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Two type III polyketide synthases from Polygonum cuspidatum: gene structure, evolutionary route and metabolites

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Abstract

In our recent work (Ma et al., in Planta 229(3):457–469, 2009a and 229(4):1077–1086, 2009b), two three-intron type III PKS genes, PcPKS1 and PcPKS2, were isolated from Polygonum cuspidatum Sieb. et Zucc. Phylogenetic and functional analyses revealed PcPKS1 is a three-intron chalcone synthase (CHS) gene, and PcPKS2 is found to be a three-intron benzalacetone synthase (BAS) gene. The regular CHS encoded by a single intron gene have not been isolated and characterized from P. cuspidatum. In this work a further CHS with one intron (PcPKS3) and a stilbene synthase (STS) gene with three-intron (PcPKS5) were isolated and characterized by functional and phylogenetic analyses. In comparison with PcPKS1, a bifunctional enzyme with both CHS and BAS activity, the enzymatic product of recombinant PcPKS3 was naringenin, bis-noryangonin (BNY) and 4-coumaroyltriacetic acid lactone (CTAL) occurred as side products. The PcPKS5 synthesized resveratrol and a trace amount of naringenin from p-coumaroyl-CoA. To our knowledge, PcPKS5 is the first reported three-intron STS gene in flowering plants. In this work, we speculated that this involved a possible evolutionary route of plant-specific type III PKS superfamily in P. cuspidatum.

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Abbreviations

BAS:

Benzalacetone synthase

CHS:

Chalcone synthase

CoA:

Coenzyme A

LC–ESIMS:

Liquid chromatography–electron spray ionization mass spectrometry

OKS:

Octaketide synthase

PKS:

Polyketide synthase

STS:

Stilbene synthase

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Acknowledgments

This work was supported by the National Natural Science Foundation of China (No. 31140068) and the Key Natural Science Foundation of Beijing Municipality (No. 5111001), the Foundation of Beijing Municipal Education Committee (No. KM201110020001), and the Funding Project for Academic Human Resources Development in Institutions of Higher Learning Under the Jurisdiction of Beijing Municipality (No. PHR201108279).

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Correspondence to Lan-Qing Ma or Hong Wang.

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Yan-Wu Guo and Hui-Li Guo contributed equally to this work.

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Guo, YW., Guo, HL., Li, X. et al. Two type III polyketide synthases from Polygonum cuspidatum: gene structure, evolutionary route and metabolites. Plant Biotechnol Rep 7, 371–381 (2013). https://doi.org/10.1007/s11816-012-0271-y

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