Selenol Nitrosation and  Se ‐Nitrososelenol Homolysis: A Reaction Path with Possible Biochemical Implications | Zendy

Wismach Cathleen | Zendy; du Mont WolfWalther | Zendy; Jones Peter G. | Zendy; Ernst Ludger | Zendy; Papke Ulrich | Zendy; Mugesh Govindasamy | Zendy; Kaim Wolfgang | Zendy; Wanner Matthias | Zendy; Becker Klaus D. | Zendy

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Selenol Nitrosation and Se ‐Nitrososelenol Homolysis: A Reaction Path with Possible Biochemical Implications

Author(s) -

Wismach Cathleen,

du Mont WolfWalther,

Jones Peter G.,

Ernst Ludger,

Papke Ulrich,

Mugesh Govindasamy,

Kaim Wolfgang,

Wanner Matthias,

Becker Klaus D.

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.200453872

Subject(s) - nitrosation , homolysis , chemistry , nitrite , in vivo , alkyl , medicinal chemistry , organic chemistry , stereochemistry , radical , biology , nitrate , genetics

The nitrosation of selenol 1 with an alkyl nitrite (see scheme) at −78 °C generated the first Se ‐nitrososelenol 2 , which was identified by IR spectroscopy and further proven by its 1,4‐addition to dimethylbutadiene. Compound 2 decomposes rapidly to give 3 . The experiments may give insight into the interactions of selenoproteins with NO in vivo.

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