du Mont, Wolf-Walther ; Mugesh, Govindasamy ; Wismach, Cathleen ; Jones, Peter G. (2001) Reactions of organoselenenyl iodides with thiouracil drugs: an enzyme mimetic study on the inhibition of iodothyronine deiodinase Angewandte Chemie International Edition, 40 (13). pp. 2486-2489. ISSN 1433-7851
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Official URL: http://onlinelibrary.wiley.com/doi/10.1002/1521-37...
Related URL: http://dx.doi.org/10.1002/1521-3773(20010702)40:137lt;2486::AID-ANIE2486>3.0.CO;2-N
Abstract
The proposed mechanism of iodothyronine deiodinase inhibition by the thiourea-derived drugs 6-n-propylthiouracil (PTU) and 6-methylthiouracil is supported by experimental evidence. Model reactions with sterically or coordinatively stabilized organoselenyl iodides as enzyme-mimetic substrates (E-SeI; see scheme) support the proposal that PTU reacts not with the enzyme but with the enzyme-SeI intermediate containing a covalent Se-I bond, and suggest that the Se-I bond is kinetically activated by basic amino acid groups such as histidine.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to John Wiley and Sons. |
| Keywords: | Antithyroid Drugs; Deiodinases; Enzyme Inhibitors; Selenium; Selenoenzymes |
| ID Code: | 79342 |
| Deposited On: | 25 Jan 2012 05:59 |
| Last Modified: | 25 Jan 2012 05:59 |
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