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Literature summary for 2.4.1.218 extracted from
- Probing suggested catalytic domains of glycosyltransferases by site-directed mutagenesis (2003), Eur. J. Biochem., 270, 533-538.
Cloned(Commentary)
| Cloned (Comment) | Organism |
|---|---|
| DNA and amino acid sequence determination and analysis, expression of His-tagged wild-type and mutant enzymes in Escherichia coli strain M15 | Rauvolfia serpentina |
Protein Variants
| Protein Variants | Comment | Organism |
|---|---|---|
| A204V | site-directed mutagenesis, mutant shows slightly reduced activity compared to the wild-type enzyme | Rauvolfia serpentina |
| E368A | site-directed mutagenesis, mutant shows reduced activity compared to the wild-type enzyme | Rauvolfia serpentina |
| E368D | site-directed mutagenesis, mutant shows reduced activity compared to the wild-type enzyme | Rauvolfia serpentina |
| H360E | site-directed mutagenesis, mutant shows about 4000fold reduced activity compared to the wild-type enzyme | Rauvolfia serpentina |
| H360K | site-directed mutagenesis, mutant shows about 1000fold reduced activity compared to the wild-type enzyme | Rauvolfia serpentina |
| H360R | site-directed mutagenesis, mutant shows about 1000fold reduced activity compared to the wild-type enzyme | Rauvolfia serpentina |
| L86I | site-directed mutagenesis, mutant shows slightly reduced activity compared to the wild-type enzyme | Rauvolfia serpentina |
| additional information | generation of the typical E-E motif of the enzyme does not convert a NRD1beta enzyme into a NRD1alpha enzyme | Rauvolfia serpentina |
KM Value [mM]
| KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.398 | - |
Vanillin | pH 7.5, 50°C, recombinant mutant E368A | Rauvolfia serpentina |  |
| 0.411 | - |
Vanillin | pH 7.5, 50°C, recombinant mutant E368D | Rauvolfia serpentina | |
| 0.44 | - |
Vanillin | pH 7.5, 50°C, recombinant wild-type enzyme | Rauvolfia serpentina | |
| 0.452 | - |
Vanillin | pH 7.5, 50°C, recombinant mutant L86I | Rauvolfia serpentina | |
| 0.706 | - |
Vanillin | pH 7.5, 50°C, recombinant mutant A204V | Rauvolfia serpentina | |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| UDP-glucose + hydroquinone | Rauvolfia serpentina | - |
UDP + hydroquinone-O-beta-D-glucopyranoside | - |
? | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Rauvolfia serpentina | Q9AR73 | - |
- |
Purification (Commentary)
| Purification (Comment) | Organism |
|---|---|
| recombinant His-tagged wild-type and mutant enzymes from Escherichia coli by nickel affinity chromatography | Rauvolfia serpentina |
Reaction
| Reaction | Comment | Organism | Reaction ID |
|---|---|---|---|
| UDP-glucose + hydroquinone = UDP + hydroquinone-O-beta-D-glucopyranoside | reaction mechanism, the NRD domain with residue Glu368 is required for activity, His360 is crucial for activity | Rauvolfia serpentina |
Source Tissue
| Source Tissue | Comment | Organism | Textmining |
|---|---|---|---|
| cell suspension culture | - |
Rauvolfia serpentina | - |
Specific Activity [micromol/min/mg]
| Specific Activity Minimum [µmol/min/mg] | Specific Activity Maximum [µmol/min/mg] | Comment | Organism |
|---|---|---|---|
| additional information | - |
substrate specificity of wild-type and E368A mutant enzymes, overview | Rauvolfia serpentina |
| 0.003 | - |
purified recombinant mutant H360E, substrate hydroquinone | Rauvolfia serpentina |
| 0.01 | - |
purified recombinant mutant H360K, substrate hydroquinone | Rauvolfia serpentina |
| 0.013 | - |
purified recombinant mutant H360R, substrate hydroquinone | Rauvolfia serpentina |
| 0.054 | - |
purified recombinant mutant E368D, substrate vanillin | Rauvolfia serpentina |
| 0.066 | - |
purified recombinant mutant E368A, substrate vanillin | Rauvolfia serpentina |
| 0.79 | - |
purified recombinant mutant A204V, substrate vanillin | Rauvolfia serpentina |
| 1.07 | - |
purified recombinant mutant E368D, substrate hydroquinone | Rauvolfia serpentina |
| 1.22 | - |
purified recombinant mutant L86I, substrate vanillin | Rauvolfia serpentina |
| 1.44 | - |
purified recombinant mutant E368A, substrate hydroquinone | Rauvolfia serpentina |
| 1.45 | - |
purified recombinant wild-type enzyme, substrate vanillin | Rauvolfia serpentina |
| 8.34 | - |
purified recombinant mutant A204V, substrate hydroquinone | Rauvolfia serpentina |
| 10.82 | - |
purified recombinant mutant L86I, substrate hydroquinone | Rauvolfia serpentina |
| 12.17 | - |
purified recombinant wild-type enzyme, substrate hydroquinone | Rauvolfia serpentina |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| additional information | substrate specificity of wild-type and E368A mutant enzymes, overview | Rauvolfia serpentina | ? | - |
? | |
| UDP-glucose + 3-methoxyphenol | 11.8% of the activity with hydroquinone, wild-type enzyme | Rauvolfia serpentina | UDP + 3-methoxyphenyl-beta-D-glucoside | - |
? | |
| UDP-glucose + 4-hydroxybenzaldehyde | 7.3% of the activity with hydroquinone, wild-type enzyme | Rauvolfia serpentina | UDP + 4-beta-D-glucopyranosyloxy-benzaldehyde | - |
? | |
| UDP-glucose + 8-hydroxyquinoline | 11.9% of the activity with hydroquinone, wild-type enzyme | Rauvolfia serpentina | UDP + 8-hydroxyquinolin-beta-D-glucoside | - |
? | |
| UDP-glucose + beta-naphthol | 18.4% of the activity with hydroquinone, wild-type enzyme | Rauvolfia serpentina | UDP + 2-naphthyl-beta-D-glucopyranoside | - |
? | |
| UDP-glucose + eugenol | 4.1% of the activity with hydroquinone, wild-type enzyme | Rauvolfia serpentina | UDP + (4-allyl-2-methoxyphenyl)-beta-D-glucopyranoside | - |
? | |
| UDP-glucose + hydroquinone | - |
Rauvolfia serpentina | UDP + hydroquinone-O-beta-D-glucopyranoside | - |
? | |
| UDP-glucose + hydroquinone | highly preferred substrate | Rauvolfia serpentina | UDP + hydroquinone-O-beta-D-glucopyranoside | - |
? | |
| UDP-glucose + resorcinol | 7.8% of the activity with hydroquinone, wild-type enzyme | Rauvolfia serpentina | UDP + (3-hydroxyphenyl)-beta-D-glucopyranoside | - |
? | |
| UDP-glucose + scopoletin | 3.5% of the activity with hydroquinone, wild-type enzyme | Rauvolfia serpentina | UDP + scopoletin-beta-D-glucoside | - |
? | |
| UDP-glucose + umbelliferone | 5.1% of the activity with hydroquinone, wild-type enzyme | Rauvolfia serpentina | UDP + umbelliferyl beta-D-glucoside | - |
? | |
| UDP-glucose + vanillin | 10.6% of the activity with hydroquinone, wild-type enzyme | Rauvolfia serpentina | UDP + vanillin-O-beta-D-glucopyranoside | - |
? | |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| arbutin synthase | - |
Rauvolfia serpentina |
| AS | - |
Rauvolfia serpentina |
| additional information | the enzyme belongs to the NRD1beta family of glycosyltransferases | Rauvolfia serpentina |
Temperature Optimum [°C]
| Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 50 | - |
assay at | Rauvolfia serpentina |
Turnover Number [1/s]
| Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.08 | - |
Vanillin | pH 7.5, 50°C, recombinant mutant E368A | Rauvolfia serpentina | |
| 0.12 | - |
Vanillin | pH 7.5, 50°C, recombinant mutant E368D | Rauvolfia serpentina | |
| 1.3 | - |
Vanillin | pH 7.5, 50°C, recombinant mutant A204V | Rauvolfia serpentina | |
| 1.84 | - |
Vanillin | pH 7.5, 50°C, recombinant mutant L86I | Rauvolfia serpentina | |
| 2.59 | - |
Vanillin | pH 7.5, 50°C, recombinant wild-type enzyme | Rauvolfia serpentina | |
pH Optimum
| pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|
| 7.5 | - |
assay at | Rauvolfia serpentina |
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