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Literature summary extracted from
- Structural characterization of human heme oxygenase-1 in complex with azole-based inhibitors (2010), J. Inorg. Biochem., 104, 324-330.
Cloned(Commentary)
| EC Number | Cloned (Comment) | Organism |
|---|---|---|
| 1.14.14.18 | - |
Homo sapiens |
Crystallization (Commentary)
| EC Number | Crystallization (Comment) | Organism |
|---|---|---|
| 1.14.14.18 | HO-1 in complex with (2-[2-(4-chlorophenyl)ethyl]-2-[1H-imidazol-1-yl)methyl]-1,3-dioxolane to 2.70 A resolution, the heme and helix are shifted by ca. 0.8 A toward the alpha-meso carbon along the alpha-gamma axis of the heme | Rattus norvegicus |
| 1.14.14.18 | HO-1 in complex with 1-(adamantan-1-yl)-2-(1H-imidazol-1-yl)ethanone to a resolution of 1.54 A, the coordinating nitrogen atom of His25 is shifted by 0.91 A while the Fe moiety is shifted by 0.85 A. Distal pocket of in the complex is more-open than that of the native holoenzyme. HO-1 in complex with 4-phenyl-1-(1,2,4-1H-triazol-1-yl)butan-2-one to a resolution of 2.20 A, or in complex with (2R,4S)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-[((5-trifluoromethylpyridin-2-yl)thio)methyl]-1,3-dioxolane | Homo sapiens |
Inhibitors
| EC Number | Inhibitors | Comment | Organism | Structure |
|---|---|---|---|---|
| 1.14.14.18 | (2-[2-(4-chlorophenyl)ethyl]-2-[1H-imidazol-1-yl)methyl]-1,3-dioxolane | - |
Rattus norvegicus |  |
| 1.14.14.18 | (2R,4S)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-[((5-trifluoromethylpyridin-2-yl)thio)methyl]-1,3-dioxolane | - |
Homo sapiens | |
| 1.14.14.18 | (2S, 4S)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-[((4-aminophenyl)thio)methyl]-1,3-dioxolane | azalanstat, potent inhibitor of HO | Homo sapiens | |
| 1.14.14.18 | (2S, 4S)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-[((4-aminophenyl)thio)methyl]-1,3-dioxolane | azalanstat, potent inhibitor of HO; azalanstat, potent inhibitor of HO | Rattus norvegicus | |
| 1.14.14.18 | 1-(adamantan-1-yl)-2-(1H-imidazol-1-yl)ethanone | - |
Homo sapiens | |
| 1.14.14.18 | 1-(adamantan-1-yl)-2-(1H-imidazol-1-yl)ethanone | - |
Rattus norvegicus | |
| 1.14.14.18 | 4-phenyl-1-(1,2,4-1H-triazol-1-yl)butan-2-one | - |
Homo sapiens | |
| 1.14.14.18 | ketoconazole | - |
Rattus norvegicus | |
| 1.14.14.18 | additional information | azole-based, HO-1 inhibitors act in a non-competitive manner with respect to heme. These inhibitors bind to the distal side of heme in the heme-binding pocket with the imidazolyl group in the eastern region of the inhibitor serving as an anchor by coordinating with the heme iron. The western region of the respective inhibitors fits into a hydrophobic pocket that extends back towards the distal side of the heme-binding pocket. The inherent flexibility of the distal helix results in the opening up of the heme-binding pocket so as to accommodate the inhibitor | Homo sapiens | |
| 1.14.14.18 | additional information | azole-based, HO-1 inhibitors act in a non-competitive manner with respect to heme. These inhibitors bind to the distal side of heme in the heme-binding pocket with the imidazolyl group in the eastern region of the inhibitor serving as an anchor by coordinating with the heme iron. The western region of the respective inhibitors fits into a hydrophobic pocket that extends back towards the distal side of the heme-binding pocket. The inherent flexibility of the distal helix results in the opening up of the heme-binding pocket so as to accommodate the inhibitor | Rattus norvegicus |
Localization
| EC Number | Localization | Comment | Organism | GeneOntology No. | Textmining |
|---|---|---|---|---|---|
| 1.14.14.18 | microsome | - |
Rattus norvegicus | - |
- |
Organism
| EC Number | Organism | UniProt | Comment | Textmining |
|---|---|---|---|---|
| 1.14.14.18 | Homo sapiens | P09601 | - |
- |
| 1.14.14.18 | Rattus norvegicus | P06762 | - |
- |
| 1.14.14.18 | Rattus norvegicus | P23711 | - |
- |
Purification (Commentary)
| EC Number | Purification (Comment) | Organism |
|---|---|---|
| 1.14.14.18 | - |
Homo sapiens |
Source Tissue
| EC Number | Source Tissue | Comment | Organism | Textmining |
|---|---|---|---|---|
| 1.14.14.18 | brain | - |
Rattus norvegicus | - |
| 1.14.14.18 | spleen | - |
Rattus norvegicus | - |
Substrates and Products (Substrate)
| EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 1.14.14.18 | heme + electron donor + O2 | - |
Homo sapiens | biliverdin + Fe2+ + CO + oxidized electron donor + H2O | - |
? | |
| 1.14.14.18 | heme + electron donor + O2 | - |
Rattus norvegicus | biliverdin + Fe2+ + CO + oxidized electron donor + H2O | - |
? | |
Synonyms
| EC Number | Synonyms | Comment | Organism |
|---|---|---|---|
| 1.14.14.18 | heme oxygenase-1 | - |
Homo sapiens |
| 1.14.14.18 | heme oxygenase-1 | - |
Rattus norvegicus |
| 1.14.14.18 | HO-1 | - |
Homo sapiens |
| 1.14.14.18 | HO-1 | - |
Rattus norvegicus |
| 1.14.14.18 | HO-2 | - |
Rattus norvegicus |
Cofactor
| EC Number | Cofactor | Comment | Organism | Structure |
|---|---|---|---|---|
| 1.14.14.18 | heme | - |
Homo sapiens | |
| 1.14.14.18 | heme | - |
Rattus norvegicus | |
IC50 Value
| EC Number | IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
|---|---|---|---|---|---|---|
| 1.14.14.18 | 0.00006 | - |
substitution of the chlorophenyl group in the western region to a iodophenyl group | Rattus norvegicus | (2-[2-(4-chlorophenyl)ethyl]-2-[1H-imidazol-1-yl)methyl]-1,3-dioxolane | |
| 1.14.14.18 | 0.00014 | - |
substitution of the chlorophenyl group in the western region to a bromophenyl group | Rattus norvegicus | (2-[2-(4-chlorophenyl)ethyl]-2-[1H-imidazol-1-yl)methyl]-1,3-dioxolane | |
| 1.14.14.18 | 0.0014 | - |
substitution of the chlorophenyl group in the western region to a fluorophenyl group | Rattus norvegicus | (2-[2-(4-chlorophenyl)ethyl]-2-[1H-imidazol-1-yl)methyl]-1,3-dioxolane | |
| 1.14.14.18 | 0.0021 | - |
- |
Homo sapiens | (2R,4S)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-[((5-trifluoromethylpyridin-2-yl)thio)methyl]-1,3-dioxolane | |
| 1.14.14.18 | 0.0025 | - |
- |
Homo sapiens | 4-phenyl-1-(1,2,4-1H-triazol-1-yl)butan-2-one | |
| 1.14.14.18 | 0.004 | - |
- |
Rattus norvegicus | (2-[2-(4-chlorophenyl)ethyl]-2-[1H-imidazol-1-yl)methyl]-1,3-dioxolane | |
| 1.14.14.18 | 0.004 | - |
imidazole variant | Homo sapiens | 4-phenyl-1-(1,2,4-1H-triazol-1-yl)butan-2-one | |
| 1.14.14.18 | 0.0062 | - |
substitution of the chlorophenyl group in the western region to a phenyl group | Rattus norvegicus | (2-[2-(4-chlorophenyl)ethyl]-2-[1H-imidazol-1-yl)methyl]-1,3-dioxolane | |
| 1.14.14.18 | 0.007 | - |
- |
Rattus norvegicus | 1-(adamantan-1-yl)-2-(1H-imidazol-1-yl)ethanone | |
| 1.14.14.18 | 0.089 | - |
1,2,3-triazolyl variant | Homo sapiens | 4-phenyl-1-(1,2,4-1H-triazol-1-yl)butan-2-one | |
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