Reactions of gold(III) ions with ribonuclease A and methionine derivatives in aqueous solution

A spectroscopic and electrochemical investigation of the oxidation pathway of glycyl-d,l-methionine and its N-acetyl derivative induced by gold(III)

“…5). The results from this study together with those obtained in previous studies [33][34][35][36][37] show that gold(III)-induced oxidation of methionine, methionine-containing peptides, and proteins may be important in relation to the severe toxicity of gold-based drugs. Based on the abovementioned hypotheses, studies aimed at investigating the interactions of gold(III) complexes with sulfur-containing peptides can be of great importance for the medical application of gold-based drugs.…”

“…Au(III) is very short-lived in the presence of different biomolecules because it can rapidly oxidize them, thereby being reduced to Au(I). It has been known for some time that Au(III) can oxidize thiols to disulfides [28,29], cleave the disulfide bond of cystine to give the sulfonic acid [28][29][30][31], oxidize dialkyl sulfides to sulfoxide [32], the sulfur atom of the amino acid methionine stereospecifically to methioninesulfoxide [33][34][35][36][37], and can desulfonate thioamides [38]. The structural consequences of these reactions can play an important role in the toxic side effects of gold-based drugs.…”

A study of [Au(ethylenediamine)Cl2]Cl interaction with L-methionine and DL-seleno-methionine by1H and13C NMR spectroscopy

“…They reported that Met binds to cisplatin first by hydrolysis and water is later exchanged by Met-S ligation, which then rearranges to an N, S chelate complex. Thioethers, as thiols, are oxidized into sulphoxide forms by gold complexes, which have been found to be a source for toxicity of gold complexes [9,14]. Several experiments on the reactions of Met with H 2 O 2 and HAuCl 4 were also carried out and results were as follows to prove our assignments.…”

“…Gold complexes have been studied extensively as antiarthritic and anticancer agents during the last four decades [1][2][3][4][5][6][7][8][9][10][11][12][13]. Auranofin and Myocrisin are some examples of gold(I) drugs that have been used for the treatment of rheumatoid arthritis [7,13].…”

Metals in Medicine

“…Gold(iii) can oxidize disulfide bridges in albumin and insulin, [177] and methionine residues of ribonuclease. [178] …”