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Literature summary for 1.1.1.206 extracted from
- Functional characterisation of a tropine-forming reductase gene from Brugmansia arborea, a woody plant species producing tropane alkaloids (2016), Phytochemistry, 127, 12-22.
Cloned(Commentary)
| Cloned (Comment) | Organism |
|---|---|
| gene TRI, DNA and amino acid sequence determination and analysis, sequence comparisons and phylogenetic analysis and tree, functional recombinant overexpression of His-tagged enzyme in Escherichia coli strain Rosetta | Brugmansia arborea |
KM Value [mM]
| KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| additional information | - |
additional information | Michaelis-Menten kinetics | Brugmansia arborea | |
| additional information | - |
additional information | MichaelisMenten kinetics | Datura stramonium | |
| 0.34 | - |
Tropine | pH 9.6, 22°C | Datura stramonium |  |
| 0.46 | - |
4-methylcyclohexanone | pH 6.4, 22°C, recombinant His-tagged enzyme | Brugmansia arborea | |
| 0.56 | - |
Tropine | pH 9.6, 22°C, recombinant His-tagged enzyme | Brugmansia arborea | |
| 2.65 | - |
tropinone | pH 6.4, 22°C, recombinant His-tagged enzyme | Brugmansia arborea | |
| 4.18 | - |
tropinone | pH 6.4, 22°C | Datura stramonium | |
| 5.17 | - |
3-quinuclidinone | pH 9.6, 22°C, recombinant His-tagged enzyme | Brugmansia arborea | |
Molecular Weight [Da]
| Molecular Weight [Da] | Molecular Weight Maximum [Da] | Comment | Organism |
|---|---|---|---|
| 29000 | - |
- |
Brugmansia arborea |
| 29700 | - |
- |
Brugmansia arborea |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| tropinone + NADPH + H+ | Datura stramonium | - |
tropine + NADP+ | - |
r | |
| tropinone + NADPH + H+ | Brugmansia arborea | - |
tropine + NADP+ | - |
r | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Brugmansia arborea | A0A088MI02 | formerly Datura arborea | - |
| Datura stramonium | P50162 | - |
- |
Purification (Commentary)
| Purification (Comment) | Organism |
|---|---|
| recombinant His-tagged enzyme from Escherichia coli strain Rosetta by nickel affinity chromatography | Brugmansia arborea |
Source Tissue
| Source Tissue | Comment | Organism | Textmining |
|---|---|---|---|
| leaf | - |
Brugmansia arborea | - |
| additional information | enzyme BaTRI is expressed in all examined organs but is most abundant in secondary roots | Brugmansia arborea | - |
| root | - |
Brugmansia arborea | - |
| stem | - |
Brugmansia arborea | - |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| 3-quinuclidinone + NADPH + H+ | - |
Datura stramonium | 1-azabicyclo[2.2.2]octan-3-ol + NADP+ | - |
r | |
| 3-quinuclidinone + NADPH + H+ | - |
Brugmansia arborea | 1-azabicyclo[2.2.2]octan-3-ol + NADP+ | - |
r | |
| 4-methylcyclohexanone + NADPH + H+ | - |
Datura stramonium | 4-methylcyclohexanol + NADP+ | - |
r | |
| 4-methylcyclohexanone + NADPH + H+ | - |
Brugmansia arborea | 4-methylcyclohexanol + NADP+ | - |
r | |
| additional information | at pH 6.4, the non-ionizable substrate 4-methylcyclohexanone is uncharged, whereas the nitrogen-containing substrates tropinone and 3-quinuclidinone are positively charged. Enzyme BaTRI exhibits significantly higher apparent affinity for 4-methylcyclohexanone than tropinone and 3-quinuclidinone, of which only the deprotonated fractions can be bound by BaTRI | Brugmansia arborea | ? | - |
? | |
| tropine + NADP+ | - |
Datura stramonium | tropinone + NADPH + H+ | - |
r | |
| tropine + NADP+ | - |
Brugmansia arborea | tropinone + NADPH + H+ | - |
r | |
| tropinone + NADPH + H+ | - |
Datura stramonium | tropine + NADP+ | - |
r | |
| tropinone + NADPH + H+ | - |
Brugmansia arborea | tropine + NADP+ | - |
r | |
Subunits
| Subunits | Comment | Organism |
|---|---|---|
| ? | x * 29000, recombinant enzyme, SDS-PAGE, x * 29700, about, sequence calculation | Brugmansia arborea |
| More | enzyme three-dimensional structure molecular modeling, overview | Brugmansia arborea |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| BaTRI | - |
Brugmansia arborea |
| DsTRI | - |
Datura stramonium |
| TRI | - |
Datura stramonium |
| TRI | - |
Brugmansia arborea |
| tropine-forming reductase | - |
Datura stramonium |
| tropine-forming reductase | - |
Brugmansia arborea |
Turnover Number [1/s]
| Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.54 | - |
3-quinuclidinone | pH 9.6, 22°C, recombinant His-tagged enzyme | Brugmansia arborea | |
| 2.4 | - |
tropinone | pH 6.4, 22°C | Datura stramonium | |
| 2.93 | - |
tropinone | pH 6.4, 22°C, recombinant His-tagged enzyme | Brugmansia arborea | |
| 3.3 | - |
Tropine | pH 9.6, 22°C | Datura stramonium | |
| 4.67 | - |
4-methylcyclohexanone | pH 6.4, 22°C, recombinant His-tagged enzyme | Brugmansia arborea | |
| 5.69 | - |
Tropine | pH 9.6, 22°C, recombinant His-tagged enzyme | Brugmansia arborea | |
pH Optimum
| pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|
| 6.8 | 8 | tropinone reduction reaction | Datura stramonium |
| 6.8 | 8 | tropinone reduction reaction | Brugmansia arborea |
| 9.6 | - |
tropine oxidation reaction | Brugmansia arborea |
| 9.9 | - |
tropine oxidation reaction | Datura stramonium |
Cofactor
| Cofactor | Comment | Organism | Structure |
|---|---|---|---|
| NADP+ | - |
Datura stramonium | |
| NADP+ | - |
Brugmansia arborea | |
| NADPH | - |
Datura stramonium | |
| NADPH | - |
Brugmansia arborea | |
pI Value
| Organism | Comment | pI Value Maximum | pI Value |
|---|---|---|---|
| Datura stramonium | sequence calculation | - |
5.79 |
| Brugmansia arborea | sequence calculation | - |
5.79 |
General Information
| General Information | Comment | Organism |
|---|---|---|
| evolution | enzyme TRI belongs to the family of short chain dehydrogenases/reductases (SDRs) that catalyse NAD(P)(H)-dependent redox reactions | Datura stramonium |
| evolution | enzyme TRI belongs to the family of short chain dehydrogenases/reductases (SDRs) that catalyse NAD(P)(H)-dependent redox reactions | Brugmansia arborea |
| metabolism | two tropinone reductases (TRs) constitute an important branch point in the tropanalkaloid biosynthetic pathway. Tropinone reductase I or tropine-forming reductase, EC 1.1.1.206, reduces tropinone to tropine during tropanalkaloid biosynthesis, whereas tropinone reductase II, EC 1.1.1.236, reduces tropinone to pseudotropine, diverging metabolic flux to nortropane calystegine A3. TRI activity controls metabolic flux towards hyoscyamine and downstream tropanalkaloids' biosynthesis | Datura stramonium |
| metabolism | two tropinone reductases (TRs) constitute an important branch point in the tropanalkaloid biosynthetic pathway. Tropinone reductase I or tropine-forming reductase, EC 1.1.1.206, reduces tropinone to tropine during tropanalkaloid biosynthesis, whereas tropinone reductase II, EC 1.1.1.236, reduces tropinone to pseudotropine, diverging metabolic flux to nortropane calystegine A3. TRI activity controls metabolic flux towards hyoscyamine and downstream tropanalkaloids' biosynthesis | Brugmansia arborea |
| additional information | enzyme three-dimensional structure molecular modeling, overview | Brugmansia arborea |
kcat/KM [mM/s]
| kcat/KM Value [1/mMs-1] | kcat/KM Value Maximum [1/mMs-1] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.1045 | - |
3-quinuclidinone | pH 9.6, 22°C, recombinant His-tagged enzyme | Brugmansia arborea | |
| 0.574 | - |
tropinone | pH 6.4, 22°C | Datura stramonium | |
| 1.106 | - |
tropinone | pH 6.4, 22°C, recombinant His-tagged enzyme | Brugmansia arborea | |
| 9.706 | - |
Tropine | pH 9.6, 22°C | Datura stramonium | |
| 10.15 | - |
4-methylcyclohexanone | pH 6.4, 22°C, recombinant His-tagged enzyme | Brugmansia arborea | |
| 10.16 | - |
Tropine | pH 9.6, 22°C, recombinant His-tagged enzyme | Brugmansia arborea | |
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Release 2023.1 (January 2023)
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