By Lester Packer
This exact, cutting-edge reference provides an in depth account of the molecular mechanisms underlying the a number of services of biothiols-emphasizing the organic and scientific implications of interactions among oxidants and biothiols.
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Additional resources for Biothiols in Health and Disease (Antioxidants in Health and Disease Series, 2)
Many reactions that formally involved electron transfer proceed through an intermediate or "innersphere" mechanism. Indeed, some reactants such as ·OH seldom, if ever, react with organic compounds via an outer-sphere mechanism, and in view of the electronic similarity between RS· and RO· it seems likely that many electron-transfer reactions of thiyl radicals involve intermediate complex formation. D Problems Redox equilibration between phenothiazines and thiyl radicals has been used to estimate reduction potentials of thiyl radicals (24,36) using well-established techniques (20) and to investigate other aspects of thiyl radical chemistry (18,22).
2: 961965. 22. (1991) Redox reactions of thiol free radicals with the antioxidants ascorbate and chlorpromazine: role in radioprotection. J. Chem. , Perkin Trans. 2:16811685. 23. , Eriksen, T. , and Merényi, G. (1994) Redox and acidity properties of 4-substituted aniline radical cations in water. J. Am. Chem. Soc. 116:14231427. 24. Wardman, P. (1990) The fate of glutathione thiyl radicals in biological systems. Free Radical Biol. Med. 9 (suppl. 1): 62. 25. , Espenson, J. , and Bakac, A. (1992) Reactions of thiyl radicals with transition-metal complexes.
The approach is exemplified by the data shown in Figure 2, which shows the absorption at 400 nm of the benzyl viologen radical cation (BV·+) produced via via H-abstraction from formate/formic acid by GS·: In these experiments, bromide present in high concentration scavenged ·OH radicals, and the resulting radical oxidized GSH to yield GS· within a few microseconds after the radiation pulse. GS· then abstracted H from formate/ formic acid over tens/hundreds of microseconds. The stepwise pathway shown in Figure 2 is annotated with the approximate half-lives of each step.
Biothiols in Health and Disease (Antioxidants in Health and Disease Series, 2) by Lester Packer