Details

Autor(en) / Beteiligte

• García, Begoña
• Garcia-Tojal, Javier
• Ruiz, Rebeca
• Gil-García, Ruben
• Ibeas, Saturnino
• Donnadieu, Bruno
• Leal, José M.

Titel

Interaction of the DNA bases and their mononucleotides with pyridine-2-carbaldehyde thiosemicarbazonecopper(II) complexes. Structure of the cytosine derivative

Ist Teil von

• Journal of inorganic biochemistry, 2008-10, Vol.102 (10), p.1892-1900

Ort / Verlag

United States: Elsevier Inc

Erscheinungsjahr

2008

Link zum Volltext

Quelle

MEDLINE

Beschreibungen/Notizen

• Experimental studies of the binding interactions of [CuL(NO 3)] and [{CuL′(NO 3)} 2] (HL = pyridine-2-carbaldehyde thiosemicarbazone, and HL′ = pyridine-2-carbaldehyde 4N-methylthiosemicarbazone) with adenine, guanine, cytosine, thymine and their mononucleotides ( dNMP), 2-deoxyadenosine-5′-monophosphate, ( dAMP), 2′-deoxyguanosine-5′-monophosphate, ( dGMP), 2′-deoxycytidine-5′-monophpsphate ( dCMP), and thymidine-5′-monophosphate ( dTMP) have been carried out in aqueous solution at pH 6.0, I = 0.1 M (NaClO 4) and T = 25 °C. The complexation constants of these compounds, calculated by Hildebrand–Benesi plots for the dye binding, D, ([CuL] or [CuL′]) to the nucleobases or nucleotides (P), have shown two linear stretches in adenine, guanine, dAMP and dGMP. The data were analyzed in terms of formation of 1:1 DP and 1:2 DP 2 complexes with increasing purine base or nucleotide content. For cytosine and dCMP only 1:1 complexes have been observed, whereas for thymine and dTMP such complex structures were not observed. The [CuL(Hcyt)](ClO 4) cytosine derivative has been isolated and characterized. The crystal structure consists of perchlorate ions and [CuL(Hcyt)] + monomers attached by hydrogen bond, chelate π−ring and anion–π interactions. The Cu 2+ ions bind to the NNS chelating moiety of the thiosemicarbazone ligand and the cytosine N13 site (N3, most common notation) yielding a square-planar geometry. A pseudocoordination to the cytosine O12 site (=O2) can also be considered.