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Literature summary extracted from

  • Haug-Schifferdecker, E.; Arican, D.; Brückner, R.; Heide, L.
    A new group of aromatic prenyltransferases in fungi, catalyzing a 2,7-dihydroxynaphthalene 3-dimethylallyl-transferase reaction (2010), J. Biol. Chem., 285, 16487-16494.
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.5.1.B25 expression in Escherichia coli as a His8-tagged protein Sclerotinia sclerotiorum
2.5.1.B25 expression in Escherichia coli as a His8-tagged protein Botrytis cinerea
2.5.1.B25 expression in Escherichia coli as a His8-tagged protein Aspergillus terreus

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.5.1.B25 2,7-dihydroxynaphthalene 20 mM, almost complete inhibition Aspergillus terreus
2.5.1.B25 2,7-dihydroxynaphthalene 20 mM, almost complete inhibition Sclerotinia sclerotiorum

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.5.1.B25 0.324
-
 2,7-dihydroxynaphthalene pH 8.7, 30°C Aspergillus terreus
2.5.1.B25 0.325
-
 dimethylallyl diphosphate pH 8.7, 30°C Aspergillus terreus
2.5.1.B25 0.59
-
 2,7-dihydroxynaphthalene pH 8.7, 30°C Sclerotinia sclerotiorum
2.5.1.B25 0.996
-
 2,7-dihydroxynaphthalene pH 8.7, 30°C Botrytis cinerea
2.5.1.B25 1.01
-
 dimethylallyl diphosphate pH 8.7, 30°C Botrytis cinerea
2.5.1.B25 1.232
-
 dimethylallyl diphosphate pH 8.7, 30°C Sclerotinia sclerotiorum

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
2.5.1.B25 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
2.5.1.B25 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
2.5.1.B25 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

Organism

EC Number Organism UniProt Comment Textmining
2.5.1.B25 Aspergillus terreus Q0CZR3
-
-
2.5.1.B25 Aspergillus terreus NIHH 2624 Q0CZR3
-
-
2.5.1.B25 Botrytis cinerea
-
-
-
2.5.1.B25 Botrytis cinerea B05.10
-
-
-
2.5.1.B25 Sclerotinia sclerotiorum
-
-
-
2.5.1.B25 Sclerotinia sclerotiorum 1980
-
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
2.5.1.B25
-
 Sclerotinia sclerotiorum
2.5.1.B25
-
 Botrytis cinerea
2.5.1.B25
-
 Aspergillus terreus

Reaction

EC Number Reaction Comment Organism Reaction ID
2.5.1.B25 dimethylallyl diphosphate + 2,7-dihydroxynaphthalene = diphosphate + 2,7-dihydroxy-3-dimethylallylnaphthalene Friedel-Crafts alkylation Aspergillus terreus
a

Storage Stability

EC Number Storage Stability Organism
2.5.1.B25 -80°C, 2 months, less than 5% loss of activity Aspergillus terreus

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.5.1.B25 dimethylallyl diphosphate + 2,7-dihydroxynaphthalene the enzyme is specific for dimethylallyl diphosphate. No activity with geranyl diphosphate or isopentenyl diphosphate Sclerotinia sclerotiorum diphosphate + 2,7-dihydroxy-3-dimethylallylnaphthalene
-
 ?
2.5.1.B25 dimethylallyl diphosphate + 2,7-dihydroxynaphthalene the enzyme is specific for dimethylallyl diphosphate. No activity with geranyl diphosphate or isopentenyl diphosphate Botrytis cinerea diphosphate + 2,7-dihydroxy-3-dimethylallylnaphthalene
-
 ?
2.5.1.B25 dimethylallyl diphosphate + 2,7-dihydroxynaphthalene the enzyme is specific for dimethylallyl diphosphate. No activity with geranyl diphosphate or isopentenyl diphosphate Aspergillus terreus diphosphate + 2,7-dihydroxy-3-dimethylallylnaphthalene
-
 ?
2.5.1.B25 dimethylallyl diphosphate + 2,7-dihydroxynaphthalene the enzyme is specific for dimethylallyl diphosphate. No activity with geranyl diphosphate or isopentenyl diphosphate Sclerotinia sclerotiorum 1980 diphosphate + 2,7-dihydroxy-3-dimethylallylnaphthalene
-
 ?
2.5.1.B25 dimethylallyl diphosphate + 2,7-dihydroxynaphthalene the enzyme is specific for dimethylallyl diphosphate. No activity with geranyl diphosphate or isopentenyl diphosphate Aspergillus terreus NIHH 2624 diphosphate + 2,7-dihydroxy-3-dimethylallylnaphthalene
-
 ?
2.5.1.B25 dimethylallyl diphosphate + 2,7-dihydroxynaphthalene the enzyme is specific for dimethylallyl diphosphate. No activity with geranyl diphosphate or isopentenyl diphosphate Botrytis cinerea B05.10 diphosphate + 2,7-dihydroxy-3-dimethylallylnaphthalene
-
 ?
2.5.1.B25 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 Sclerotinia sclerotiorum ?
-
 ?
2.5.1.B25 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 Aspergillus terreus ?
-
 ?
2.5.1.B25 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 Botrytis cinerea ?
-
 ?
2.5.1.B25 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 Sclerotinia sclerotiorum 1980 ?
-
 ?
2.5.1.B25 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 Aspergillus terreus NIHH 2624 ?
-
 ?
2.5.1.B25 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 Botrytis cinerea B05.10 ?
-
 ?

Synonyms

EC Number Synonyms Comment Organism
2.5.1.B25 PtfAt
-
 Aspergillus terreus
2.5.1.B25 PtfBf
-
 Botrytis cinerea
2.5.1.B25 PtfSs
-
 Sclerotinia sclerotiorum

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.5.1.B25 30
-
 assay at Sclerotinia sclerotiorum
2.5.1.B25 30
-
 assay at Botrytis cinerea
2.5.1.B25 30
-
 assay at Aspergillus terreus

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
2.5.1.B25 0.026
-
 dimethylallyl diphosphate pH 8.7, 30°C Aspergillus terreus
2.5.1.B25 0.026
-
 2,7-dihydroxynaphthalene pH 8.7, 30°C Aspergillus terreus

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
2.5.1.B25 8.7
-
-
 Aspergillus terreus

pH Range

EC Number pH Minimum pH Maximum Comment Organism
2.5.1.B25 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]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
2.5.1.B25 0.005
-
 dimethylallyl diphosphate pH 8.7, 30°C Botrytis cinerea
2.5.1.B25 0.005
-
 2,7-dihydroxynaphthalene pH 8.7, 30°C Botrytis cinerea
2.5.1.B25 0.022
-
 dimethylallyl diphosphate pH 8.7, 30°C Sclerotinia sclerotiorum
2.5.1.B25 0.022
-
 2,7-dihydroxynaphthalene pH 8.7, 30°C Sclerotinia sclerotiorum
2.5.1.B25 0.08
-
 dimethylallyl diphosphate pH 8.7, 30°C Aspergillus terreus
2.5.1.B25 0.08
-
 2,7-dihydroxynaphthalene pH 8.7, 30°C Aspergillus terreus