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• W2034385668 endingPage "5952" @default.
• W2034385668 startingPage "5943" @default.
• W2034385668 abstract "Development of inhibitors specific for heme oxygenases (HOs) should aid our understanding of the HO system and facilitate future therapeutic applications. The crystal structure of human HO-1 complexed with 1-(adamantan-1-yl)-2-(1H-imidazol-1-yl)ethanone (3) was determined. This inhibitor binds to the HO-1 distal pocket such that the imidazolyl moiety coordinates with heme iron while the adamantyl group is stabilized by a hydrophobic binding pocket. Distal helix flexibility, coupled with shifts in proximal residues and heme, acts to expand the distal pocket, thus accommodating the bulky inhibitor without displacing heme. Inhibitor binding effectively displaces the catalytically critical distal water ligand. Comparison with the binding of 2-[2-(4-chlorophenyl)ethyl]-2-[1H-imidazol-1-yl)methyl]-1,3-dioxolane (2) revealed a common binding mode, despite differing chemical structures beyond the imidazolyl moiety. The inhibitor binding pocket is flexible, yet contains well-defined subpockets to accommodate appropriate functional groups. On the basis of these structural insights, we rationalize binding features to optimize inhibitor design." @default.
• W2034385668 created "2016-06-24" @default.
• W2034385668 creator A5050847765 @default.
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• W2034385668 date "2008-09-18" @default.
• W2034385668 modified "2023-09-25" @default.
• W2034385668 title "X-ray Crystal Structure of Human Heme Oxygenase-1 in Complex with 1-(Adamantan-1-yl)-2-(1<i>H</i>-imidazol-1-yl)ethanone: A Common Binding Mode for Imidazole-Based Heme Oxygenase-1 Inhibitors" @default.
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• W2034385668 doi "https://doi.org/10.1021/jm800505m" @default.
• W2034385668 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/18798608" @default.
• W2034385668 hasPublicationYear "2008" @default.
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