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Literature summary for 2.3.1.74 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

Cloned(Commentary)

Cloned (Comment) Organism
overexpression in Escherichia coli as glutathione-S-transferase fusion protein, wild-type and mutant enzymes: L263M, F265Y, G256A, S338G, L263M/F265Y, G256A/S338G, L263M/S338G, F265Y/S338G, L263M/F265Y/S338G, G256A/L263M/F265Y, G256A/L263M/F265Y/S338G Hypericum androsaemum

Protein Variants

Protein Variants Comment Organism
F265Y relative activity with 4-coumaroyl-CoA and benzoyl-CoA as starter substrate is 4.5:1 for wild-type enzyme and 7.2:1 for the mutant enzyme Hypericum androsaemum
F265Y/S338G relative activity with 4-coumaroyl-CoA and benzoyl-CoA as starter substrate is 4.5:1 for wild-type enzyme and 2.2:1 for the mutant enzyme Hypericum androsaemum
G256A relative activity with 4-coumaroyl-CoA and benzoyl-CoA as starter substrate is 4.5:1 for wild-type enzyme and 4.0:1 for the mutant enzyme Hypericum androsaemum
G256A/L263M/F265Y relative activity with 4-coumaroyl-CoA and benzoyl-CoA as starter substrate is 4.5:1 for wild-type enzyme and 12.5:1 for the mutant enzyme Hypericum androsaemum
G256A/L263M/F265Y/S338G relative activity with 4-coumaroyl-CoA and benzoyl-CoA as starter substrate is 4.5:1 for wild-type enzyme and 1.1:1 for the mutant enzyme Hypericum androsaemum
G256A/S338G relative activity with 4-coumaroyl-CoA and benzoyl-CoA as starter substrate is 4.5:1 for wild-type enzyme and 3.0:1 for the mutant enzyme Hypericum androsaemum
L263M relative activity with 4-coumaroyl-CoA and benzoyl-CoA as starter substrate is 4.5:1 for wild-type enzyme and 4.0:1 for the mutant enzyme Hypericum androsaemum
L263M/F265Y relative activity with 4-coumaroyl-CoA and benzoyl-CoA as starter substrate is 4.5:1 for wild-type enzyme and 3.7:1 for the mutant enzyme Hypericum androsaemum
L263M/F265Y/S338G mutant enzyme preferres benzoyl-CoA over 4-coumaroyl-CoA,relative activity with 4-coumaroyl-CoA and benzoyl-CoA as starter substrate is 4.5:1 for wild-type enzyme and 1.0:1.9 for the mutant enzyme Hypericum androsaemum
L263M/S338G relative activity with 4-coumaroyl-CoA and benzoyl-CoA as starter substrate is 4.5:1 for wild-type enzyme and 3.9:1 for the mutant enzyme Hypericum androsaemum
S338G relative activity with 4-coumaroyl-CoA and benzoyl-CoA as starter substrate is 4.5:1 for wild-type enzyme and 4.4:1 for the mutant enzyme Hypericum androsaemum

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.0049
-
4-coumaroyl-CoA pH 7.0, 35°C, wild-type enzyme Hypericum androsaemum
0.0054
-
benzoyl-CoA pH 7.0, 35°C, mutant enzyme L263M/F265Y/S338G Hypericum androsaemum
0.0068
-
benzoyl-CoA pH 7.0, 35°C, wild-type enzyme Hypericum androsaemum
0.0078
-
4-coumaroyl-CoA pH 7.0, 35°C, mutant enzyme L263M/F265Y/S338G Hypericum androsaemum
0.0099
-
malonyl-CoA pH 7.0, 35°C, mutant enzyme L263M/F265Y/S338G Hypericum androsaemum
0.0108
-
malonyl-CoA pH 7.0, 35°C, wild-type enzyme Hypericum androsaemum

Organism

Organism UniProt Comment Textmining
Hypericum androsaemum
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4-coumaroyl-CoA + 3 malonyl-CoA
-
Hypericum androsaemum naringenin chalcone + 4 CoA + 3 CO2
-
?
cinnamoyl-CoA + malonyl-CoA 87.5% of the activity with 4-coumaroyl-CoA + malonyl-CoA Hypericum androsaemum 5,7-dihydroxyflavanone + CoA + CO2
-
?
malonyl-CoA + 3-coumaroyl-CoA 34.4% of the activity with 4-coumaroyl-CoA + malonyl-CoA Hypericum androsaemum ? + CO2 + CoA
-
?
malonyl-CoA + 3-hydroxybenzoyl-CoA 21.8% of the activity with 4-coumaroyl-CoA + malonyl-CoA Hypericum androsaemum ? + CO2 + CoA
-
?
malonyl-CoA + benzoyl-CoA 22.3% of the activity with 4-coumaroyl-CoA + malonyl-CoA Hypericum androsaemum phlorobenzophenone + CO2 + CoA
-
?

Synonyms

Synonyms Comment Organism
chalcone synthase
-
Hypericum androsaemum

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.007
-
4-coumaroyl-CoA pH 7.0, 35°C, mutant enzyme L263M/F265Y/S338G Hypericum androsaemum
0.0113
-
benzoyl-CoA pH 7.0, 35°C, wild-type enzyme Hypericum androsaemum
0.0156
-
benzoyl-CoA pH 7.0, 35°C, mutant enzyme L263M/F265Y/S338G Hypericum androsaemum
0.042
-
4-coumaroyl-CoA pH 7.0, 35°C, wild-type enzyme Hypericum androsaemum