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Methionine (Met) plays an important role in the metabolism of cisplatin anticancer drug. Yet, methionine platination in aqueous solution presents a highly complex pattern of interconnected paths and intermediates. This study reports on the reaction of methionine with the active aqua form of cisplatin,  cis -[PtCl(NH 3 ) 2 (H 2 O)] + , isolating the encounter complex of the reactant pair, { cis -[PtCl(NH 3 ) 2 (H 2 O)] + ·Met}, by electrospray ionization. In the unsolvated state, charged intermediates are characterized for their structure and photofragmentation behavior by IR ion spectroscopy combined with quantum-chemical calculations, obtaining an outline of the cisplatin–methionine reaction at a molecular level. To summarize the major findings: (i) the { cis -[PtCl(NH 3 ) 2 (H 2 O)] + ·Met} encounter complex, lying on the reaction coordinate of the Eigen-Wilkins preassociation mechanism for ligand substitution, is delivered in the gas phase and characterized by IR ion spectroscopy; (ii) upon vibrational excitation, ligand exchange occurs within { cis -[PtCl(NH 3 ) 2 (H 2 O)] + ·Met}, releasing water and  cis -[PtCl(NH 3 ) 2 (Met)] + , along the calculated energy profile; (iii) activated  cis -[PtCl(NH 3 ) 2 (Met)] +  ions undergo NH 3  departure, forming a chelate complex, [PtCl(NH 3 )(Met)] + , whose structure is congruent with overwhelming S-Met ligation as the primary coordination step. The latter process involving ammonia loss marks a difference with the prevailing chloride replacement in protic solvent, pointing to the effect of a low-polarity environment.

From Preassociation to Chelation: A Survey of Cisplatin Interaction with Methionine at Molecular Level by IR Ion Spectroscopy and Computations