Deiodination of thyroid hormones by iodothyronine deiodinase mimics: does an increase in the reactivity alter the regioselectivity?

Manna, Debasish ; Mugesh, Govindasamy (2011) Deiodination of thyroid hormones by iodothyronine deiodinase mimics: does an increase in the reactivity alter the regioselectivity? Journal of the American Chemical Society, 133 (26). pp. 9980-9983. ISSN 0002-7863

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Official URL: http://pubs.acs.org/doi/abs/10.1021/ja201657s

Related URL: http://dx.doi.org/10.1021/ja201657s

Abstract

Organoselenium compounds as functional mimics of iodothyronine deiodinase are described. The naphthyl-based compounds having two selenol groups are remarkably efficient in the inner-ring deiodination of thyroxine. The introduction of a basic amino group in close proximity to one of the selenol moieties enhances the deiodination. This study suggests that an increase in the nucleophilic reactivity of the conserved Cys residue at the active site of deiodinases is very important for effective deiodination.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:79284
Deposited On:25 Jan 2012 06:37
Last Modified:25 Jan 2012 06:37

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