BRENDA - Enzyme Database

Substrate promiscuity of secondary metabolite enzymes: prenylation of hydroxynaphthalenes by fungal indole prenyltransferases

Yu, X.; Xie, X.; Li, S.M.; Appl. Microbiol. Biotechnol. 92, 737-748 (2011)

Data extracted from this reference:

Application
EC Number
Application
Commentary
Organism
2.5.1.80
drug development
7-DMATS catalyzes regio- and stereospecific prenylations and can be used as efficient catalysts for chemoenzymatic synthesis of prenylated compounds, which can be then tested for their biological activities in drug discovery and development programs
Aspergillus fumigatus
2.5.1.80
synthesis
7-DMATS catalyzes regio- and stereospecific prenylations and can be used as efficient catalysts for chemoenzymatic synthesis of prenylated compounds
Aspergillus fumigatus
Cloned(Commentary)
EC Number
Commentary
Organism
2.5.1.34
recombinant expression
Aspergillus fumigatus
2.5.1.80
expression of His-tagged 7-DMATS in Escherichia coli strains XL1 Blue or M15 or in Saccharomyces cerevisiae strain INVSc1
Aspergillus fumigatus
Metals/Ions
EC Number
Metals/Ions
Commentary
Organism
Structure
2.5.1.34
Mg2+
required
Aspergillus fumigatus
2.5.1.80
Mg2+
required
Aspergillus fumigatus
Natural Substrates/ Products (Substrates)
EC Number
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
2.5.1.34
dimethylallyl diphosphate + L-tryptophan
Aspergillus fumigatus
-
diphosphate + 4-(3-methylbut-2-enyl)-L-tryptophan
-
-
?
2.5.1.80
dimethylallyl diphosphate + L-tryptophan
Aspergillus fumigatus
-
diphosphate + 7-(3-methylbut-2-enyl)-L-tryptophan
-
-
?
2.5.1.122
dimethylallyl diphosphate + L-tyrosine
Leptosphaeria maculans
-
diphosphate + 4-O-dimethylallyl-L-tyrosine
-
-
?
Organism
EC Number
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
2.5.1.34
Aspergillus fumigatus
-
-
-
2.5.1.80
Aspergillus fumigatus
-
-
-
2.5.1.122
Leptosphaeria maculans
-
-
-
Purification (Commentary)
EC Number
Commentary
Organism
2.5.1.34
recombinant enzyme
Aspergillus fumigatus
2.5.1.80
recombinant His-tagged 7-DMATS from Escherichia coli strains XL1 Blue or M15 or from Saccharomyces cerevisiae strain INVSc1 by nickel affinity chromatography
Aspergillus fumigatus
Substrates and Products (Substrate)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
2.5.1.34
dimethylallyl diphosphate + 1-naphthol
-
721373
Aspergillus fumigatus
diphosphate + ?
-
-
-
?
2.5.1.34
dimethylallyl diphosphate + L-tryptophan
-
721373
Aspergillus fumigatus
diphosphate + 4-(3-methylbut-2-enyl)-L-tryptophan
-
-
-
?
2.5.1.34
dimethylallyl diphosphate + L-tryptophan
L-tryptophan is the preferred substrate
721373
Aspergillus fumigatus
diphosphate + 4-(3-methylbut-2-enyl)-L-tryptophan
-
-
-
?
2.5.1.80
dimethylallyl diphosphate + 1,6-dihydroxynaphthalene
-
721373
Aspergillus fumigatus
diphosphate + 4-(3-methylbut-2-en-1-yl)naphthalene-1,6-diol
-
-
-
?
2.5.1.80
dimethylallyl diphosphate + 1,7-dihydroxynaphthalene
-
721373
Aspergillus fumigatus
diphosphate + 4-(3-methylbut-2-en-1-yl)naphthalene-1,7-diol
-
-
-
?
2.5.1.80
dimethylallyl diphosphate + 1-naphthol
-
721373
Aspergillus fumigatus
diphosphate + 4-(3-methylbut-2-en-1-yl)naphthalen-1-ol
-
-
-
?
2.5.1.80
dimethylallyl diphosphate + 2,6-dihydroxynaphthalene
-
721373
Aspergillus fumigatus
diphosphate + 1-(3-methylbut-2-en-1-yl)naphthalene-2,6-diol
-
-
-
?
2.5.1.80
dimethylallyl diphosphate + 2,7-dihydroxynaphthalene
-
721373
Aspergillus fumigatus
diphosphate + 1-(3-methylbut-2-en-1-yl)naphthalene-2,7-diol + 3-(3-methylbut-2-en-1-yl)naphthalene-2,7-diol + 7-[(3-methylbut-2-en-1-yl)oxy]naphthalen-2-ol + 1,6-bis(3-methylbut-2-en-1-yl)naphthalene-2,7-diol
1-(3-methylbut-2-en-1-yl)naphthalene-2,7-diol is the major product
-
-
?
2.5.1.80
dimethylallyl diphosphate + L-tryptophan
-
721373
Aspergillus fumigatus
diphosphate + 7-(3-methylbut-2-enyl)-L-tryptophan
-
-
-
?
2.5.1.80
additional information
substrate specificity of 7-DMATS, overview
721373
Aspergillus fumigatus
?
-
-
-
-
2.5.1.122
dimethylallyl diphosphate + L-tyrosine
-
721373
Leptosphaeria maculans
diphosphate + 4-O-dimethylallyl-L-tyrosine
-
-
-
?
2.5.1.122
additional information
no activity with 1-naphthol, 1,6-dihydroxynaphthalene, 1,7-dihydroxynaphthalene, 2,6-dihydroxynaphthalene, 2,7-dihydroxynaphthalene, 3,5-dihydroxy-2-naphthoic acid, and 3,7-dihydroxy-2-naphthoic acid
721373
Leptosphaeria maculans
?
-
-
-
-
Temperature Optimum [°C]
EC Number
Temperature Optimum [°C]
Temperature Optimum Maximum [°C]
Commentary
Organism
2.5.1.34
30
-
assay at
Aspergillus fumigatus
2.5.1.80
30
-
assay at
Aspergillus fumigatus
pH Optimum
EC Number
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
2.5.1.34
7.5
-
assay at
Aspergillus fumigatus
2.5.1.80
7.5
-
assay at
Aspergillus fumigatus
Application (protein specific)
EC Number
Application
Commentary
Organism
2.5.1.80
drug development
7-DMATS catalyzes regio- and stereospecific prenylations and can be used as efficient catalysts for chemoenzymatic synthesis of prenylated compounds, which can be then tested for their biological activities in drug discovery and development programs
Aspergillus fumigatus
2.5.1.80
synthesis
7-DMATS catalyzes regio- and stereospecific prenylations and can be used as efficient catalysts for chemoenzymatic synthesis of prenylated compounds
Aspergillus fumigatus
Cloned(Commentary) (protein specific)
EC Number
Commentary
Organism
2.5.1.34
recombinant expression
Aspergillus fumigatus
2.5.1.80
expression of His-tagged 7-DMATS in Escherichia coli strains XL1 Blue or M15 or in Saccharomyces cerevisiae strain INVSc1
Aspergillus fumigatus
Metals/Ions (protein specific)
EC Number
Metals/Ions
Commentary
Organism
Structure
2.5.1.34
Mg2+
required
Aspergillus fumigatus
2.5.1.80
Mg2+
required
Aspergillus fumigatus
Natural Substrates/ Products (Substrates) (protein specific)
EC Number
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
2.5.1.34
dimethylallyl diphosphate + L-tryptophan
Aspergillus fumigatus
-
diphosphate + 4-(3-methylbut-2-enyl)-L-tryptophan
-
-
?
2.5.1.80
dimethylallyl diphosphate + L-tryptophan
Aspergillus fumigatus
-
diphosphate + 7-(3-methylbut-2-enyl)-L-tryptophan
-
-
?
2.5.1.122
dimethylallyl diphosphate + L-tyrosine
Leptosphaeria maculans
-
diphosphate + 4-O-dimethylallyl-L-tyrosine
-
-
?
Purification (Commentary) (protein specific)
EC Number
Commentary
Organism
2.5.1.34
recombinant enzyme
Aspergillus fumigatus
2.5.1.80
recombinant His-tagged 7-DMATS from Escherichia coli strains XL1 Blue or M15 or from Saccharomyces cerevisiae strain INVSc1 by nickel affinity chromatography
Aspergillus fumigatus
Substrates and Products (Substrate) (protein specific)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
2.5.1.34
dimethylallyl diphosphate + 1-naphthol
-
721373
Aspergillus fumigatus
diphosphate + ?
-
-
-
?
2.5.1.34
dimethylallyl diphosphate + L-tryptophan
-
721373
Aspergillus fumigatus
diphosphate + 4-(3-methylbut-2-enyl)-L-tryptophan
-
-
-
?
2.5.1.34
dimethylallyl diphosphate + L-tryptophan
L-tryptophan is the preferred substrate
721373
Aspergillus fumigatus
diphosphate + 4-(3-methylbut-2-enyl)-L-tryptophan
-
-
-
?
2.5.1.80
dimethylallyl diphosphate + 1,6-dihydroxynaphthalene
-
721373
Aspergillus fumigatus
diphosphate + 4-(3-methylbut-2-en-1-yl)naphthalene-1,6-diol
-
-
-
?
2.5.1.80
dimethylallyl diphosphate + 1,7-dihydroxynaphthalene
-
721373
Aspergillus fumigatus
diphosphate + 4-(3-methylbut-2-en-1-yl)naphthalene-1,7-diol
-
-
-
?
2.5.1.80
dimethylallyl diphosphate + 1-naphthol
-
721373
Aspergillus fumigatus
diphosphate + 4-(3-methylbut-2-en-1-yl)naphthalen-1-ol
-
-
-
?
2.5.1.80
dimethylallyl diphosphate + 2,6-dihydroxynaphthalene
-
721373
Aspergillus fumigatus
diphosphate + 1-(3-methylbut-2-en-1-yl)naphthalene-2,6-diol
-
-
-
?
2.5.1.80
dimethylallyl diphosphate + 2,7-dihydroxynaphthalene
-
721373
Aspergillus fumigatus
diphosphate + 1-(3-methylbut-2-en-1-yl)naphthalene-2,7-diol + 3-(3-methylbut-2-en-1-yl)naphthalene-2,7-diol + 7-[(3-methylbut-2-en-1-yl)oxy]naphthalen-2-ol + 1,6-bis(3-methylbut-2-en-1-yl)naphthalene-2,7-diol
1-(3-methylbut-2-en-1-yl)naphthalene-2,7-diol is the major product
-
-
?
2.5.1.80
dimethylallyl diphosphate + L-tryptophan
-
721373
Aspergillus fumigatus
diphosphate + 7-(3-methylbut-2-enyl)-L-tryptophan
-
-
-
?
2.5.1.80
additional information
substrate specificity of 7-DMATS, overview
721373
Aspergillus fumigatus
?
-
-
-
-
2.5.1.122
dimethylallyl diphosphate + L-tyrosine
-
721373
Leptosphaeria maculans
diphosphate + 4-O-dimethylallyl-L-tyrosine
-
-
-
?
2.5.1.122
additional information
no activity with 1-naphthol, 1,6-dihydroxynaphthalene, 1,7-dihydroxynaphthalene, 2,6-dihydroxynaphthalene, 2,7-dihydroxynaphthalene, 3,5-dihydroxy-2-naphthoic acid, and 3,7-dihydroxy-2-naphthoic acid
721373
Leptosphaeria maculans
?
-
-
-
-
Temperature Optimum [°C] (protein specific)
EC Number
Temperature Optimum [°C]
Temperature Optimum Maximum [°C]
Commentary
Organism
2.5.1.34
30
-
assay at
Aspergillus fumigatus
2.5.1.80
30
-
assay at
Aspergillus fumigatus
pH Optimum (protein specific)
EC Number
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
2.5.1.34
7.5
-
assay at
Aspergillus fumigatus
2.5.1.80
7.5
-
assay at
Aspergillus fumigatus
General Information
EC Number
General Information
Commentary
Organism
2.5.1.34
evolution
FgaPT2 belongs to the DMATS superfamily
Aspergillus fumigatus
2.5.1.80
evolution
the enzyme belongs to the DMATS superfamily
Aspergillus fumigatus
General Information (protein specific)
EC Number
General Information
Commentary
Organism
2.5.1.34
evolution
FgaPT2 belongs to the DMATS superfamily
Aspergillus fumigatus
2.5.1.80
evolution
the enzyme belongs to the DMATS superfamily
Aspergillus fumigatus