New perspectives on the reactions of metal nitrosyls with thiolates as nucleophiles

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Souza, Maykon Lima
Roveda, Antonio Carlos
Pereira, José Clayston Melo [UNESP]
Franco, Douglas Wagner
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The susceptibility of the nitrosonium ligand (NO+) of metal nitrosyls to nucleophilic attack has been reviewed. The reactions of nitroprusside with thiolate (RS-) nucleophiles (H2S, cysteine, glutathione, N-acetylcysteine and others) have been covered, albeit the main focus is on the reactivity of ruthenium nitrosyl ammines (trans-[Ru(NH3)4(L)NO+]n+) with cysteine and glutathione. Kinetic aspects and reaction products are discussed. Nitric oxide (NO) and nitroxyl (HNO) are the primary and main nitrogen-based products of the reactions with RS-. The final nitrogen based product N2O is identified and suggested as the direct product from the dimerization reaction of HNO. The accumulated data strongly suggest that the ratio of [NO]/[HNO] formed is dependent on the [RS-]/[RSH] ratio, which can be controlled by the experimental conditions. Some aspects of thiol-responsive nitric oxide-releasing materials are also discussed.
Cysteine, Glutathione, Nitric oxide, Nitroxyl, Nucleophilic attack, Thiol
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Coordination Chemistry Reviews, v. 306, p. 615-627.