Modeling of the 5′-Deiodination of Thyroxine by Iodothyronine Deiodinase: Chemical Corroboration of a Selenenyl Iodide Intermediate

Modeling of the 5′-Deiodination of Thyroxine by Iodothyronine Deiodinase: Chemical Corroboration of a Selenenyl Iodide Intermediate

What makes a good cavity? A molecular cavity enabled the stabilization of a selenenyl iodide (RSeI) intermediate formed in 5′‐deiodination of a thyroxine derivative by an organoselenol (see scheme). The chemical processes proposed for the iodothyronine deiodinase catalytic cycle were experimentally...

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Veröffentlicht in:Angewandte Chemie (International ed.) 2010-01, Vol.49 (3), p.545-547
Hauptverfasser: Goto, Kei, Sonoda, Daiju, Shimada, Keiichi, Sase, Shohei, Kawashima, Takayuki
Format: Artikel
Sprache:eng
Schlagworte:
enzyme models
Iodide Peroxidase - chemistry
Iodides - chemistry
iodine
Models, Biological
Molecular Structure
reactive intermediates
selenium
Selenium - chemistry
steric hindrance
Thyroxine - chemistry
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Zusammenfassung:What makes a good cavity? A molecular cavity enabled the stabilization of a selenenyl iodide (RSeI) intermediate formed in 5′‐deiodination of a thyroxine derivative by an organoselenol (see scheme). The chemical processes proposed for the iodothyronine deiodinase catalytic cycle were experimentally established.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200905796