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Literature summary for 4.2.1.1 extracted from
- Kinetic and docking studies of cytosolic/tumor-associated carbonic anhydrase isozymes I, II and IX with some hydroxylic compounds (2016), J. Enzyme Inhib. Med. Chem., 31, 1214-1220 .
Cloned(Commentary)
| Cloned (Comment) | Organism |
|---|---|
| recombinant expression of GST-tagged isozyme hCA IX in Escherichia coli strain BL21 Codon Plus | Homo sapiens |
Inhibitors
| Inhibitors | Comment | Organism | Structure |
|---|---|---|---|
| (2E)-2-[(4-hydroxy-3-methylphenyl)methylidene]-N-(5-sulfanylidene-4,5-dihydro-1,3,4-thiadiazol-2-yl)hydrazine-1-carboxamide | - |
Homo sapiens |  |
| (2E)-2-[(4-hydroxyphenyl)methylidene]-N-(5-sulfanylidene-4,5-dihydro-1,3,4-thiadiazol-2-yl)hydrazine-1-carboxamide | - |
Homo sapiens | |
| 2-coumaric acid | - |
Homo sapiens | |
| acetazolamide | i.e. 5-acetamido-1,3,4-thiadiazole-2-sulfonamide; i.e. 5-acetamido-1,3,4-thiadiazole-2-sulfonamide; i.e. 5-acetamido-1,3,4-thiadiazole-2-sulfonamide | Homo sapiens | |
| catechol | - |
Homo sapiens | |
| curcumin | - |
Homo sapiens | |
| dobutamin | - |
Homo sapiens | |
| dobutamine | - |
Homo sapiens | |
| additional information | inhibitor synthesis and isozyme in silico docking study using enzyme structure, PDB ID 2FW4, modeling; inhibitor synthesis and isozyme in silico docking study using enzyme structure, PDB ID 3IAI, modeling. No inhibition by pyrogallol; inhibitor synthesis and isozyme in silico docking study using enzyme structure, PDB ID 5AML, modeling | Homo sapiens | |
| N-(1-(2-hydroxyphenylamino)-3-methyl-1-oxobutan-2-ylcarbamothioyl)benzamide | i.e. NK-154, binding structure, overview; i.e. NK-154, binding structure, overview; i.e. NK-154, binding structure, overview | Homo sapiens | |
| N-(1-(2-hydroxyphenylamino)-4-methyl-1-oxopentan-2-ylcarbamothioyl) benzamide | i.e. NK-168, binding structure, overview; i.e. NK-168, binding structure, overview; i.e. NK-168, binding structure, overview | Homo sapiens | |
| phenol | - |
Homo sapiens | |
| propofol | - |
Homo sapiens | |
| pyrogallol | - |
Homo sapiens | |
| resorcinol | - |
Homo sapiens | |
| resveratrol | - |
Homo sapiens | |
| salicylic acid | - |
Homo sapiens | |
| thioxolone | - |
Homo sapiens | |
Metals/Ions
| Metals/Ions | Comment | Organism | Structure |
|---|---|---|---|
| Zn2+ | required, metalloenzyme | Homo sapiens | |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| H2CO3 | Homo sapiens | - |
CO2 + H2O | - |
r | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Homo sapiens | P00915 | - |
- |
| Homo sapiens | P00918 | - |
- |
| Homo sapiens | Q16790 | - |
- |
Purification (Commentary)
| Purification (Comment) | Organism |
|---|---|
| native isozyme hCA I from erythrocytes isolated from human blood by cellulose-benzyl-sulfanilamide affinity chromatography, elution with 1 M NaCl/25 mM Na2HPO4, pH 6.3 | Homo sapiens |
| native isozyme hCA II from erythrocytes isolated from human blood by cellulose-benzyl-sulfanilamide affinity chromatography, elution with 0.1 M CH3COONa/0.5 M NaClO4, pH 5.6 | Homo sapiens |
| recombinant GST-tagged isozyme hCA IX from Escherichia coli strain BL21 Codon Plus by glutathione affinity chromatography and sulfonamide affinity chromatography | Homo sapiens |
Source Tissue
| Source Tissue | Comment | Organism | Textmining |
|---|---|---|---|
| erythrocyte | - |
Homo sapiens | - |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| H2CO3 | - |
Homo sapiens | CO2 + H2O | - |
r | |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| alpha-CA | - |
Homo sapiens |
| CA1 | - |
Homo sapiens |
| CA2 | - |
Homo sapiens |
| CA9 | - |
Homo sapiens |
| carbonic anhydrase 1 | - |
Homo sapiens |
| carbonic anhydrase 2 | - |
Homo sapiens |
| carbonic anhydrase 9 | - |
Homo sapiens |
| hCA I | - |
Homo sapiens |
| HCA II | - |
Homo sapiens |
| hCA IX | - |
Homo sapiens |
Ki Value [mM]
| Ki Value [mM] | Ki Value maximum [mM] | Inhibitor | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.000012 | - |
acetazolamide | pH 8.3, 22°C | Homo sapiens | |
| 0.000025 | - |
acetazolamide | pH 8.3, 22°C | Homo sapiens | |
| 0.000068 | - |
N-(1-(2-hydroxyphenylamino)-4-methyl-1-oxopentan-2-ylcarbamothioyl) benzamide | pH 8.3, 22°C | Homo sapiens | |
| 0.000074 | - |
N-(1-(2-hydroxyphenylamino)-3-methyl-1-oxobutan-2-ylcarbamothioyl)benzamide | pH 8.3, 22°C | Homo sapiens | |
| 0.00025 | - |
acetazolamide | pH 8.3, 22°C | Homo sapiens | |
| 0.00038 | - |
curcumin | pH 8.3, 22°C | Homo sapiens | |
| 0.00048 | - |
dobutamin | pH 8.3, 22°C | Homo sapiens | |
| 0.000481 | - |
N-(1-(2-hydroxyphenylamino)-3-methyl-1-oxobutan-2-ylcarbamothioyl)benzamide | above, pH 8.3, 22°C | Homo sapiens | |
| 0.00049 | - |
N-(1-(2-hydroxyphenylamino)-4-methyl-1-oxopentan-2-ylcarbamothioyl) benzamide | above, pH 8.3, 22°C | Homo sapiens | |
| 0.00054 | - |
pyrogallol | pH 8.3, 22°C | Homo sapiens | |
| 0.00192 | - |
dobutamin | pH 8.3, 22°C | Homo sapiens | |
| 0.00241 | - |
curcumin | pH 8.3, 22°C | Homo sapiens | |
| 0.0031 | - |
2-coumaric acid | pH 8.3, 22°C | Homo sapiens | |
| 0.00334 | - |
(2E)-2-[(4-hydroxy-3-methylphenyl)methylidene]-N-(5-sulfanylidene-4,5-dihydro-1,3,4-thiadiazol-2-yl)hydrazine-1-carboxamide | pH 8.3, 22°C | Homo sapiens | |
| 0.00383 | - |
(2E)-2-[(4-hydroxyphenyl)methylidene]-N-(5-sulfanylidene-4,5-dihydro-1,3,4-thiadiazol-2-yl)hydrazine-1-carboxamide | pH 8.3, 22°C | Homo sapiens | |
| 0.00405 | - |
curcumin | pH 8.3, 22°C | Homo sapiens | |
| 0.0055 | - |
phenol | pH 8.3, 22°C | Homo sapiens | |
| 0.0071 | - |
salicylic acid | pH 8.3, 22°C | Homo sapiens | |
| 0.00715 | - |
(2E)-2-[(4-hydroxyphenyl)methylidene]-N-(5-sulfanylidene-4,5-dihydro-1,3,4-thiadiazol-2-yl)hydrazine-1-carboxamide | pH 8.3, 22°C | Homo sapiens | |
| 0.00741 | - |
pyrogallol | pH 8.3, 22°C | Homo sapiens | |
| 0.0077 | - |
resorcinol | pH 8.3, 22°C | Homo sapiens | |
| 0.00787 | - |
salicylic acid | pH 8.3, 22°C | Homo sapiens | |
| 0.00803 | - |
(2E)-2-[(4-hydroxyphenyl)methylidene]-N-(5-sulfanylidene-4,5-dihydro-1,3,4-thiadiazol-2-yl)hydrazine-1-carboxamide | pH 8.3, 22°C | Homo sapiens | |
| 0.0088 | - |
phenol | pH 8.3, 22°C | Homo sapiens | |
| 0.0092 | - |
2-coumaric acid | pH 8.3, 22°C | Homo sapiens | |
| 0.00982 | - |
dobutamine | pH 8.3, 22°C | Homo sapiens | |
| 0.0099 | - |
catechol | pH 8.3, 22°C | Homo sapiens | |
| 0.0099 | - |
salicylic acid | pH 8.3, 22°C | Homo sapiens | |
| 0.0102 | - |
phenol | pH 8.3, 22°C | Homo sapiens | |
| 0.021 | - |
(2E)-2-[(4-hydroxy-3-methylphenyl)methylidene]-N-(5-sulfanylidene-4,5-dihydro-1,3,4-thiadiazol-2-yl)hydrazine-1-carboxamide | pH 8.3, 22°C | Homo sapiens | |
| 0.0697 | - |
resorcinol | pH 8.3, 22°C | Homo sapiens | |
| 0.115 | - |
catechol | pH 8.3, 22°C | Homo sapiens | |
| 0.35 | - |
(2E)-2-[(4-hydroxy-3-methylphenyl)methylidene]-N-(5-sulfanylidene-4,5-dihydro-1,3,4-thiadiazol-2-yl)hydrazine-1-carboxamide | pH 8.3, 22°C | Homo sapiens | |
| 0.795 | - |
resorcinol | pH 8.3, 22°C | Homo sapiens | |
| 1 | - |
2-coumaric acid | above, pH 8.3, 22°C | Homo sapiens | |
| 1 | - |
N-(1-(2-hydroxyphenylamino)-3-methyl-1-oxobutan-2-ylcarbamothioyl)benzamide | above, pH 8.3, 22°C | Homo sapiens | |
| 1 | - |
N-(1-(2-hydroxyphenylamino)-4-methyl-1-oxopentan-2-ylcarbamothioyl) benzamide | above, pH 8.3, 22°C | Homo sapiens | |
| 4.003 | - |
catechol | pH 8.3, 22°C | Homo sapiens | |
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