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Literature summary extracted from
- A chiral high-performance liquid chromatography-tandem mass spectrometry method for the stereospecific analysis of enoyl-coenzyme A hydratases/isomerases (2013), J. Chromatogr. A, 1306, 37-43.
Natural Substrates/ Products (Substrates)
| EC Number | Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 4.2.1.119 | (3R)-3-hydroxyacyl-CoA | Pseudomonas aeruginosa | - |
(2E)-2-enoyl-CoA + H2O | - |
? |  |
| 4.2.1.119 | (3R)-3-hydroxydecanoyl-CoA | Pseudomonas aeruginosa | - |
(2E)-2-decenoyl-CoA + H2O | - |
? | |
Organism
| EC Number | Organism | UniProt | Comment | Textmining |
|---|---|---|---|---|
| 4.2.1.17 | Escherichia coli | - |
- |
- |
| 4.2.1.17 | Pseudomonas aeruginosa | - |
- |
- |
| 4.2.1.119 | Pseudomonas aeruginosa | - |
- |
- |
Substrates and Products (Substrate)
| EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 4.2.1.17 | 2 trans-2-decenoyl-CoA + 2 H2O | Pseudomonas aeruginosa enzyme activity is of both the ECH-1 and ECH-2 type | Pseudomonas aeruginosa | (3S)-3-hydroxydecanoyl-CoA + (3R)-3-hydroxydecanoyl-CoA | R- and S-enantiomers of produced 3-hydroxydecanoate are nearly equally abundant in case of Pseudomonas aeruginosa | ? | |
| 4.2.1.17 | additional information | development of a chiral high-performance liquid chromatography-tandem mass spectrometry method for analysis of stereospecificity of enoyl-coenzyme A hydratases/isomerases, including reaction of the 3-hydroxyl group on the chiral carbon with 3,5-dimethylphenyl isocyanate, resolving of the resulting urethane derivatives, and monitoring of the liberated free hydroxy fatty acid fragment ion, detailed overview | Escherichia coli | ? | - |
? | |
| 4.2.1.17 | additional information | development of a chiral high-performance liquid chromatography-tandem mass spectrometry method for analysis of stereospecificity of enoyl-coenzyme A hydratases/isomerases, including reaction of the 3-hydroxyl group on the chiral carbon with 3,5-dimethylphenyl isocyanate, resolving of the resulting urethane derivatives, and monitoring of the liberated free hydroxy fatty acid fragment ion, detailed overview | Pseudomonas aeruginosa | ? | - |
? | |
| 4.2.1.17 | trans-2-decenoyl-CoA + H2O | Escherichia coli enzyme activity is of the S-specific ECH-1 type | Escherichia coli | (3S)-3-hydroxydecanoyl-CoA | the distribution of R- and S-enantiomers of produced 3-hydroxydecanoate is in favour of the S-enantiomer in case of Escherichia coli | ? | |
| 4.2.1.17 | trans-2-decenoyl-CoA + H2O | Escherichia coli enzyme activity is of the S-specific ECH-1 type | Escherichia coli | (3R)-3-hydroxydecanoyl-CoA | the distribution of R- and S-enantiomers of produced 3-hydroxydecanoate is in favour of the S-enantiomer in case of Escherichia coli | ? | |
| 4.2.1.119 | (3R)-3-hydroxyacyl-CoA | - |
Pseudomonas aeruginosa | (2E)-2-enoyl-CoA + H2O | - |
? | |
| 4.2.1.119 | (3R)-3-hydroxydecanoyl-CoA | - |
Pseudomonas aeruginosa | (2E)-2-decenoyl-CoA + H2O | - |
? | |
| 4.2.1.119 | additional information | development of a chiral HPLC method coupled with tandem mass spectrometry for the sensitive, direct, stereospecific and quantitative analysis of ECH-1/-2 reaction products, or R-/S-3-hydroxyalkanoates in general. The method is based on the reaction of the 3-hydroxyl group on the chiral carbon with 3,5-dimethylphenyl isocyanate, creating aurethane derivative which is then chirally resolved on a chiral HPLC column having 3,5-dimethylphenylcarbamate-derivatized cellulose as the chiral stationary phase. The resolved urethane derivatives are detected using tandem MS in the multiple reactions monitoring negative electrospray ionization mode by monitoring the free hydroxy fatty acid fragment ion liberated from its parent urethane derivative. The method resolves the R-/S-enantiomers of 3-hydroxy fatty acid homologues ranging from C6 to C16, overview | Pseudomonas aeruginosa | ? | - |
? | |
Synonyms
| EC Number | Synonyms | Comment | Organism |
|---|---|---|---|
| 4.2.1.17 | ECH-1 | S-specific | Escherichia coli |
| 4.2.1.17 | ECH-1 | S-specific | Pseudomonas aeruginosa |
| 4.2.1.17 | ECH-2 | R-specific | Escherichia coli |
| 4.2.1.17 | ECH-2 | R-specific | Pseudomonas aeruginosa |
| 4.2.1.17 | R-3-hydroxyacyl-CoA enoyl-CoA hydratase | - |
Pseudomonas aeruginosa |
| 4.2.1.17 | R-3-hydroxyacyl-CoA enoyl-CoA hydratases | - |
Escherichia coli |
| 4.2.1.17 | S-3-hydroxyacyl-CoA enoyl-CoA hydratase | - |
Pseudomonas aeruginosa |
| 4.2.1.17 | S-3-hydroxyacyl-CoA enoyl-CoA hydratases | - |
Escherichia coli |
| 4.2.1.119 | ECH-2 | - |
Pseudomonas aeruginosa |
Temperature Optimum [°C]
| EC Number | Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|---|
| 4.2.1.17 | 30 | - |
assay at | Escherichia coli |
| 4.2.1.17 | 30 | - |
assay at | Pseudomonas aeruginosa |
| 4.2.1.119 | 30 | - |
assay at | Pseudomonas aeruginosa |
pH Optimum
| EC Number | pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|---|
| 4.2.1.17 | 8 | - |
assay at | Escherichia coli |
| 4.2.1.17 | 8 | - |
assay at | Pseudomonas aeruginosa |
| 4.2.1.119 | 8 | - |
assay at | Pseudomonas aeruginosa |
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