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Literature summary for 1.3.1.107 extracted from
- Sanguinarine reductase, a key enzyme of benzophenanthridine detoxification (2006), Plant Cell Environ., 29, 291-302.
KM Value [mM]
| KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.0095 | - |
sanguinarine | pH 7.5, 22°C | Eschscholzia californica |  |
Localization
| Localization | Comment | Organism | GeneOntology No. | Textmining |
|---|---|---|---|---|
| soluble | - |
Eschscholzia californica | - |
- |
Molecular Weight [Da]
| Molecular Weight [Da] | Molecular Weight Maximum [Da] | Comment | Organism |
|---|---|---|---|
| 29430 | - |
HPLCmass spectrometry | Eschscholzia californica |
| 29432 | - |
x * 29432, HPLC-MS | Eschscholzia californica |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| dihydrochelirubine + NAD(P)+ | Eschscholzia californica | key reaction of benzophenanthridine detoxification. Detoxifying the phytoalexin sanguinarine produced by Eschscholzia californica (California poppy) itself, when it binds to the cell wall of the poppy cell | chelirubine + NAD(P)H + H+ | - |
ir | |
| dihydrosanguinarine + NAD(P)+ | Eschscholzia californica | key reaction of benzophenanthridine detoxification. Detoxifying the phytoalexin sanguinarine produced by Eschscholzia californica (California poppy) itself, when it binds to the cell wall of the poppy cell | sanguinarine + NAD(P)H + H+ | - |
ir | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Eschscholzia californica | D5JWB3 | - |
- |
Purification (Commentary)
| Purification (Comment) | Organism |
|---|---|
- |
Eschscholzia californica |
Reaction
| Reaction | Comment | Organism | Reaction ID |
|---|---|---|---|
| dihydrochelirubine + NAD(P)+ = chelirubine + NAD(P)H + H+ | (2) | Eschscholzia californica | |
| dihydrosanguinarine + NAD(P)+ = sanguinarine + NAD(P)H + H+ | (1) | Eschscholzia californica |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| chelerythrine + NAD(P)H + H+ | - |
Eschscholzia californica | dihydrochelerythrine + NAD(P)+ | - |
? | |
| dihydrochelirubine + NAD(P)+ | key reaction of benzophenanthridine detoxification. Detoxifying the phytoalexin sanguinarine produced by Eschscholzia californica (California poppy) itself, when it binds to the cell wall of the poppy cell | Eschscholzia californica | chelirubine + NAD(P)H + H+ | - |
ir | |
| dihydrochelirubine + NADP+ | dihydrochelirubine i.e. 5-methoxy-13-methyl-13,14-dihydro-2H,10H-[1,3]dioxolo[4,5-i][1,3]dioxolo[4',5':4,5]benzo[1,2-c]phenanthridinium. At alkaloid concentration below 0.1 mM, the reaction velocity is about threefold higher with NADPH than with NADH. Higher alkaloid concentrations cause the NADPH-dependent reduction to slow down, but not the NADH-driven reduction | Eschscholzia californica | chelirubine + NADPH + H+ | chelirubine i.e. 5-methoxy-13-methyl-2H,10H-[1,3]dioxolo[4,5-i][1,3]dioxolo[4',5':4,5]benzo[1,2-c]phenanthridinium | ir | |
| dihydrosanguinarine + NAD(P)+ | key reaction of benzophenanthridine detoxification. Detoxifying the phytoalexin sanguinarine produced by Eschscholzia californica (California poppy) itself, when it binds to the cell wall of the poppy cell | Eschscholzia californica | sanguinarine + NAD(P)H + H+ | - |
ir | |
| dihydrosanguinarine + NAD+ | dihydrosanguinarine i.e. 13-methyl-13,14-dihydro-2H,10H-[1,3]dioxolo[4,5-i][1,3]dioxolo[4',5':4,5]benzo[1,2-c]phenanthridine. At alkaloid concentration below 0.1 mM, the reaction velocity is about threefold higher with NADPH than with NADH. Higher alkaloid concentrations cause the NADPH-dependent reduction to slow down, but not the NADH-driven reduction | Eschscholzia californica | sanguinarine + NADH + H+ | sanguinarine i.e. 13-methyl-2H,10H-[1,3]dioxolo[4,5-i][1,3]dioxolo[4',5':4,5]benzo[1,2-c]phenanthridinium | ir | |
| dihydrosanguinarine + NADP+ | dihydrosanguinarine i.e. 13-methyl-13,14-dihydro-2H,10H-[1,3]dioxolo[4,5-i][1,3]dioxolo[4',5':4,5]benzo[1,2-c]phenanthridine. At alkaloid concentration below 0.1 mM, the reaction velocity is about threefold higher with NADPH than with NADH. Higher alkaloid concentrations cause the NADPH-dependent reduction to slow down, but not the NADH-driven reduction | Eschscholzia californica | sanguinarine + NADPH + H+ | sanguinarine i.e. 13-methyl-2H,10H-[1,3]dioxolo[4,5-i][1,3]dioxolo[4',5':4,5]benzo[1,2-c]phenanthridinium | ir | |
| sanguinarine + NADH + H+ | sanguinarine is converted 1.3times faster than chelerythrine. The reduction cannot be reversed by increasing the product concentrations, i.e. even a hundredfold excess of NAD(P)+ does not cause a detectable oxidation of added dihydrosanguinarine | Eschscholzia californica | dihydrosanguinarine + NAD+ | - |
ir | |
| sanguinarine + NADPH + H+ | - |
Eschscholzia californica | dihydrosanguinarine + NADP+ | - |
? | |
Subunits
| Subunits | Comment | Organism |
|---|---|---|
| ? | x * 29432, HPLC-MS | Eschscholzia californica |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| SARED1 | - |
Eschscholzia californica |
Temperature Optimum [°C]
| Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 22 | - |
assay at | Eschscholzia californica |
pH Optimum
| pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|
| 6.5 | 7.5 | - |
Eschscholzia californica |
Cofactor
| Cofactor | Comment | Organism | Structure |
|---|---|---|---|
| NADH | at alkaloid concentration below 0.1 mM, the reaction velocity is about threefold higher with NADPH than with NADH. Higher alkaloid concentrations cause the NADPH-dependent reduction to slow down, but not the NADH-driven reduction | Eschscholzia californica | |
| NADH | below alkaloid substrate concentrations of 10 microM, the reaction velocity is about threefold higher with NADPH than with NADH and increases with the alkaloid concentration. Higher alkaloid concentrations cause the NADPH-dependent reduction to slow down, but not the NADH-driven reduction | Eschscholzia californica | |
| NADPH | at alkaloid concentration below 0.1 mM, the reaction velocity is about threefold higher with NADPH than with NADH. Higher alkaloid concentrations cause the NADPH-dependent reduction to slow down, but not the NADH-driven reduction | Eschscholzia californica | |
| NADPH | below alkaloid substrate concentrations of 10 microM, the reaction velocity is about threefold higher with NADPH than with NADH and increases with the alkaloid concentration. Higher alkaloid concentrations cause the NADPH-dependent reduction to slow down, but not the NADH-driven reduction | Eschscholzia californica | |
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Release 2023.1 (January 2023)
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