BRENDA - Enzyme Database show
show all sequences of 2.3.1.151

Benzophenone synthase and chalcone synthase from Hypericum androsaemum cell cultures: cDNA cloning, functional expression, and site-directed mutagenesis of two polyketide synthases

Liu, B.; Falkenstein-Paul, H.; Schmidt, W.; Beerhues, L.; Plant J. 34, 847-855 (2003)

Data extracted from this reference:

Activating Compound
Activating Compound
Commentary
Organism
Structure
DTT
required for maximum activity, without DTT the enzyme shows 40% of maximal activity
Hypericum androsaemum
Cloned(Commentary)
Commentary
Organism
construction of cDNA library, DNA and amino acid sequence determination and analysis, functional overexpression of wild-type enzyme and expression of mutant enzymes in Escherichia coli strain BL21(DE3) as GST fusion protein
Hypericum androsaemum
KM Value [mM]
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
0.0057
-
benzoyl-CoA
pH 7.0, 35C, recombinant enzyme
Hypericum androsaemum
0.0231
-
malonyl-CoA
pH 7.0, 35C, recombinant enzyme
Hypericum androsaemum
Molecular Weight [Da]
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
42800
-
2 * 42800, recombinant enzyme, SDS-PAGE
Hypericum androsaemum
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
benzoyl-CoA + malonyl-CoA
Hypericum androsaemum
stepwise condensation, polyketid synthesis, benzoic acid biosynthetic pathway overview, the 3'-hydroxylation is catalyzed by a cytochrome P450 monooxygenase in Hypericum androsaemum
2,4,6-trihydroxybenzophenone + CoA + CO2
-
-
?
additional information
Hypericum androsaemum
benzoyl-CoA is a minor starter molecule of polyketid synthesis for PKS in other plants, phylogenetic analysis
?
-
-
-
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Hypericum androsaemum
-
-
-
Purification (Commentary)
Commentary
Organism
DNA sequence determination and analysis, phylogenetic analysis, recombinant GST-tagged wild-type and mutant enzymes from Escherichia coli strain BL21(DE3), GST-tag is cleaved of by factor Xa
Hypericum androsaemum
Reaction
Reaction
Commentary
Organism
3 Malonyl-CoA + 3-hydroxybenzoyl-CoA = 4 CoA + 2,3',4,6-tetrahydroxybenzophenone + 3 CO2
reaction mechanism, multiple decarboxylative condensation with malonyl-CoA followed by cyclization and aromatization of the inter,ediate tetraketide
Hypericum androsaemum
Source Tissue
Source Tissue
Commentary
Organism
Textmining
cell culture
-
Hypericum androsaemum
-
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
3-hydroxybenzoyl-CoA + malonyl-CoA
low activity, stepwise condensation
660170
Hypericum androsaemum
2,4,6-trihydroxybenzophenone + CoA + CO2
-
-
-
?
4-hydroxybenzoyl-CoA + malonyl-CoA
very low activity, stepwise condensation
660170
Hypericum androsaemum
2,4,6-trihydroxybenzophenone + CoA + CO2
-
-
-
?
benzoyl-CoA + malonyl-CoA
stepwise condensation, polyketid synthesis, benzoic acid biosynthetic pathway overview, the 3'-hydroxylation is catalyzed by a cytochrome P450 monooxygenase in Hypericum androsaemum
660170
Hypericum androsaemum
2,4,6-trihydroxybenzophenone + CoA + CO2
-
-
-
?
benzoyl-CoA + malonyl-CoA
preferred substrate, stepwise condensation
660170
Hypericum androsaemum
2,4,6-trihydroxybenzophenone + CoA + CO2
-
-
-
?
additional information
benzoyl-CoA is a minor starter molecule of polyketid synthesis for PKS in other plants, phylogenetic analysis
660170
Hypericum androsaemum
?
-
-
-
-
additional information
no activity with activated cinnamic acids as starter compounds, e.g. 2-hydroxybenzoyl-CoA, 4-coumaroyl-CoA, 3-coumaroyl-CoA, 2-coumaroyl-CoA, cinnamoyl-CoA, caffeoyl-CoA, and feruloyl-CoA, no activity with acetyl-CoA, substrate specificity, overview
660170
Hypericum androsaemum
?
-
-
-
-
N-methylanthraniloyl-CoA + malonyl-CoA
low activity, stepwise condensation
660170
Hypericum androsaemum
? + CoA + CO2
-
-
-
?
Subunits
Subunits
Commentary
Organism
dimer
2 * 42800, recombinant enzyme, SDS-PAGE
Hypericum androsaemum
Temperature Optimum [C]
Temperature Optimum [C]
Temperature Optimum Maximum [C]
Commentary
Organism
35
-
-
Hypericum androsaemum
Turnover Number [1/s]
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
9.66
-
benzoyl-CoA
pH 7.0, 35C, recombinant enzyme
Hypericum androsaemum
pH Optimum
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
6.5
7
-
Hypericum androsaemum
Activating Compound (protein specific)
Activating Compound
Commentary
Organism
Structure
DTT
required for maximum activity, without DTT the enzyme shows 40% of maximal activity
Hypericum androsaemum
Cloned(Commentary) (protein specific)
Commentary
Organism
construction of cDNA library, DNA and amino acid sequence determination and analysis, functional overexpression of wild-type enzyme and expression of mutant enzymes in Escherichia coli strain BL21(DE3) as GST fusion protein
Hypericum androsaemum
KM Value [mM] (protein specific)
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
0.0057
-
benzoyl-CoA
pH 7.0, 35C, recombinant enzyme
Hypericum androsaemum
0.0231
-
malonyl-CoA
pH 7.0, 35C, recombinant enzyme
Hypericum androsaemum
Molecular Weight [Da] (protein specific)
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
42800
-
2 * 42800, recombinant enzyme, SDS-PAGE
Hypericum androsaemum
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
benzoyl-CoA + malonyl-CoA
Hypericum androsaemum
stepwise condensation, polyketid synthesis, benzoic acid biosynthetic pathway overview, the 3'-hydroxylation is catalyzed by a cytochrome P450 monooxygenase in Hypericum androsaemum
2,4,6-trihydroxybenzophenone + CoA + CO2
-
-
?
additional information
Hypericum androsaemum
benzoyl-CoA is a minor starter molecule of polyketid synthesis for PKS in other plants, phylogenetic analysis
?
-
-
-
Purification (Commentary) (protein specific)
Commentary
Organism
DNA sequence determination and analysis, phylogenetic analysis, recombinant GST-tagged wild-type and mutant enzymes from Escherichia coli strain BL21(DE3), GST-tag is cleaved of by factor Xa
Hypericum androsaemum
Source Tissue (protein specific)
Source Tissue
Commentary
Organism
Textmining
cell culture
-
Hypericum androsaemum
-
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
3-hydroxybenzoyl-CoA + malonyl-CoA
low activity, stepwise condensation
660170
Hypericum androsaemum
2,4,6-trihydroxybenzophenone + CoA + CO2
-
-
-
?
4-hydroxybenzoyl-CoA + malonyl-CoA
very low activity, stepwise condensation
660170
Hypericum androsaemum
2,4,6-trihydroxybenzophenone + CoA + CO2
-
-
-
?
benzoyl-CoA + malonyl-CoA
stepwise condensation, polyketid synthesis, benzoic acid biosynthetic pathway overview, the 3'-hydroxylation is catalyzed by a cytochrome P450 monooxygenase in Hypericum androsaemum
660170
Hypericum androsaemum
2,4,6-trihydroxybenzophenone + CoA + CO2
-
-
-
?
benzoyl-CoA + malonyl-CoA
preferred substrate, stepwise condensation
660170
Hypericum androsaemum
2,4,6-trihydroxybenzophenone + CoA + CO2
-
-
-
?
additional information
benzoyl-CoA is a minor starter molecule of polyketid synthesis for PKS in other plants, phylogenetic analysis
660170
Hypericum androsaemum
?
-
-
-
-
additional information
no activity with activated cinnamic acids as starter compounds, e.g. 2-hydroxybenzoyl-CoA, 4-coumaroyl-CoA, 3-coumaroyl-CoA, 2-coumaroyl-CoA, cinnamoyl-CoA, caffeoyl-CoA, and feruloyl-CoA, no activity with acetyl-CoA, substrate specificity, overview
660170
Hypericum androsaemum
?
-
-
-
-
N-methylanthraniloyl-CoA + malonyl-CoA
low activity, stepwise condensation
660170
Hypericum androsaemum
? + CoA + CO2
-
-
-
?
Subunits (protein specific)
Subunits
Commentary
Organism
dimer
2 * 42800, recombinant enzyme, SDS-PAGE
Hypericum androsaemum
Temperature Optimum [C] (protein specific)
Temperature Optimum [C]
Temperature Optimum Maximum [C]
Commentary
Organism
35
-
-
Hypericum androsaemum
Turnover Number [1/s] (protein specific)
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
9.66
-
benzoyl-CoA
pH 7.0, 35C, recombinant enzyme
Hypericum androsaemum
pH Optimum (protein specific)
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
6.5
7
-
Hypericum androsaemum
Other publictions for EC 2.3.1.151
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)
720639
Nualkaew
Benzophenone synthase from Gar ...
Garcinia mangostana
Phytochemistry
77
60-69
2012
-
-
1
-
4
-
-
2
-
-
3
-
-
3
-
-
1
-
-
3
-
-
9
1
1
-
-
2
1
-
-
-
-
1
-
-
-
1
-
-
4
-
-
-
-
2
-
-
3
-
-
-
-
1
-
3
-
-
9
1
1
-
-
2
1
-
-
1
-
2
2
-
-
-
704562
Klundt
A single amino acid substituti ...
Hypericum androsaemum
J. Biol. Chem.
284
30957-30964
2009
-
-
1
-
9
-
-
4
-
-
1
-
-
2
-
-
1
-
-
-
-
-
3
-
1
1
-
2
2
-
-
-
-
-
-
-
-
1
-
-
9
-
-
-
-
4
-
-
1
-
-
-
-
1
-
-
-
-
3
-
1
1
-
2
2
-
-
-
-
-
-
-
2
2
706131
Beerhues
Biosynthesis of biphenyls and ...
Centaurium erythraea, Hypericum androsaemum
Phytochemistry
70
1719-1727
2009
-
-
2
-
-
-
-
1
-
-
1
-
-
9
-
-
-
-
-
1
-
-
2
-
1
-
-
1
-
1
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
1
-
-
1
-
-
-
-
-
-
1
-
-
2
-
1
-
-
1
-
1
-
-
-
-
-
-
1
1
676362
Klingauf
Biosynthesis of the hyperforin ...
Hypericum calycinum
Phytochemistry
66
139-145
2005
-
-
-
-
-
-
-
-
-
-
-
-
-
3
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
660170
Liu
Benzophenone synthase and chal ...
Hypericum androsaemum
Plant J.
34
847-855
2003
1
-
1
-
-
-
-
2
-
-
1
2
-
3
-
-
1
1
-
1
-
-
7
1
1
-
-
1
1
-
-
-
-
-
-
1
-
1
-
-
-
-
-
-
-
2
-
-
1
2
-
-
-
1
-
1
-
-
7
1
1
-
-
1
1
-
-
-
-
-
-
-
-
-
16327
Schmidt
Alternative pathways of xantho ...
Hypericum androsaemum
FEBS Lett.
420
143-146
1997
-
-
-
-
-
-
-
-
-
-
-
-
-
3
-
-
-
-
-
-
-
-
3
-
1
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
3
-
1
-
-
-
1
-
-
-
-
-
-
-
-
-
16326
Beerhues
Benzophenone synthase from cul ...
Centaurium erythraea
FEBS Lett.
383
264-266
1996
-
-
-
-
-
-
-
-
-
-
-
1
-
2
-
-
-
-
-
1
-
-
3
-
1
1
-
-
1
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
1
-
-
3
-
1
1
-
-
1
1
-
-
-
-
-
-
-
-