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The Exceptional Glutathione Peroxidase‐Like Activity of Di(3‐hydroxypropyl) Selenide and the Unexpected Role of a Novel Spirodioxaselenanonane Intermediate in the Catalytic Cycle
Author(s) -
Back Thomas G.,
Moussa Ziad,
Parvez Masood
Publication year - 2004
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200353128
Subject(s) - selenide , catalytic cycle , thiol , peroxidase , catalysis , glutathione , chemistry , selenium , glutathione peroxidase , oxidative stress , gpx3 , enzyme , biochemistry , organic chemistry
A new mechanism for reducing oxidative stress : Di(3‐hydroxypropyl) selenide has exceptionally high glutathione peroxidase‐like catalytic activity in the reduction of tert ‐butyl hydroperoxide with benzyl thiol. The catalytic cycle proceeds via a novel spirodioxaselenanonane, which was isolated and characterized spectroscopically, as well as by X‐ray crystallography.