The terpene synthase gene family in Tripterygium wilfordii harbors a labdane-type diterpene synthase among the monoterpene synthase TPS-b subfamily
Abstract
We present Tripterygium wilfordii (Celastraceae) is a medicinal plant with anti-inflammatory and immunosuppressive properties. Identification of a vast array of unusual sesquiterpenoids, diterpenoids and triterpenoids in T. wilfordii has spurred investigations of their pharmacological properties. The tri-epoxide lactone triptolide was the first of many diterpenoids identified, attracting interest due to the spectrum of bioactivities. To probe the genetic underpinning of diterpenoid diversity, an expansion of the class II diterpene synthase (diTPS) family was recently identified in a leaf transcriptome. Following detection of triptolide and simple diterpene scaffolds in the root, we sequenced and mined the root transcriptome. This allowed identification of the root-specific complement of TPSs and an expansion in the class I diTPS family. Functional characterization of the class II diTPSs established their activities in the formation of four C-20 diphosphate intermediates, precursors of both generalized and specialized metabolism and a novel scaffold for Celastraceae. Functional pairs of the class I and II enzymes resulted in formation of three scaffolds, accounting for some of the terpenoid diversity found in T. wilfordii. The absence of activity-forming abietane-type diterpenes encouraged further testing of TPSs outside the canonical class I diTPS family. TwTPS27, close relative of mono-TPSs, was found to couple withmore »
- Authors:
-
- Univ. of Copenhagen (Denmark). Plant Biochemistry Laboratory, Department of Plant and Environmental Sciences; Center for Synthetic Biology 'bioSYNergy' and Copenhagen Plant Sciences Centre, Copenhagen (Denmark)
- Univ. of Copenhagen (Denmark). Plant Biochemistry Laboratory, Department of Plant and Environmental Sciences
- Royal Institute of Technology, Stockholm (Sweden). Science for Life Laboratory, Kungliga Tekniska Högskolan
- Publication Date:
- Research Org.:
- Univ. of Wisconsin, Madison, WI (United States)
- Sponsoring Org.:
- USDOE Office of Science (SC), Biological and Environmental Research (BER)
- OSTI Identifier:
- 1427678
- Grant/Contract Number:
- FC02-07ER64494
- Resource Type:
- Accepted Manuscript
- Journal Name:
- The Plant Journal
- Additional Journal Information:
- Journal Volume: 89; Journal Issue: 3; Journal ID: ISSN 0960-7412
- Publisher:
- Society for Experimental Biology
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 59 BASIC BIOLOGICAL SCIENCES; 60 APPLIED LIFE SCIENCES; Tripterygium wilfordii; terpene synthase; specialized metabolism; convergent evolution; bioactive diterpenoids
Citation Formats
Hansen, Nikolaj L., Heskes, Allison M., Hamberger, Britta, Olsen, Carl E., Hallstrom, Bjorn M., Andersen-Ranberg, Johan, and Hamberger, Bjorn. The terpene synthase gene family in Tripterygium wilfordii harbors a labdane-type diterpene synthase among the monoterpene synthase TPS-b subfamily. United States: N. p., 2016.
Web. doi:10.1111/tpj.13410.
Hansen, Nikolaj L., Heskes, Allison M., Hamberger, Britta, Olsen, Carl E., Hallstrom, Bjorn M., Andersen-Ranberg, Johan, & Hamberger, Bjorn. The terpene synthase gene family in Tripterygium wilfordii harbors a labdane-type diterpene synthase among the monoterpene synthase TPS-b subfamily. United States. https://doi.org/10.1111/tpj.13410
Hansen, Nikolaj L., Heskes, Allison M., Hamberger, Britta, Olsen, Carl E., Hallstrom, Bjorn M., Andersen-Ranberg, Johan, and Hamberger, Bjorn. Tue .
"The terpene synthase gene family in Tripterygium wilfordii harbors a labdane-type diterpene synthase among the monoterpene synthase TPS-b subfamily". United States. https://doi.org/10.1111/tpj.13410. https://www.osti.gov/servlets/purl/1427678.
@article{osti_1427678,
title = {The terpene synthase gene family in Tripterygium wilfordii harbors a labdane-type diterpene synthase among the monoterpene synthase TPS-b subfamily},
author = {Hansen, Nikolaj L. and Heskes, Allison M. and Hamberger, Britta and Olsen, Carl E. and Hallstrom, Bjorn M. and Andersen-Ranberg, Johan and Hamberger, Bjorn},
abstractNote = {We present Tripterygium wilfordii (Celastraceae) is a medicinal plant with anti-inflammatory and immunosuppressive properties. Identification of a vast array of unusual sesquiterpenoids, diterpenoids and triterpenoids in T. wilfordii has spurred investigations of their pharmacological properties. The tri-epoxide lactone triptolide was the first of many diterpenoids identified, attracting interest due to the spectrum of bioactivities. To probe the genetic underpinning of diterpenoid diversity, an expansion of the class II diterpene synthase (diTPS) family was recently identified in a leaf transcriptome. Following detection of triptolide and simple diterpene scaffolds in the root, we sequenced and mined the root transcriptome. This allowed identification of the root-specific complement of TPSs and an expansion in the class I diTPS family. Functional characterization of the class II diTPSs established their activities in the formation of four C-20 diphosphate intermediates, precursors of both generalized and specialized metabolism and a novel scaffold for Celastraceae. Functional pairs of the class I and II enzymes resulted in formation of three scaffolds, accounting for some of the terpenoid diversity found in T. wilfordii. The absence of activity-forming abietane-type diterpenes encouraged further testing of TPSs outside the canonical class I diTPS family. TwTPS27, close relative of mono-TPSs, was found to couple with TwTPS9, converting normal-copalyl diphosphate to miltiradiene. The phylogenetic distance to established diTPSs indicates neo-functionalization of TwTPS27 into a diTPS, a function not previously observed in the TPS-b subfamily. Finally, this example of evolutionary convergence expands the functionality of TPSs in the TPS-b family and may contribute miltiradiene to the diterpenoids of T. wilfordii.},
doi = {10.1111/tpj.13410},
journal = {The Plant Journal},
number = 3,
volume = 89,
place = {United States},
year = {Tue Nov 01 00:00:00 EDT 2016},
month = {Tue Nov 01 00:00:00 EDT 2016}
}
Web of Science
Figures / Tables:
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