BRENDA - Enzyme Database
show all sequences of 2.5.1.B25

A new group of aromatic prenyltransferases in fungi, catalyzing a 2,7-dihydroxynaphthalene 3-dimethylallyl-transferase reaction

Haug-Schifferdecker, E.; Arican, D.; Brückner, R.; Heide, L.; J. Biol. Chem. 285, 16487-16494 (2010)

Data extracted from this reference:

Cloned(Commentary)
Commentary
Organism
expression in Escherichia coli as a His8-tagged protein
Aspergillus terreus
expression in Escherichia coli as a His8-tagged protein
Botrytis cinerea
expression in Escherichia coli as a His8-tagged protein
Sclerotinia sclerotiorum
Inhibitors
Inhibitors
Commentary
Organism
Structure
2,7-dihydroxynaphthalene
20 mM, almost complete inhibition
Aspergillus terreus
2,7-dihydroxynaphthalene
20 mM, almost complete inhibition
Sclerotinia sclerotiorum
KM Value [mM]
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
0.324
-
2,7-dihydroxynaphthalene
pH 8.7, 30°C
Aspergillus terreus
0.325
-
dimethylallyl diphosphate
pH 8.7, 30°C
Aspergillus terreus
0.59
-
2,7-dihydroxynaphthalene
pH 8.7, 30°C
Sclerotinia sclerotiorum
0.996
-
2,7-dihydroxynaphthalene
pH 8.7, 30°C
Botrytis cinerea
1.01
-
dimethylallyl diphosphate
pH 8.7, 30°C
Botrytis cinerea
1.232
-
dimethylallyl diphosphate
pH 8.7, 30°C
Sclerotinia sclerotiorum
Metals/Ions
Metals/Ions
Commentary
Organism
Structure
Mg2+
addition of MgCl2 to the incubation mixture increases the reaction velocity. The optimal concentration of MgCl2 is 10 mM, leading to a 2.4-fold increase of product formation. The enzyme shows catalytic activity in the complete absence of Mg2+ or any other divalent cation
Aspergillus terreus
Mg2+
the enzyme is active in the absence of Mg2+, but addition of 10 mM MgCl2 increases reaction velocity by a factor of 2.6
Botrytis cinerea
Mg2+
the enzyme is active in the absence of Mg2+, but addition of 10 mM MgCl2 increases reaction velocity by a factor of 2.6
Sclerotinia sclerotiorum
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Aspergillus terreus
Q0CZR3
-
-
Aspergillus terreus NIHH 2624
Q0CZR3
-
-
Botrytis cinerea
-
-
-
Botrytis cinerea B05.10
-
-
-
Sclerotinia sclerotiorum
-
-
-
Sclerotinia sclerotiorum 1980
-
-
-
Purification (Commentary)
Commentary
Organism
-
Aspergillus terreus
-
Botrytis cinerea
-
Sclerotinia sclerotiorum
Reaction
Reaction
Commentary
Organism
dimethylallyl diphosphate + 2,7-dihydroxynaphthalene = diphosphate + 2,7-dihydroxy-3-dimethylallylnaphthalene
Friedel-Crafts alkylation
Aspergillus terreus
Storage Stability
Storage Stability
Organism
-80°C, 2 months, less than 5% loss of activity
Aspergillus terreus
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
dimethylallyl diphosphate + 2,7-dihydroxynaphthalene
the enzyme is specific for dimethylallyl diphosphate. No activity with geranyl diphosphate or isopentenyl diphosphate
725395
Sclerotinia sclerotiorum
diphosphate + 2,7-dihydroxy-3-dimethylallylnaphthalene
-
-
-
?
dimethylallyl diphosphate + 2,7-dihydroxynaphthalene
the enzyme is specific for dimethylallyl diphosphate. No activity with geranyl diphosphate or isopentenyl diphosphate
725395
Botrytis cinerea
diphosphate + 2,7-dihydroxy-3-dimethylallylnaphthalene
-
-
-
?
dimethylallyl diphosphate + 2,7-dihydroxynaphthalene
the enzyme is specific for dimethylallyl diphosphate. No activity with geranyl diphosphate or isopentenyl diphosphate
725395
Aspergillus terreus
diphosphate + 2,7-dihydroxy-3-dimethylallylnaphthalene
-
-
-
?
dimethylallyl diphosphate + 2,7-dihydroxynaphthalene
the enzyme is specific for dimethylallyl diphosphate. No activity with geranyl diphosphate or isopentenyl diphosphate
725395
Sclerotinia sclerotiorum 1980
diphosphate + 2,7-dihydroxy-3-dimethylallylnaphthalene
-
-
-
?
dimethylallyl diphosphate + 2,7-dihydroxynaphthalene
the enzyme is specific for dimethylallyl diphosphate. No activity with geranyl diphosphate or isopentenyl diphosphate
725395
Aspergillus terreus NIHH 2624
diphosphate + 2,7-dihydroxy-3-dimethylallylnaphthalene
-
-
-
?
dimethylallyl diphosphate + 2,7-dihydroxynaphthalene
the enzyme is specific for dimethylallyl diphosphate. No activity with geranyl diphosphate or isopentenyl diphosphate
725395
Botrytis cinerea B05.10
diphosphate + 2,7-dihydroxy-3-dimethylallylnaphthalene
-
-
-
?
additional information
significantly lower level of prenylation activity with dihydrophenazine-1-carboxylic acid as aromatic substrate, and only traces of products are detected with aspulvinone E, flaviolin, or 4-hydroxybenzoic acid. No product is formed with L-tryptophan, L-tyrosine, or 4-hydroxyphenylpyruvate
725395
Sclerotinia sclerotiorum
?
-
-
-
-
additional information
significantly lower level of prenylation activity with dihydrophenazine-1-carboxylic acid as aromatic substrate, and only traces of products are detected with aspulvinone E, flaviolin, or 4-hydroxybenzoic acid. No product is formed with L-tryptophan, L-tyrosine, or 4-hydroxyphenylpyruvate
725395
Aspergillus terreus
?
-
-
-
-
additional information
significantly lower level of prenylation activity with dihydrophenazine-1-carboxylic acid or 4-hydroxybenzoate as aromatic substrate, and only traces of products are detected with aspulvinone E, flaviolin. No product is formed with L-tryptophan, L-tyrosine, or 4-hydroxyphenylpyruvate
725395
Botrytis cinerea
?
-
-
-
-
additional information
significantly lower level of prenylation activity with dihydrophenazine-1-carboxylic acid as aromatic substrate, and only traces of products are detected with aspulvinone E, flaviolin, or 4-hydroxybenzoic acid. No product is formed with L-tryptophan, L-tyrosine, or 4-hydroxyphenylpyruvate
725395
Sclerotinia sclerotiorum 1980
?
-
-
-
-
additional information
significantly lower level of prenylation activity with dihydrophenazine-1-carboxylic acid as aromatic substrate, and only traces of products are detected with aspulvinone E, flaviolin, or 4-hydroxybenzoic acid. No product is formed with L-tryptophan, L-tyrosine, or 4-hydroxyphenylpyruvate
725395
Aspergillus terreus NIHH 2624
?
-
-
-
-
additional information
significantly lower level of prenylation activity with dihydrophenazine-1-carboxylic acid or 4-hydroxybenzoate as aromatic substrate, and only traces of products are detected with aspulvinone E, flaviolin. No product is formed with L-tryptophan, L-tyrosine, or 4-hydroxyphenylpyruvate
725395
Botrytis cinerea B05.10
?
-
-
-
-
Temperature Optimum [°C]
Temperature Optimum [°C]
Temperature Optimum Maximum [°C]
Commentary
Organism
30
-
assay at
Aspergillus terreus
30
-
assay at
Botrytis cinerea
30
-
assay at
Sclerotinia sclerotiorum
Turnover Number [1/s]
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
0.026
-
2,7-dihydroxynaphthalene
pH 8.7, 30°C
Aspergillus terreus
0.026
-
dimethylallyl diphosphate
pH 8.7, 30°C
Aspergillus terreus
pH Optimum
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
8.7
-
-
Aspergillus terreus
pH Range
pH Minimum
pH Maximum
Commentary
Organism
8.1
9.4
pH 8.1: about 50% of maximal activity, pH 9.4: about 50% of maximal activity
Aspergillus terreus
Cloned(Commentary) (protein specific)
Commentary
Organism
expression in Escherichia coli as a His8-tagged protein
Aspergillus terreus
expression in Escherichia coli as a His8-tagged protein
Botrytis cinerea
expression in Escherichia coli as a His8-tagged protein
Sclerotinia sclerotiorum
Inhibitors (protein specific)
Inhibitors
Commentary
Organism
Structure
2,7-dihydroxynaphthalene
20 mM, almost complete inhibition
Aspergillus terreus
2,7-dihydroxynaphthalene
20 mM, almost complete inhibition
Sclerotinia sclerotiorum
KM Value [mM] (protein specific)
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
0.324
-
2,7-dihydroxynaphthalene
pH 8.7, 30°C
Aspergillus terreus
0.325
-
dimethylallyl diphosphate
pH 8.7, 30°C
Aspergillus terreus
0.59
-
2,7-dihydroxynaphthalene
pH 8.7, 30°C
Sclerotinia sclerotiorum
0.996
-
2,7-dihydroxynaphthalene
pH 8.7, 30°C
Botrytis cinerea
1.01
-
dimethylallyl diphosphate
pH 8.7, 30°C
Botrytis cinerea
1.232
-
dimethylallyl diphosphate
pH 8.7, 30°C
Sclerotinia sclerotiorum
Metals/Ions (protein specific)
Metals/Ions
Commentary
Organism
Structure
Mg2+
addition of MgCl2 to the incubation mixture increases the reaction velocity. The optimal concentration of MgCl2 is 10 mM, leading to a 2.4-fold increase of product formation. The enzyme shows catalytic activity in the complete absence of Mg2+ or any other divalent cation
Aspergillus terreus
Mg2+
the enzyme is active in the absence of Mg2+, but addition of 10 mM MgCl2 increases reaction velocity by a factor of 2.6
Botrytis cinerea
Mg2+
the enzyme is active in the absence of Mg2+, but addition of 10 mM MgCl2 increases reaction velocity by a factor of 2.6
Sclerotinia sclerotiorum
Purification (Commentary) (protein specific)
Commentary
Organism
-
Aspergillus terreus
-
Botrytis cinerea
-
Sclerotinia sclerotiorum
Storage Stability (protein specific)
Storage Stability
Organism
-80°C, 2 months, less than 5% loss of activity
Aspergillus terreus
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
dimethylallyl diphosphate + 2,7-dihydroxynaphthalene
the enzyme is specific for dimethylallyl diphosphate. No activity with geranyl diphosphate or isopentenyl diphosphate
725395
Sclerotinia sclerotiorum
diphosphate + 2,7-dihydroxy-3-dimethylallylnaphthalene
-
-
-
?
dimethylallyl diphosphate + 2,7-dihydroxynaphthalene
the enzyme is specific for dimethylallyl diphosphate. No activity with geranyl diphosphate or isopentenyl diphosphate
725395
Botrytis cinerea
diphosphate + 2,7-dihydroxy-3-dimethylallylnaphthalene
-
-
-
?
dimethylallyl diphosphate + 2,7-dihydroxynaphthalene
the enzyme is specific for dimethylallyl diphosphate. No activity with geranyl diphosphate or isopentenyl diphosphate
725395
Aspergillus terreus
diphosphate + 2,7-dihydroxy-3-dimethylallylnaphthalene
-
-
-
?
dimethylallyl diphosphate + 2,7-dihydroxynaphthalene
the enzyme is specific for dimethylallyl diphosphate. No activity with geranyl diphosphate or isopentenyl diphosphate
725395
Sclerotinia sclerotiorum 1980
diphosphate + 2,7-dihydroxy-3-dimethylallylnaphthalene
-
-
-
?
dimethylallyl diphosphate + 2,7-dihydroxynaphthalene
the enzyme is specific for dimethylallyl diphosphate. No activity with geranyl diphosphate or isopentenyl diphosphate
725395
Aspergillus terreus NIHH 2624
diphosphate + 2,7-dihydroxy-3-dimethylallylnaphthalene
-
-
-
?
dimethylallyl diphosphate + 2,7-dihydroxynaphthalene
the enzyme is specific for dimethylallyl diphosphate. No activity with geranyl diphosphate or isopentenyl diphosphate
725395
Botrytis cinerea B05.10
diphosphate + 2,7-dihydroxy-3-dimethylallylnaphthalene
-
-
-
?
additional information
significantly lower level of prenylation activity with dihydrophenazine-1-carboxylic acid as aromatic substrate, and only traces of products are detected with aspulvinone E, flaviolin, or 4-hydroxybenzoic acid. No product is formed with L-tryptophan, L-tyrosine, or 4-hydroxyphenylpyruvate
725395
Sclerotinia sclerotiorum
?
-
-
-
-
additional information
significantly lower level of prenylation activity with dihydrophenazine-1-carboxylic acid as aromatic substrate, and only traces of products are detected with aspulvinone E, flaviolin, or 4-hydroxybenzoic acid. No product is formed with L-tryptophan, L-tyrosine, or 4-hydroxyphenylpyruvate
725395
Aspergillus terreus
?
-
-
-
-
additional information
significantly lower level of prenylation activity with dihydrophenazine-1-carboxylic acid or 4-hydroxybenzoate as aromatic substrate, and only traces of products are detected with aspulvinone E, flaviolin. No product is formed with L-tryptophan, L-tyrosine, or 4-hydroxyphenylpyruvate
725395
Botrytis cinerea
?
-
-
-
-
additional information
significantly lower level of prenylation activity with dihydrophenazine-1-carboxylic acid as aromatic substrate, and only traces of products are detected with aspulvinone E, flaviolin, or 4-hydroxybenzoic acid. No product is formed with L-tryptophan, L-tyrosine, or 4-hydroxyphenylpyruvate
725395
Sclerotinia sclerotiorum 1980
?
-
-
-
-
additional information
significantly lower level of prenylation activity with dihydrophenazine-1-carboxylic acid as aromatic substrate, and only traces of products are detected with aspulvinone E, flaviolin, or 4-hydroxybenzoic acid. No product is formed with L-tryptophan, L-tyrosine, or 4-hydroxyphenylpyruvate
725395
Aspergillus terreus NIHH 2624
?
-
-
-
-
additional information
significantly lower level of prenylation activity with dihydrophenazine-1-carboxylic acid or 4-hydroxybenzoate as aromatic substrate, and only traces of products are detected with aspulvinone E, flaviolin. No product is formed with L-tryptophan, L-tyrosine, or 4-hydroxyphenylpyruvate
725395
Botrytis cinerea B05.10
?
-
-
-
-
Temperature Optimum [°C] (protein specific)
Temperature Optimum [°C]
Temperature Optimum Maximum [°C]
Commentary
Organism
30
-
assay at
Aspergillus terreus
30
-
assay at
Botrytis cinerea
30
-
assay at
Sclerotinia sclerotiorum
Turnover Number [1/s] (protein specific)
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
0.026
-
2,7-dihydroxynaphthalene
pH 8.7, 30°C
Aspergillus terreus
0.026
-
dimethylallyl diphosphate
pH 8.7, 30°C
Aspergillus terreus
pH Optimum (protein specific)
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
8.7
-
-
Aspergillus terreus
pH Range (protein specific)
pH Minimum
pH Maximum
Commentary
Organism
8.1
9.4
pH 8.1: about 50% of maximal activity, pH 9.4: about 50% of maximal activity
Aspergillus terreus
KCat/KM [mM/s]
kcat/KM Value [1/mMs-1]
kcat/KM Value Maximum [1/mMs-1]
Substrate
Commentary
Organism
Structure
0.005
-
2,7-dihydroxynaphthalene
pH 8.7, 30°C
Botrytis cinerea
0.005
-
dimethylallyl diphosphate
pH 8.7, 30°C
Botrytis cinerea
0.022
-
2,7-dihydroxynaphthalene
pH 8.7, 30°C
Sclerotinia sclerotiorum
0.022
-
dimethylallyl diphosphate
pH 8.7, 30°C
Sclerotinia sclerotiorum
0.08
-
2,7-dihydroxynaphthalene
pH 8.7, 30°C
Aspergillus terreus
0.08
-
dimethylallyl diphosphate
pH 8.7, 30°C
Aspergillus terreus
KCat/KM [mM/s] (protein specific)
KCat/KM Value [1/mMs-1]
KCat/KM Value Maximum [1/mMs-1]
Substrate
Commentary
Organism
Structure
0.005
-
2,7-dihydroxynaphthalene
pH 8.7, 30°C
Botrytis cinerea
0.005
-
dimethylallyl diphosphate
pH 8.7, 30°C
Botrytis cinerea
0.022
-
2,7-dihydroxynaphthalene
pH 8.7, 30°C
Sclerotinia sclerotiorum
0.022
-
dimethylallyl diphosphate
pH 8.7, 30°C
Sclerotinia sclerotiorum
0.08
-
2,7-dihydroxynaphthalene
pH 8.7, 30°C
Aspergillus terreus
0.08
-
dimethylallyl diphosphate
pH 8.7, 30°C
Aspergillus terreus
Other publictions for EC 2.5.1.B25
No.
1st author
Pub Med
title
organims
journal
volume
pages
year
Activating Compound
Application
Cloned(Commentary)
Crystallization (Commentary)
Engineering
General Stability
Inhibitors
KM Value [mM]
Localization
Metals/Ions
Molecular Weight [Da]
Natural Substrates/ Products (Substrates)
Organic Solvent Stability
Organism
Oxidation Stability
Posttranslational Modification
Purification (Commentary)
Reaction
Renatured (Commentary)
Source Tissue
Specific Activity [micromol/min/mg]
Storage Stability
Substrates and Products (Substrate)
Subunits
Temperature Optimum [°C]
Temperature Range [°C]
Temperature Stability [°C]
Turnover Number [1/s]
pH Optimum
pH Range
pH Stability
Cofactor
Ki Value [mM]
pI Value
IC50 Value
Activating Compound (protein specific)
Application (protein specific)
Cloned(Commentary) (protein specific)
Cofactor (protein specific)
Crystallization (Commentary) (protein specific)
Engineering (protein specific)
General Stability (protein specific)
IC50 Value (protein specific)
Inhibitors (protein specific)
Ki Value [mM] (protein specific)
KM Value [mM] (protein specific)
Localization (protein specific)
Metals/Ions (protein specific)
Molecular Weight [Da] (protein specific)
Natural Substrates/ Products (Substrates) (protein specific)
Organic Solvent Stability (protein specific)
Oxidation Stability (protein specific)
Posttranslational Modification (protein specific)
Purification (Commentary) (protein specific)
Renatured (Commentary) (protein specific)
Source Tissue (protein specific)
Specific Activity [micromol/min/mg] (protein specific)
Storage Stability (protein specific)
Substrates and Products (Substrate) (protein specific)
Subunits (protein specific)
Temperature Optimum [°C] (protein specific)
Temperature Range [°C] (protein specific)
Temperature Stability [°C] (protein specific)
Turnover Number [1/s] (protein specific)
pH Optimum (protein specific)
pH Range (protein specific)
pH Stability (protein specific)
pI Value (protein specific)
Expression
General Information
General Information (protein specific)
Expression (protein specific)
KCat/KM [mM/s]
KCat/KM [mM/s] (protein specific)
725395
Haug-Schifferdecker
A new group of aromatic prenyl ...
Aspergillus terreus, Aspergillus terreus NIHH 2624, Botrytis cinerea, Botrytis cinerea B05.10, Sclerotinia sclerotiorum 1980, Sclerotinia sclerotiorum
J. Biol. Chem.
285
16487-16494
2010
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3
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2
6
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3
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10
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3
1
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1
12
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3
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2
1
1
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3
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2
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6
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3
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3
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1
12
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3
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2
1
1
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6
6