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Literature summary extracted from
- Design, synthesis, and in vitro testing of alpha-methylacyl-CoA racemase inhibitors (2007), J. Med. Chem., 50, 2700-2707.
Application
| EC Number | Application | Comment | Organism |
|---|---|---|---|
| 5.1.99.4 | pharmacology | the enzyme is partially validated as a potential therapeutic target by siRNA knockdown of the AMACR gene, overview | Rattus norvegicus |
Inhibitors
| EC Number | Inhibitors | Comment | Organism | Structure |
|---|---|---|---|---|
| 5.1.99.4 | (24S,25R)-(3R,7R,12R)-trihydroxy-24-fluoro-5beta-cholestan-26-oyl-CoA | competitive inhibition | Rattus norvegicus |  |
| 5.1.99.4 | (2R,3S)-3-fluoro-2-methylhexadecanoyl-CoA | competitive inhibition | Rattus norvegicus | |
| 5.1.99.4 | (2S,3R)-3-fluoro-2-methylhexadecanoyl-CoA | competitive inhibition | Rattus norvegicus | |
| 5.1.99.4 | (R)-ibuprofenoyl-CoA | competitive inhibition | Rattus norvegicus | |
| 5.1.99.4 | (S)-ibuprofenoyl-CoA | competitive inhibition | Rattus norvegicus | |
| 5.1.99.4 | 2-difluoromethylpentadecanoyl-CoA | competitive inhibition | Rattus norvegicus | |
| 5.1.99.4 | 2-methylmyristoyl CoA | competitive inhibition | Rattus norvegicus | |
| 5.1.99.4 | 2-methyloctanoyl CoA | competitive inhibition | Rattus norvegicus | |
| 5.1.99.4 | 2-trifluoromethyltetradecanoic acid | competitive inhibition | Rattus norvegicus | |
| 5.1.99.4 | 2-trifluoromethyltetradecanoyl-CoA | competitive inhibition | Rattus norvegicus | |
| 5.1.99.4 | alpha-trifluoromethyltetradecanoic acid | inhibits growth of cancer cell lines PC3, CWR22 Rv1, and Du145 in a dose-dependent manner due to AMACR inhibition | Rattus norvegicus | |
| 5.1.99.4 | beta-fluorinated branched chain alpha-methylacyl coenzyme A esters analogues | reversible competitive inhibitors, presence of beta-fluorine on the alpha-methyl group or the acyl chain results in a significant lowering of the Ki value compared with nonfluorinated analogs, and this is attributed to a lowering of the pKa of the alpha-proton, facilitating enolization and binding, competitive | Rattus norvegicus | |
| 5.1.99.4 | additional information | design of mechanism-based irreversible inhibitors, 2-methylmyrist-2-enoyl CoA is not an inhibitor, mechanism, overview | Rattus norvegicus |
Localization
| EC Number | Localization | Comment | Organism | GeneOntology No. | Textmining |
|---|---|---|---|---|---|
| 5.1.99.4 | mitochondrion | - |
Rattus norvegicus | 5739 | - |
| 5.1.99.4 | peroxisome | - |
Rattus norvegicus | 5777 | - |
Natural Substrates/ Products (Substrates)
| EC Number | Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 5.1.99.4 | (2S)-2-methylacyl-CoA | Rattus norvegicus | natural substrates are branched chain alpha-methylacyl coenzyme A esters | (2R)-2-methylacyl-CoA | - |
? | |
Organism
| EC Number | Organism | UniProt | Comment | Textmining |
|---|---|---|---|---|
| 5.1.99.4 | Rattus norvegicus | - |
- |
- |
Source Tissue
| EC Number | Source Tissue | Comment | Organism | Textmining |
|---|---|---|---|---|
| 5.1.99.4 | liver | - |
Rattus norvegicus | - |
Substrates and Products (Substrate)
| EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 5.1.99.4 | (25S)-trihydroxycoprostanoyl-CoA | - |
Rattus norvegicus | (25R)-trihydroxycoprostanoyl-CoA | - |
? | |
| 5.1.99.4 | (2S)-2-methylacyl-CoA | - |
Rattus norvegicus | (2R)-2-methylacyl-CoA | - |
? | |
| 5.1.99.4 | (2S)-2-methylacyl-CoA | natural substrates are branched chain alpha-methylacyl coenzyme A esters | Rattus norvegicus | (2R)-2-methylacyl-CoA | - |
? | |
| 5.1.99.4 | (S)-Pristanoyl-CoA | - |
Rattus norvegicus | (R)-Pristanoyl-CoA | - |
? | |
Synonyms
| EC Number | Synonyms | Comment | Organism |
|---|---|---|---|
| 5.1.99.4 | alpha-methylacyl-CoA racemase | - |
Rattus norvegicus |
| 5.1.99.4 | AMACR | - |
Rattus norvegicus |
Temperature Optimum [°C]
| EC Number | Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|---|
| 5.1.99.4 | 37 | - |
assay at | Rattus norvegicus |
pH Optimum
| EC Number | pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|---|
| 5.1.99.4 | 7 | - |
assay at | Rattus norvegicus |
Ki Value [mM]
| EC Number | Ki Value [mM] | Ki Value maximum [mM] | Inhibitor | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 5.1.99.4 | additional information | - |
additional information | inhibition kinetics | Rattus norvegicus | |
| 5.1.99.4 | 0.0009 | - |
2-trifluoromethyltetradecanoyl-CoA | pH 7.0, 37°C | Rattus norvegicus | |
| 5.1.99.4 | 0.0013 | - |
(2R,3S)-3-fluoro-2-methylhexadecanoyl-CoA | pH 7.0, 37°C | Rattus norvegicus | |
| 5.1.99.4 | 0.0023 | - |
(2S,3R)-3-fluoro-2-methylhexadecanoyl-CoA | pH 7.0, 37°C | Rattus norvegicus | |
| 5.1.99.4 | 0.0038 | - |
(24S,25R)-(3R,7R,12R)-trihydroxy-24-fluoro-5beta-cholestan-26-oyl-CoA | pH 7.0, 37°C | Rattus norvegicus | |
| 5.1.99.4 | 0.0054 | - |
(R)-ibuprofenoyl-CoA | pH 7.0, 37°C | Rattus norvegicus | |
| 5.1.99.4 | 0.0192 | - |
(S)-ibuprofenoyl-CoA | pH 7.0, 37°C | Rattus norvegicus | |
| 5.1.99.4 | 0.02 | - |
2-difluoromethylpentadecanoyl-CoA | pH 7.0, 37°C | Rattus norvegicus | |
| 5.1.99.4 | 0.045 | - |
2-methyloctanoyl CoA | pH 7.0, 37°C | Rattus norvegicus | |
| 5.1.99.4 | 0.137 | - |
2-methylmyristoyl CoA | pH 7.0, 37°C | Rattus norvegicus | |
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