title: Density functional theory study of the attack of ebselen on a zinc-finger model.
abstract: Density functional theory and solvent-assisted proton exchange are used to model the attack of ebselen 1 on a zinc-finger model, an important step in the regulation of zinc signaling by reducible selenium compounds. These calculations show that the formation of a selenosulfide bond from an Se···S intermediate complex between 1 and a Cys2His2 zinc-finger model can occur through a moderate activation barrier that is consistent with experimental observations of the relative rates of Zn(2+) release from zinc-finger transcription factors and metallothionein.
authors.affiliation: Department of Chemistry and Biochemistry, Old Dominion University , Hampton Boulevard, Norfolk, Virginia 23529, United States.
authors.forename: Sonia
authors.initials: S
authors.lastname: Antony
authors.forename: Craig A
authors.initials: CA
authors.lastname: Bayse
mesh_terms: D001393:Azoles / Q000737:chemistry*; D054833:Isoindoles; D008954:Models, Biological; D056004:Molecular Dynamics Simulation; D016566:Organoselenium Compounds / Q000737:chemistry*; D011789:Quantum Theory; D016335:Zinc Fingers
chemical_list: D001393:Azoles; D054833:Isoindoles; D016566:Organoselenium Compounds; C042986:ebselen