MetaCyc Enzyme: benzalacetone synthase

Species: Rubus idaeus

Subunit composition of benzalacetone synthase = [BAS subunit]2

The enzyme catalyzing the decarboxylative condensation of p-coumaroyl-CoA and malonyl-CoA to form p-hydroxybenzalacetone has been partially purified from berries of raspberry (Rubus idaeus). Assessing the substrate specificity and effects of inhibitors it was concluded that benzalacetone synthase (BST) represents a unique enzyme and differs from the closely related enzymes chalcone synthase (CHS) and stilbene synthase (STS) that also operate in this plant [BorejszaWysocki96].

note of curator:

This enzyme may or may not be identical with 4-hydroxybenzalacetone synthase. Although very similar to 4-hydroxybenzalacetone synthase with regard to catalytic properties this enzyme remains to be characterized on a molecular level to confirm identity with 4-hydroxybenzalacetone synthase (personal communication: G. Hrazdina, November 2012)

Molecular Weight of Polypeptide: 41.5 kD (experimental) [BorejszaWysocki96 ]

Molecular Weight of Multimer: 83 kD (experimental) [BorejszaWysocki96]

pI: 5.3 [BorejszaWysocki96]

Gene-Reaction Schematic: ?

Gene-Reaction Schematic

Created 09-Nov-2006 by Foerster H , TAIR
Revised 15-Sep-2010 by Pujar A , Boyce Thompson Institute
Reviewed 29-Nov-2012 by Foerster H , Boyce Thompson Institute

Enzymatic reaction of: benzalacetone synthase

EC Number:

4-coumaryl-CoA + malonyl-CoA + H+ + H2O <=> 4-hydroxybenzalacetone + 2 CO2 + 2 coenzyme A

The reaction direction shown, that is, A + B ↔ C + D versus C + D ↔ A + B, is in accordance with the Enzyme Commission system.

The reaction is favored in the direction shown.

In Pathways: raspberry ketone biosynthesis

Activators (Unknown Mechanism): 2-mercaptoethanol [BorejszaWysocki96]

Inhibitors (Unknown Mechanism): glutathione [BorejszaWysocki96]

Kinetic Parameters:

Km (μM)

pH(opt): 8.0 [BorejszaWysocki96]


BorejszaWysocki96: Borejsza-Wysocki W, Hrazdina G (1996). "Aromatic Polyketide Synthases (Purification, Characterization, and Antibody Development to Benzalacetone Synthase from Raspberry Fruits)." Plant Physiol 110(3);791-799. PMID: 12226219

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Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
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