Reversibility of binding of cisplatin-methionine in proteins by diethyldithiocarbamate or thiourea: a study with model adducts

Coordination of platinum therapeutic agents to met-rich motifs of human copper transport protein1

“…Many model studies have used stable tridentate chelates of diethylenetriamine (dien) in order to suppress ligand loss and focus exclusively on the Pt-S bonding interaction. [43][44][45][46][47][48][49] However, the potential replacement of the pendant ligands on Pt drugs will have important repercussions on the mechanism of action of Ctr1-transported Pt, since the cis-diamminePt(II) core is the active metal complex that binds to DNA to affect its cytotoxic action. Therefore we focus here exclusively on the interactions of hCtr1 peptides with the clinically important drugs themselves.…”

Interactions of the Platinum(II) Complexes with Nitrogen- and Sulfur-Bonding Bio-Molecules in Chronic Lymphocytic Leukemia

“…(Tauben et al, 2002) Comparing the values of rate constants of substitution reactions of [Pt(dien)Cl] + complexes with different thiols and thioethers, (Tauben et al , 2000;Petrović B. & Bugarčić, 2001;Bugarčić & Đorđević, 1998;Lampers & Reedijk, 1990) it was noted a discrepancy of GSH compared to other thiols. GSH is a tripeptide that contains an unusual peptide linkage between the amine group of L-cysteine (which is attached by normal peptide linkage to a L-glycine) and the carboxyl group of the glutamate side-chain, with a L-cysteine molecule at the center.…”

“…& Bugarčić, 2001;Bugarčić & Đorđević, 1998) (Petrović B. & Bugarčić, 2001;Lampers & Reedijk, 1990;Barnham et al , 1994) as a reaction product primarily has been formed complex [Pt(dien)(L-methionine)] 2+ . It was noted that only in very acidic solutions (pH < 1) there is a possibility for protonation of the terminal amino groups of dien ligand, which leads to the opening of one chelate ring and the creation of S,N-chelat.…”

“…(Chen et al, 1998) Reaction between [Pt(dien)Cl] + complexes and Lmethionine was studied in the presence of 5'-GMP, assuming the existence of competition of this two ligands. (Lampers & Reedijk, 1990;Soldatović & Bugarčić, 2005 INO, 5'-IMP and 5'-GMP can coordinate to metal ions via N1 and N7. (Arpalahti & Lehikoinen, 1990;Arpalahti & Lippert, 1990;Caradonna & Lippard, 1988;Bose et al, 1986;Martin, 1999) Under pH = 2.5 only the N7 position of INO, 5'-IMP and 5'-GMP will be free for coordination to the central metal atom, since at this pH the N1 position is protonated.…”

Reactions of trans-[Pt(15NH3)2(H2O)2]2+ with Glutathione

“…The reaction of platinum(II) complexes with sulfur-containing ligands is of interest as it is believed that before the platinum(II) complexes reaching the DNA, they will bind first to the constituents of cells containing sulfur donor (Borch, and Pleasants, 1979;Borch et al, 1980;Bodener et al, 1986a,b;El-Khateeb et al, 1999;Gale et al, 1982;Hadi and Appleton, 2006;Johnson et al, 1985). Lempers et al (1988) and Lempers and Reedijk (1990) have shown that in the reaction of [PtCl(dien)] + with glutathione, a sulfur donor, the products obtained depended on the pH. At pH < 7, the favoured coordinating mode of the thiol group was to bridge two platinum centers, whereas at pH > 7 mononuclear species were preferred.…”