The oxidation of the sulfinic group of both hypotaurine and cysteine sulfinic acid with production of the respective sulfonate, taurine and cysteic acid is a crucial point for the generation of taurine in mammalian tissues. It has been proposed that the high levels of taurine found in tissues or cells such as sperm, neutrophils and retinal tissue would reflect the turnover of hypotaurine via oxidative reactions and might be viewed as an indirect measure of the oxidative stress associated with such tissues. However, the mechanism of the oxidative reaction of the sulfinic group is not yet clearly defined. Recently, it has been shown that, besides nonspecific oxidants such as UV irradiation, hypochlorite, hydroxyl radical and photochemically generated singlet oxygen, also peroxynitrite mediates the oxidation of both hypotaurine and cysteine sulfinic acid to taurine and cysteic acid, respectively. These findings have been related to the proposed role of hypotaurine as an antioxidant and free radical trapping agent in vivo. According to this, hypotaurine and cysteine sulfinic acid are able to prevent peroxynitrite-mediated reactions such as tyrosine nitration, α1-antiproteinase inactivation and low-density lipoprotein oxidative modification.
The reactivity of hypotaurine and cysteine sulfinic acid with peroxynitrite / Fontana, Mario; Dupre', Silvestro; Pecci, Laura. - STAMPA. - (2006), pp. 15-24. - ADVANCES IN EXPERIMENTAL MEDICINE AND BIOLOGY. [10.1007/978-0-387-33504-9_2].
The reactivity of hypotaurine and cysteine sulfinic acid with peroxynitrite
FONTANA, Mario;DUPRE', Silvestro;PECCI, Laura
2006
Abstract
The oxidation of the sulfinic group of both hypotaurine and cysteine sulfinic acid with production of the respective sulfonate, taurine and cysteic acid is a crucial point for the generation of taurine in mammalian tissues. It has been proposed that the high levels of taurine found in tissues or cells such as sperm, neutrophils and retinal tissue would reflect the turnover of hypotaurine via oxidative reactions and might be viewed as an indirect measure of the oxidative stress associated with such tissues. However, the mechanism of the oxidative reaction of the sulfinic group is not yet clearly defined. Recently, it has been shown that, besides nonspecific oxidants such as UV irradiation, hypochlorite, hydroxyl radical and photochemically generated singlet oxygen, also peroxynitrite mediates the oxidation of both hypotaurine and cysteine sulfinic acid to taurine and cysteic acid, respectively. These findings have been related to the proposed role of hypotaurine as an antioxidant and free radical trapping agent in vivo. According to this, hypotaurine and cysteine sulfinic acid are able to prevent peroxynitrite-mediated reactions such as tyrosine nitration, α1-antiproteinase inactivation and low-density lipoprotein oxidative modification.File | Dimensione | Formato | |
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