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Cross-reaction of chalcone synthase and stilbene synthase overexpressed in Escherichia coli
Authors:Toshio Yamaguchi   Fumiya Kurosaki   Dae-Yeon Suh   Ushio Sankawa   Mizue Nishioka   Takumi Akiyama   Masaaki Shibuya  Yutaka Ebizuka
Abstract:Chalcone synthase (CHS) and stilbene synthase (STS) are related plant polyketide synthases belonging to the CHS superfamily. CHS and STS catalyze common condensation reactions of p-coumaroyl-CoA and three C2-units from malonyl-CoA but different cyclization reactions to produce naringenin chalcone and resveratrol, respectively. Using purified Pueraria lobata CHS and Arachis hypogaea STS overexpressed in Escherichia coli, bisnoryangonin (BNY, the derailed lactone after two condensations) and p-coumaroyltriacetic acid lactone (the derailed lactone after three condensations) were detected from the reaction products. More importantly, we found a cross-reaction between CHS and STS, i.e. resveratrol production by CHS (2.7–4.2% of naringenin) and naringenin production by STS (1.4–2.3% of resveratrol), possibly due to the conformational flexibility of their active sites.
Keywords:Chalcone synthase   Stilbene synthase   Bisnoryangonin   p-Coumaroyltriacetic acid lactone   Cross-reaction
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