title: Is halogen bonding the basis for iodothyronine deiodinase activity?
abstract: Density functional theory studies of S...X and Se...X (X = Br, I) halogen-bonding interactions are used to interpret the selection of selenium and iodine for thyroid hormone signaling. A new mechanism for dehalogenation in terms of halogen bonding is proposed. The activation barriers for deiodination of an aromatic iodide by MeSeH and MeSH (17.6 and 19.8 kcal/mol) are consistent with the relative rates of deiodination by iodothyronine deiodinase and its cysteine mutant.
authors.affiliation: Department of Chemistry and Biochemistry, Old Dominion University, Norfolk, Virginia 23529, USA. cbayse@odu.edu
authors.forename: Craig A
authors.initials: CA
authors.lastname: Bayse
authors.forename: Erin R
authors.initials: ER
authors.lastname: Rafferty
mesh_terms: D020134:Catalytic Domain; D006847:Hydrocarbons, Iodinated / Q000737:chemistry*; D007453:Iodide Peroxidase / Q000737:chemistry / Q000378:metabolism*; D008958:Models, Molecular; D056004:Molecular Dynamics Simulation; D015394:Molecular Structure; D012643:Selenium / Q000737:chemistry
chemical_list: D006847:Hydrocarbons, Iodinated; D007453:Iodide Peroxidase; D012643:Selenium