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Literature summary extracted from

  • Abe, I.; Takahashi, Y.; Morita, H.; Noguchi, H.
    Benzalacetone synthase. A novel polyketide synthase that plays a crucial role in the biosynthesis of phenylbutanones in Rheum palmatum (2001), Eur. J. Biochem., 268, 3354-3359.
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.3.1.212 DNA and amino acid sequence determination and analysis, phylogenetic tree, expression of His-tagged wild-type and mutant enzymes in Escherichia coli Rheum palmatum

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.3.1.212 0.01
-
 4-coumaroyl-CoA pH 8.0, 30°C, recombinant wild-type enzyme Rheum palmatum

Molecular Weight [Da]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
2.3.1.212 42223
-
 x * 42223, sequence calculation Rheum palmatum

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.3.1.212 4-coumaroyl-CoA + malonyl-CoA + H2O Rheum palmatum
-
 2 CoA + 4-hydroxybenzalacetone + 2 CO2
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
2.3.1.212 Rheum palmatum Q94FV7
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
2.3.1.212 recombinant His-tagged wild-type and mutant enzymes from Escherichia coli by nickel affinity chromatography and gel filtration Rheum palmatum

Source Tissue

EC Number Source Tissue Comment Organism Textmining

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.3.1.212 4-coumaroyl-CoA + malonyl-CoA + H2O
-
 Rheum palmatum 2 CoA + 4-hydroxybenzalacetone + 2 CO2
-
 ?
2.3.1.212 additional information the recombinant enzyme expressed in Escherichia coli efficiently affords benzalacetone as a single product from 4-coumaroyl-CoA and malonyl-CoA. BAS does not accept hexanoyl-CoA, isobutyryl-CoA, isovaleryl-CoA, and acetyl-CoA as a substrates. No conversion of 3-(4-hydroxyphenyl)propionyl-CoA to 4-(4-hydroxyphenyl)butan-2-one Rheum palmatum ?
-
 ?

Subunits

EC Number Subunits Comment Organism
2.3.1.212 ? x * 42223, sequence calculation Rheum palmatum

Synonyms

EC Number Synonyms Comment Organism
2.3.1.212 bAS
-
 Rheum palmatum

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.3.1.212 30
-
 assay at Rheum palmatum

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
2.3.1.212 0.0298
-
 4-coumaroyl-CoA pH 8.0, 30°C, recombinant wild-type enzyme Rheum palmatum

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
2.3.1.212 8 8.8
-
 Rheum palmatum

General Information

EC Number General Information Comment Organism
2.3.1.212 evolution the enzyme is a plant-specific type III polyketide synthase of the chalcone synthase (CHS) superfamily. Members of the CHS-superfamily enzymes do not form a species-specific cluster, but instead group into subfamilies according to their enzymatic function. BAS lacks the active-site Phe215 residue (numbering in CHS), which has been proposed to help orient substrates and intermediates during the sequential condensation of 4-coumaroyl-CoA with malonyl-CoA in CHS, while the catalytic cysteine-histidine dyad (Cys164-His303) in CHS is well conserved in BAS Rheum palmatum
2.3.1.212 physiological function BAS plays a crucial role in the biosynthesis of pharmaceutically important phenylbutanone glucoside, lindleyin, the active principle of the anti-inflammatory action of the medicinal plant, and it plays a crucial role for the construction of the C6-C4 moiety of a variety of natural products such as medicinally important gingerols in ginger plant Rheum palmatum