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Free-Radical Reactions Involving Thiols and Disulphides

  • Clemens von Sonntag
Part of the NATO ASI Series book series (NSSA, volume 197)

Abstract

The RS-H bond is rather weak compared to the RO-H or the R3C-H bonds (Table 1; allylic or biallylic C-H bonds are comparable in strength to or weaker than the S-H bond). For this reason, thiols involved in free-radical reactions may act as a sink for the free spin by suffering H-transfer [e.g. reaction (1)].
$$ ^{ \bullet }C{H_{2}}OH + RSH \to {H_{3}}OH + R{S^{ \bullet }} $$
(1)
In reaction (1), the original compound which has given rise to the radical (in our case methanol) is restored. Therefore such reactions have been termed repair reactions by radiation biologists, or better: chemical repair reactions, in order to distinguish them from the enzymatic repair of radiation damage. Some aspects of chemical repair by thiols will be discussed below, and its biological relevance will be dealt with in the article by C. von Sonntag and H.-P. Schuchmann in this book.

Keywords

Radical Anion Crown Ether Bond Dissociation Energy Pulse Radiolysis Superoxide Radical Anion 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Plenum Press, New York 1990

Authors and Affiliations

  • Clemens von Sonntag
    • 1
  1. 1.Max-Planck-Institut für StrahlenchemieMülheim a.d. RuhrF.R. Germany

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