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OSC2 and CYP716A14v2 catalyze the biosynthesis of triterpenoids for the cuticle of aerial organs of Artemisia annua

(2015) PLANT CELL. 27(1). p.286-301
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Abstract
Artemisia annua is widely studied for its ability to accumulate the antimalarial sesquiterpenoid artemisinin. In addition to producing a variety of sesquiterpenoids, A. annua also accumulates mono-, di-, and triterpenoids, the majority of which are produced in the glandular trichomes. A. annua also has filamentous trichomes on its aerial parts, but little is known of their biosynthesis potential. Here, through a comparative transcriptome analysis between glandular and filamentous trichomes, we identified two genes, OSC2 and CYP716A14v2, encoding enzymes involved in the biosynthesis of specialized triterpenoids in A. annua. By expressing these genes in Saccharomyces cerevisiae and Nicotiana benthamiana, we characterized the catalytic function of these proteins and could reconstitute the specialized triterpenoid spectrum of A. annua in these heterologous hosts. OSC2 is a multifunctional oxidosqualene cyclase that produces alpha-amyrin, beta-amyrin, and delta-amyrin. CYP716A14v2 is a P450 belonging to the functionally diverse CYP716 family and catalyzes the oxidation of pentacyclic triterpenes, leading to triterpenes with a carbonyl group at position C-3, thereby providing an alternative biosynthesis pathway to 3-oxo triterpenes. Together, these enzymes produce specialized triterpenoids that are constituents of the wax layer of the cuticle covering the aerial parts of A. annua and likely function in the protection of the plant against biotic and abiotic stress.
Keywords
DAMMARENEDIOL-II, AMYRIN SYNTHASE, MOLECULAR-CLONING, ANTIMALARIAL-DRUG, FUNCTIONAL EXPRESSION, OXIDOSQUALENE CYCLASES, SACCHAROMYCES-CEREVISIAE, PANAX-GINSENG, LEAF CUTICULAR WAXES, GINSENOSIDE BIOSYNTHESIS

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MLA
Moses, Tessa et al. “OSC2 and CYP716A14v2 Catalyze the Biosynthesis of Triterpenoids for the Cuticle of Aerial Organs of Artemisia Annua.” PLANT CELL 27.1 (2015): 286–301. Print.
APA
Moses, T., Pollier, J., Shen, Q., Soetaert, S., Reed, J., Erffelinck, M.-L., Van Nieuwerburgh, F., et al. (2015). OSC2 and CYP716A14v2 catalyze the biosynthesis of triterpenoids for the cuticle of aerial organs of Artemisia annua. PLANT CELL, 27(1), 286–301.
Chicago author-date
Moses, Tessa, Jacob Pollier, Qian Shen, Sandra Soetaert, James Reed, Marie-Laure Erffelinck, Filip Van Nieuwerburgh, et al. 2015. “OSC2 and CYP716A14v2 Catalyze the Biosynthesis of Triterpenoids for the Cuticle of Aerial Organs of Artemisia Annua.” Plant Cell 27 (1): 286–301.
Chicago author-date (all authors)
Moses, Tessa, Jacob Pollier, Qian Shen, Sandra Soetaert, James Reed, Marie-Laure Erffelinck, Filip Van Nieuwerburgh, Robin Vanden Bossche, Anne Osbourn, Johan M Thevelein, Dieter Deforce, Kexuan Tang, and Alain Goossens. 2015. “OSC2 and CYP716A14v2 Catalyze the Biosynthesis of Triterpenoids for the Cuticle of Aerial Organs of Artemisia Annua.” Plant Cell 27 (1): 286–301.
Vancouver
1.
Moses T, Pollier J, Shen Q, Soetaert S, Reed J, Erffelinck M-L, et al. OSC2 and CYP716A14v2 catalyze the biosynthesis of triterpenoids for the cuticle of aerial organs of Artemisia annua. PLANT CELL. 2015;27(1):286–301.
IEEE
[1]
T. Moses et al., “OSC2 and CYP716A14v2 catalyze the biosynthesis of triterpenoids for the cuticle of aerial organs of Artemisia annua,” PLANT CELL, vol. 27, no. 1, pp. 286–301, 2015.
@article{5930827,
  abstract     = {Artemisia annua is widely studied for its ability to accumulate the antimalarial sesquiterpenoid artemisinin. In addition to producing a variety of sesquiterpenoids, A. annua also accumulates mono-, di-, and triterpenoids, the majority of which are produced in the glandular trichomes. A. annua also has filamentous trichomes on its aerial parts, but little is known of their biosynthesis potential. Here, through a comparative transcriptome analysis between glandular and filamentous trichomes, we identified two genes, OSC2 and CYP716A14v2, encoding enzymes involved in the biosynthesis of specialized triterpenoids in A. annua. By expressing these genes in Saccharomyces cerevisiae and Nicotiana benthamiana, we characterized the catalytic function of these proteins and could reconstitute the specialized triterpenoid spectrum of A. annua in these heterologous hosts. OSC2 is a multifunctional oxidosqualene cyclase that produces alpha-amyrin, beta-amyrin, and delta-amyrin. CYP716A14v2 is a P450 belonging to the functionally diverse CYP716 family and catalyzes the oxidation of pentacyclic triterpenes, leading to triterpenes with a carbonyl group at position C-3, thereby providing an alternative biosynthesis pathway to 3-oxo triterpenes. Together, these enzymes produce specialized triterpenoids that are constituents of the wax layer of the cuticle covering the aerial parts of A. annua and likely function in the protection of the plant against biotic and abiotic stress.},
  author       = {Moses, Tessa and Pollier, Jacob and Shen, Qian and Soetaert, Sandra and Reed, James and Erffelinck, Marie-Laure and Van Nieuwerburgh, Filip and Vanden Bossche, Robin and Osbourn, Anne and Thevelein, Johan M and Deforce, Dieter and Tang, Kexuan and Goossens, Alain},
  issn         = {1040-4651},
  journal      = {PLANT CELL},
  keywords     = {DAMMARENEDIOL-II,AMYRIN SYNTHASE,MOLECULAR-CLONING,ANTIMALARIAL-DRUG,FUNCTIONAL EXPRESSION,OXIDOSQUALENE CYCLASES,SACCHAROMYCES-CEREVISIAE,PANAX-GINSENG,LEAF CUTICULAR WAXES,GINSENOSIDE BIOSYNTHESIS},
  language     = {eng},
  number       = {1},
  pages        = {286--301},
  title        = {OSC2 and CYP716A14v2 catalyze the biosynthesis of triterpenoids for the cuticle of aerial organs of Artemisia annua},
  url          = {http://dx.doi.org/10.1105/tpc.114.134486},
  volume       = {27},
  year         = {2015},
}

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