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Literature summary for 2.3.1.151 extracted from

  • Liu, B.; Falkenstein-Paul, H.; Schmidt, W.; Beerhues, L.
    Benzophenone synthase and chalcone synthase from Hypericum androsaemum cell cultures: cDNA cloning, functional expression, and site-directed mutagenesis of two polyketide synthases (2003), Plant J., 34, 847-855.
    View publication on PubMed

Activating Compound

Activating Compound Comment Organism Structure
DTT required for maximum activity, without DTT the enzyme shows 40% of maximal activity Hypericum androsaemum

Cloned(Commentary)

Cloned (Comment) 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 Comment Organism Structure
0.0057
-
benzoyl-CoA pH 7.0, 35°C, recombinant enzyme Hypericum androsaemum
0.0231
-
malonyl-CoA pH 7.0, 35°C, recombinant enzyme Hypericum androsaemum

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
42800
-
2 * 42800, recombinant enzyme, SDS-PAGE Hypericum androsaemum

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
benzoyl-CoA + 3 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 + 4 CoA + 3 CO2
-
?
additional information Hypericum androsaemum benzoyl-CoA is a minor starter molecule of polyketid synthesis for PKS in other plants, phylogenetic analysis ?
-
?

Organism

Organism UniProt Comment Textmining
Hypericum androsaemum
-
-
-

Purification (Commentary)

Purification (Comment) 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 Comment Organism Reaction ID
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 Comment Organism Textmining
cell culture
-
Hypericum androsaemum
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3-hydroxybenzoyl-CoA + 3 malonyl-CoA low activity, stepwise condensation Hypericum androsaemum 2,3',4,6-tetrahydroxybenzophenone + 4 CoA + 3 CO2
-
?
4-hydroxybenzoyl-CoA + 3 malonyl-CoA very low activity, stepwise condensation Hypericum androsaemum 2,4,4',6-trihydroxybenzophenone + 4 CoA + 3 CO2
-
?
benzoyl-CoA + 3 malonyl-CoA stepwise condensation, polyketid synthesis, benzoic acid biosynthetic pathway overview, the 3'-hydroxylation is catalyzed by a cytochrome P450 monooxygenase in Hypericum androsaemum Hypericum androsaemum 2,4,6-trihydroxybenzophenone + 4 CoA + 3 CO2
-
?
benzoyl-CoA + 3 malonyl-CoA preferred substrate, stepwise condensation Hypericum androsaemum 2,4,6-trihydroxybenzophenone + 4 CoA + 3 CO2
-
?
additional information benzoyl-CoA is a minor starter molecule of polyketid synthesis for PKS in other plants, phylogenetic analysis 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 Hypericum androsaemum ?
-
?
N-methylanthraniloyl-CoA + malonyl-CoA low activity, stepwise condensation Hypericum androsaemum ? + CoA + CO2
-
?

Subunits

Subunits Comment Organism
dimer 2 * 42800, recombinant enzyme, SDS-PAGE Hypericum androsaemum

Synonyms

Synonyms Comment Organism
BPS
-
Hypericum androsaemum
More enzyme belongs to the plant polyketid synthase superfamily, i.e. type III PKSs Hypericum androsaemum

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
35
-
-
Hypericum androsaemum

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
9.66
-
benzoyl-CoA pH 7.0, 35°C, recombinant enzyme Hypericum androsaemum

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
6.5 7
-
Hypericum androsaemum