhibitor hydroxamic acids, R-C-CO-N(R-N)-OH, (derivatives of amino acids and small peptides) with Cu(II), Ni(II) and Zn(II) ions has been investigated using pH-potentiometry and different spectroscopic methods. Many factors were found to affect the competition of the imidazole with the hydroxamate moiety for the metal ions, e.g. the distance between these two functions, presence/absence of additional donor in the R-C chain, sort of metal ion. The structure effect relation is planned to evaluate in the presentation.N2 - The role of R-C substituents, involving imidazole moiety, in complexation of various potentially metalloenzyme inhibitor hydroxamic acids, R-C-CO-N(R-N)-OH, (derivatives of amino acids and small peptides) with Cu(II), Ni(II) and Zn(II) ions has been investigated using pH-potentiometry and different spectroscopic methods. Many factors were found to affect the competition of the imidazole with the hydroxamate moiety for the metal ions, e.g. the distance between these two functions, presence/absence of additional donor in the R-C chain, sort of metal ion. The structure effect relation is planned to evaluate in the presentation.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
hydroxamic acid
imidazole
metal complexes
metalloenzyme inhibitors
Histidyl residues
complexes
peptides
ligands
stability
Megjelenés:Metal ions in biology and medicine. - 10 (2008), p. 393-398. -
További szerzők:Csapó Edit (1983-) (vegyész) Buglyó Péter (1965-) (vegyész)
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4.

001-es BibID:BIBFORM003007
035-os BibID:(WOS)000244439600002
Első szerző:Farkas Etelka (vegyész)
Cím:Synthesis and characterization of Cu2+, Ni2+ and Zn2+ binding capability of some amino- and imidazole hydroxamic acids : effects of substitution of side chain amino-N for imidazole-N or hydroxamic-N-H for -N-CH3 on metal complexation / Etelka Farkas, Dávid Bátka, Edit Csapó, Péter Buglyó, Wolfgang Haase, Daniele Sanna
Dátum:2007
ISSN:0277-5387
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
folyóiratcikk
Megjelenés:Polyhedron. - 26 : 3 (2007), p. 543-554. -
További szerzők:Bátka Dávid (1980-) (vegyész) Csapó Edit (1983-) (vegyész) Buglyó Péter (1965-) (vegyész) Haase, Wolfgang Sanna, Daniele (1956-) (vegyész)
Pályázati támogatás:OTKA T 049612
OTKA
OTKA T 046366
OTKA
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DOI
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5.

001-es BibID:BIBFORM016466
Első szerző:Jarenmark, Martin
Cím:Unsymmetrical dizinc complexes as models for the active sites of phosphohydrolases / Martin Jarenmark, Edit Csapó, Jyoti Singh, Simone Wöckel, Etelka Farkas, Franc Meyer, Matti Haukka, Ebbe Nordlander
Dátum:2010
ISSN:1477-9226
Megjegyzések:The unsymmetrical dinucleating ligand 2-(N-isopropyl-N-((2-pyridyl) methyl) aminomethyl)-6-(N-( carboxylmethyl)-N-((2-pyridyl) methyl) aminomethyl)-4-methylphenol (IPCPMP or L) has been synthesized to model the active site environment of dinuclear metallohydrolases. It has been isolated as the hexafluorophosphate salt H4IPCPMP(PF6)(2)center dot 2H(2)O (H4L), which has been structurally characterized, and has been used to form two different Zn(II) complexes, [{Zn-2(IPCPMP)(OAc)}(2)]-[PF6](2) (2) and [{Zn-2(IPCPMP)(Piv)}(2)][PF6](2) (3) (OAc = acetate; Piv = pivalate). The crystal structures of 2 and 3 show that they consist of tetranuclear complexes with very similar structures. Infrared spectroscopy and mass spectrometry indicate that the tetranuclear complexes dissociate into dinuclear complexes in solution. Potentiometric studies of the Zn(II) : IPCPMP system in aqueous solution reveal that a mononuclear complex is surprisingly stable at low pH, even at a 2 : 1 Zn(II) : L ratio, but a dinuclear complex dominates at high pH and transforms into a dihydroxido complex by a cooperative deprotonation of two, probably terminally coordinated, water molecules. A kinetic investigation indicates that one of these hydroxides is the active nucleophile in the hydrolysis of bis(2,4-dinitrophenyl) phosphate (BDNPP) enhanced by complex 2, and mechanistic proposals are presented for this reaction as well as the previously reported transesterification of 2-hydroxypropyl p-nitrophenyl phosphate (HPNP) promoted by Zn(II) complexes of IPCPMP.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
purple acid-phosphatases
dinuclear metal-complexes
zinc(ii)
complexes
zn(ii) complex
bis(2,4-dinitrophenyl) phosphate
binuclear
metallohydrolases
diester transesterification
phosphodiester
cleavage
(feznii)-zn-iii complex
functional models
Megjelenés:Dalton Transactions. - 39 (2010), p. 8183-8194. -
További szerzők:Csapó Edit (1983-) (vegyész) Singh, Jyoti Wockel, Simone Farkas Etelka (1948-) (vegyész) Meyer, Franc Haukka, Matti Nordlander, Ebbe
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6.

001-es BibID:BIBFORM006211
Első szerző:Müller, Holger
Cím:New pyrazole-based ligands with two tripodal binding pockets : potential scaffolds for metallobiosite modeling / Muller, H., Bauer-Siebenlist, B., Csapo, E., Dechert, S., Farkas, E., Meyer, F.
Dátum:2008
ISSN:0020-1669
Megjegyzések:The synthesis of a new set of bioinspired dinucleating ligand scaffolds HL1-HL3 based on a bridging pyrazolate with appended chelate arms is reported. The ligands provide two binding compartments akin to the tris(imidazolyl)methane motif, predisposed to act as facially tridentate coordination caps. Potentiometric titrations of HL1 in the presence of Ni2+ and Zn2+ reveal formation of species with a metal:ligand ratio 1:1 in aqueous solution, and UV-vis data for the Ni-II system suggest that the complex [(L2Ni2)-Ni-1](2+) with {NiN6} chromophore is formed under appropriate pH conditions. In contrast, trinickel(II) complexes [(L2Ni3)-Ni-2(NO3)(4)(MeOH)(2)] (4) and [(L2Ni3Cl2)-Ni-2(MeOH)(4)]Cl-2 (5) could be obtained from MeOH solutions and characterized crystallographically. The anticipated tripodal {N-3} binding mode of the ligand is indeed realized for the central Ni-II ion, but the counteranions or MeOH solvent molecules lead to dissociation of one of the N donor legs for the outer Ni-II ions with formation of intramolecular H-bonds between a Ni-bound MeOH and the pyrazolate-N. X-ray crystals structures were also obtained for three Cu-I complexes [(L2Cu4X2)-Cu-3](PF6)(2) with X = PMe3 (6), CNnBu (7), CNC6H3Me2-2,6 (8), where all Cu-I ions are three-coordinate in a distorted trigonal-planar arrangement. The two inner metals are bound to two imidazole-N from one ligand sidearm and a pyrazolate-N from the other ligand while the outer Cu-I ions are hosted by the pyrazolate-N and one imidazole-N from the nearby sidearm with the third coordination site filled by the coligand X. Spectroscopic and ESI-MS data suggest that the trinickel complexes stay intact even in coordinating solvents while the Cu-I complexes in solution are partly dissociated into their bimetallic constituents. The solid state structures observed for the oligonuclear complexes 4-8 are reminiscent of the coordination motifs previously found for related mononuclear complexes based on tripodal tris (imidazolyl)methane, which corroborates the description of HL1-HL3 as novel binucleating versions of such tris (imidazolyl) methane ligands.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
Megjelenés:Inorganic Chemistry. - 47 : 12 (2008), p. 5278-5292. -
További szerzők:Bauer-Siebenlist, Bernhard Csapó Edit (1983-) (vegyész) Dechert, Sebastian Farkas Etelka (1948-) (vegyész) Meyer, Franc
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