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The Sesquiterpene Synthase PtTPS5 Produces (1S,5S,7R,10R)-Guaia-4(15)-en-11-ol and (1S,7R,10R)-Guaia-4-en-11-ol in Oomycete-Infected Poplar Roots

1
Max Planck Institute for Chemical Ecology, Hans-Knöll-Strasse 8, 07745 Jena, Germany
2
Kekulé-Institute of Organic Chemistry and Biochemistry, University of Bonn, Gerhard-Domagk-Strasse 1, 53121 Bonn, Germany
*
Author to whom correspondence should be addressed.
These authors contributed equally to this work.
Academic Editor: Valeria Patricia Sülsen
Molecules 2021, 26(3), 555; https://doi.org/10.3390/molecules26030555
Received: 14 December 2020 / Revised: 17 January 2021 / Accepted: 19 January 2021 / Published: 21 January 2021
(This article belongs to the Section Bioorganic Chemistry)
Pathogen infection often leads to the enhanced formation of specialized plant metabolites that act as defensive barriers against microbial attackers. In this study, we investigated the formation of potential defense compounds in roots of the Western balsam poplar (Populus trichocarpa) upon infection with the generalist root pathogen Phytophthora cactorum (Oomycetes). P. cactorum infection led to an induced accumulation of terpenes, aromatic compounds, and fatty acids in poplar roots. Transcriptome analysis of uninfected and P. cactorum-infected roots revealed a terpene synthase gene PtTPS5 that was significantly induced upon pathogen infection. PtTPS5 had been previously reported as a sesquiterpene synthase producing two unidentified sesquiterpene alcohols as major products and hedycaryol as a minor product. Using heterologous expression in Escherichia coli, enzyme assays with deuterium-labeled substrates, and NMR analysis of reaction products, we could identify the major PtTPS5 products as (1S,5S,7R,10R)-guaia-4(15)-en-11-ol and (1S,7R,10R)-guaia-4-en-11-ol, with the former being a novel compound. The transcript accumulation of PtTPS5 in uninfected and P. cactorum-infected poplar roots matched the accumulation of (1S,5S,7R,10R)-guaia-4(15)-en-11-ol, (1S,7R,10R)-guaia-4-en-11-ol, and hedycaryol in this tissue, suggesting that PtTPS5 likely contributes to the pathogen-induced formation of these compounds in planta. View Full-Text
Keywords: sesquiterpene synthase; Populus trichocarpa; oomycete; Phytophthora cactorum; plant defense sesquiterpene synthase; Populus trichocarpa; oomycete; Phytophthora cactorum; plant defense
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MDPI and ACS Style

Lackus, N.D.; Morawetz, J.; Xu, H.; Gershenzon, J.; Dickschat, J.S.; Köllner, T.G. The Sesquiterpene Synthase PtTPS5 Produces (1S,5S,7R,10R)-Guaia-4(15)-en-11-ol and (1S,7R,10R)-Guaia-4-en-11-ol in Oomycete-Infected Poplar Roots. Molecules 2021, 26, 555. https://doi.org/10.3390/molecules26030555

AMA Style

Lackus ND, Morawetz J, Xu H, Gershenzon J, Dickschat JS, Köllner TG. The Sesquiterpene Synthase PtTPS5 Produces (1S,5S,7R,10R)-Guaia-4(15)-en-11-ol and (1S,7R,10R)-Guaia-4-en-11-ol in Oomycete-Infected Poplar Roots. Molecules. 2021; 26(3):555. https://doi.org/10.3390/molecules26030555

Chicago/Turabian Style

Lackus, Nathalie D.; Morawetz, Jennifer; Xu, Houchao; Gershenzon, Jonathan; Dickschat, Jeroen S.; Köllner, Tobias G. 2021. "The Sesquiterpene Synthase PtTPS5 Produces (1S,5S,7R,10R)-Guaia-4(15)-en-11-ol and (1S,7R,10R)-Guaia-4-en-11-ol in Oomycete-Infected Poplar Roots" Molecules 26, no. 3: 555. https://doi.org/10.3390/molecules26030555

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