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Literature summary for 3.1.1.35 extracted from
- The metabolism of aromatic compounds in higher plants (1962), J. Biol. Chem., 237, 1653-1656.
Inhibitors
| Inhibitors | Comment | Organism | Structure |
|---|---|---|---|
| CaCl2 | no effect at a concentration of 3.3 mM | Melilotus albus |  |
| CoCl2 | 23% inhibition at a concentration of 1.6 mM | Melilotus albus | |
| CuSO4 | 100% inhibition at a concentration of 3.3 mM | Melilotus albus | |
| delta-D-gluconolactone | no effect at a concentration of 3.3 mM | Melilotus albus | |
| iodoacetamide | no effect at a concentration of 3.3 mM | Melilotus albus | |
| MgCl2 | no effect at a concentration of 3.3 mM | Melilotus albus | |
| MnCl2 | no effect at a concentration of 3.3 mM | Melilotus albus | |
| NaF | 20% inhibition at a concentration of 3.3 mM | Melilotus albus | |
| NiCl2 | 54% inhibition at a concentration of 3.3 mM | Melilotus albus | |
| ZnCl2 | 85% inhibition at a concentration of 3.3 mM | Melilotus albus | |
KM Value [mM]
| KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.24 | - |
dihydrocoumarin | - |
Melilotus albus | |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| 3,4-dihydrocoumarin + H2O | Melilotus albus | coumarin is converted to dihydrocoumarin by hydrogenation | ? | - |
? | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Anthoxanthum occidentale | - |
Buckl. | - |
| Anthoxanthum occidentale Buckl. | - |
Buckl. | - |
| Medicago sativa | - |
L., alfalfa | - |
| Melilotus albus | - |
Desr., white sweet clover | - |
| Melilotus officinalis | - |
Lam., yellow sweet clover | - |
| no activity in Hordeum vulgare | - |
barley | - |
| Trifolium pratense | - |
L., red clover | - |
Purification (Commentary)
| Purification (Comment) | Organism |
|---|---|
| 89fold | Melilotus albus |
Source Tissue
| Source Tissue | Comment | Organism | Textmining |
|---|---|---|---|
| root | 22 micromole/min activity per g fresh weight | Melilotus albus | - |
| seedling | - |
Melilotus albus | - |
| shoot | 64 micromole/min activity per g fresh weight | Melilotus albus | - |
Specific Activity [micromol/min/mg]
| Specific Activity Minimum [µmol/min/mg] | Specific Activity Maximum [µmol/min/mg] | Comment | Organism |
|---|---|---|---|
| 1636 | - |
dihydrocoumarin as substrate, after a 4-step purification | Melilotus albus |
Storage Stability
| Storage Stability | Organism |
|---|---|
| -10°C, acetone powder from seedlings, over 6 months, less than 10% loss of activity | Melilotus albus |
| -10°C, at pH 7, preparations containing more than 5 mg per ml of protein, 12 months, less than 10% loss of activity | Melilotus albus |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| 3,4-dihydrocoumarin + H2O | - |
Medicago sativa | 3-(2-hydroxyphenyl)propionic acid | - |
? | |
| 3,4-dihydrocoumarin + H2O | - |
Melilotus officinalis | 3-(2-hydroxyphenyl)propionic acid | - |
? | |
| 3,4-dihydrocoumarin + H2O | - |
Trifolium pratense | 3-(2-hydroxyphenyl)propionic acid | - |
? | |
| 3,4-dihydrocoumarin + H2O | - |
Anthoxanthum occidentale | 3-(2-hydroxyphenyl)propionic acid | - |
? | |
| 3,4-dihydrocoumarin + H2O | 60% of the activity compared to 7-hydroxydihydrocoumarin | Melilotus albus | 3-(2-hydroxyphenyl)propionic acid | - |
? | |
| 3,4-dihydrocoumarin + H2O | - |
Anthoxanthum occidentale Buckl. | 3-(2-hydroxyphenyl)propionic acid | - |
? | |
| 3,4-dihydrocoumarin + H2O | coumarin is converted to dihydrocoumarin by hydrogenation | Melilotus albus | ? | - |
? | |
| 3H-benzofuran-2-one + H2O | 16% of the activity compared to 7-hydroxydihydrocoumarin | Melilotus albus | 2-hydroxyphenylacetic acid | - |
? | |
| 5-hydroxy-3H-benzofuran-2-one + H2O | 82% of the activity compared to 7-hydroxydihydrocoumarin | Melilotus albus | homogentisic acid | - |
? | |
| 6,7-dihydroxydihydrocoumarin + H2O | 6% of the activity compared to 7-hydroxydihydrocoumarin | Melilotus albus | 3-(2,3,6-trihydroxyphenyl)propionic acid | - |
? | |
| 6,7-dihydroxydihydrocoumarin + H2O | i.e. escelutin | Melilotus albus | 3-(2,3,6-trihydroxyphenyl)propionic acid | - |
? | |
| 7,8-dihydroxydihydrocoumarin + H2O | 8% of the activity compared to 7-hydroxydihydrocoumarin | Melilotus albus | 3-(3,4,6-trihydroxyphenyl)propionic acid | - |
? | |
| 7-hydroxy-6-methoxydihydrocoumarin + H2O | 43% of the activity compared to 7-hydroxydihydrocoumarin | Melilotus albus | 3-(2,3-dihydroxy-3-methoxyphenyl)propionic acid | - |
? | |
| 7-hydroxydihydrocoumarin + H2O | most rapidly hydrolyzed | Melilotus albus | ? | - |
? | |
| delta-D-gluconolactone + H2O | 0.8% of the activity compared to 7-hydroxydihydrocoumarin | Melilotus albus | D-gluconate | - |
? | |
| delta-valerolactone + H2O | 0.3% of the activity compared to 7-hydroxydihydrocoumarin | Melilotus albus | 5-hydroxypentanoate | - |
? | |
| additional information | no hydrolysis with gamma-butyrolactone as substrate | Melilotus albus | ? | - |
? | |
Temperature Stability [°C]
| Temperature Stability Minimum [°C] | Temperature Stability Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 55 | - |
stable to heating for 10 min | Melilotus albus |
| 60 | - |
after heating for 10 min, 40% loss of activity | Melilotus albus |
Turnover Number [1/s]
| Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 1670 | - |
dihydrocoumarin | - |
Melilotus albus | |
pH Optimum
| pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|
| 7.8 | 8.2 | - |
Melilotus albus |
pH Range
| pH Minimum | pH Maximum | Comment | Organism |
|---|---|---|---|
| 7 | 9 | pH 7: 70% of the maximal activity, pH 9: 40% of the maximal activity | Melilotus albus |
pH Stability
| pH Stability | pH Stability Maximum | Comment | Organism |
|---|---|---|---|
| 5.8 | 9 | no loss of activity after 2 h in buffers at 0°C | Melilotus albus |
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