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Literature summary for 4.2.3.39 extracted from
- The molecular cloning of 8-epicedrol synthase from Artemisia annua (1999), Arch. Biochem. Biophys., 369, 208-212.
Cloned(Commentary)
| Cloned (Comment) | Organism |
|---|---|
| homology-based cloning from a cDNA library, DNA and amino acid sequence determination and analysis, cloning and expression in Escherichia coli strains DH5alpha and BL21(DE3), respectively | Artemisia annua |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| (2E,6E)-farnesyl diphosphate + H2O | Artemisia annua | the enzyme is involved in the artemisinin biosynthesis pathway, overview | 8-epi-cedrol + diphosphate | - |
? |  |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Artemisia annua | Q9LLR9 | gene ecs1 | - |
Reaction
| Reaction | Comment | Organism | Reaction ID |
|---|---|---|---|
| (2E,6E)-farnesyl diphosphate + H2O = 8-epi-cedrol + diphosphate | reaction mechanism and cyclization of 8-epi-cedrol. Allylic carbocation formation, isomerization to nerolidyl diphosphate, and cyclization generate the monocyclic bisabolyl cation, a hydride shift is followed by two cyclizations to yield the cedryl cation, and the reaction is terminated by quenching the tricyclic cation with a hydroxide equivalent to form 8-epicedrol, overview | Artemisia annua |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| (2E,6E)-farnesyl diphosphate + H2O | the enzyme is involved in the artemisinin biosynthesis pathway, overview | Artemisia annua | 8-epi-cedrol + diphosphate | - |
? | |
| (2E,6E)-farnesyl diphosphate + H2O | the native enzyme is specifically producing 8-epi-cedrol, but the enzyme recombinantly expressed in Escherichia coli also produces cedrol, with 8-epi-cedrol and cedrol in a 96:4 ratio, GC-MS product analysis, overview | Artemisia annua | 8-epi-cedrol + diphosphate | - |
? | |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| 8-epicedrol synthase | - |
Artemisia annua |
Temperature Optimum [°C]
| Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 22 | - |
assay at room temperature | Artemisia annua |
pH Optimum
| pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|
| 8 | - |
assay at | Artemisia annua |
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Release 2023.1 (January 2023)
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