S-Nitrosothiols: Materials, Reactivity and Mechanisms

Abstract
The article provides a comprehensive view of S-nitrosothiols, chemical behaviour, the pathways leading to their synthesis, their spectral properties, analytical methods of detection and determination, chemical and photochemical reactivity, kinetic aspects and suggested mechanisms. The structure parameters of S-nitrosothiols and the parent thiols are analysed with respect to their effect on the strengthening or weakening the S-NO bond, and in consequence on the S-nitrosothiol stability. This depends also on the ease of S-S bond formation in the product disulphide. These structural features seem to be crucial both to spontaneous as well as to Cu-catalysed decomposition. Principal emphasis is given here to the S-nitrosothiols' ability to act as ligands and to the effect of coordination on the ligand properties. The chemical and photochemical behaviours of the complexes are described in more detail and their roles in chemical and biochemical systems are discussed. The aim of the article is to demonstrate that the contribution of S-nitrosothiols to chemical and biochemical processes is more diverse than supposed hitherto. Nevertheless, their role is predictable and, based on the correlation between structure and reactivity, many important mechanisms of biochemical processes can be interpreted and various applications designed.