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Literature summary for 2.3.1.220 extracted from

  • Morita, H.; Takahashi, Y.; Noguchi, H.; Abe, I.
    Enzymatic Formation of Unnatural Aromatic Polyketides by Chalcone Synthase (2000), Biochem. Biophys. Res. Commun., 279, 190-195.
    View publication on PubMed

Organism

Organism UniProt Comment Textmining
Scutellaria baicalensis
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-
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3 malonyl-CoA + benzoyl-CoA
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Scutellaria baicalensis 4 CoA + 2,4,6-trihydroxybenzophenone + 3 CO2
-
?
3 malonyl-CoA + hexanoyl-CoA
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Scutellaria baicalensis 4 CoA + 4-hydroxy-6-pentyl-2H-pyran-2-one + 4-hydroxy-6-(2-oxoheptyl)-2H-pyran-2-one + 3 CO2
-
?
3 malonyl-CoA + isobutyryl-CoA
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Scutellaria baicalensis 4 CoA + phloroisobutyrophenone + 3 CO2
-
?
3 malonyl-CoA + isovaleryl-CoA
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Scutellaria baicalensis 4 CoA + phloroisovalerophenone + 3 CO2
-
?
3 malonyl-CoA + phenylacetyl-CoA
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Scutellaria baicalensis 4 CoA + 2,4,6-trihydroxyphenylbenzylketone + 3 CO2
-
?
additional information chalcone synthase, CHS EC 2.3.1.74, shows broad substrate specificity, overview. Both aromatic and aliphatic CoA esters are accepted in the active site of the enzyme as a starter substrate for the complex condensation reaction. CHS converts benzoyl-CoA to phlorobenzophenone, i.e. 2,4,6-trihydroxybenzophenone, along with pyrone by-products, and it converts phenylacetyl-CoA to an unnatural aromatic polyketide, phlorobenzylketone, i.e. 2,4,6-trihydroxyphenylbenzylketone. Scutellaria baicalensis CHS also accepts aliphatic CoA esters, isovaleryl-CoA and isobutyryl-CoA, to produce phloroacylphenones. Hexanoyl-CoA only affords pyrone derivatives without formation of a new aromatic ring Scutellaria baicalensis ?
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?

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
30
-
assay at Scutellaria baicalensis

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.5
-
assay at Scutellaria baicalensis