Literature DB >> 28275147

Localization and in-Vivo Characterization of Thapsia garganica CYP76AE2 Indicates a Role in Thapsigargin Biosynthesis.

Trine Bundgaard Andersen1,2,3,4,5, Karen Agatha Martinez-Swatson1,2,3,4,5, Silas Anselm Rasmussen1,2,3,4,5, Berin Alain Boughton1,2,3,4,5, Kirsten Jørgensen1,2,3,4,5, Johan Andersen-Ranberg1,2,3,4,5, Nils Nyberg1,2,3,4,5, Søren Brøgger Christensen1,2,3,4,5, Henrik Toft Simonsen6,7,8,9,10.   

Abstract

The Mediterranean plant Thapsia garganica (dicot, Apiaceae), also known as deadly carrot, produces the highly toxic compound thapsigargin. This compound is a potent inhibitor of the sarcoplasmic-endoplasmic reticulum Ca2+-ATPase calcium pump in mammals and is of industrial importance as the active moiety of the anticancer drug mipsagargin, currently in clinical trials. Knowledge of thapsigargin in planta storage and biosynthesis has been limited. Here, we present the putative second step in thapsigargin biosynthesis, by showing that the cytochrome P450 TgCYP76AE2, transiently expressed in Nicotiana benthamiana, converts epikunzeaol into epidihydrocostunolide. Furthermore, we show that thapsigargin is likely to be stored in secretory ducts in the roots. Transcripts from TgTPS2 (epikunzeaol synthase) and TgCYP76AE2 in roots were found only in the epithelial cells lining these secretory ducts. This emphasizes the involvement of these cells in the biosynthesis of thapsigargin. This study paves the way for further studies of thapsigargin biosynthesis.
© 2017 American Society of Plant Biologists. All Rights Reserved.

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Year:  2017        PMID: 28275147      PMCID: PMC5411132          DOI: 10.1104/pp.16.00055

Source DB:  PubMed          Journal:  Plant Physiol        ISSN: 0032-0889            Impact factor:   8.340


  67 in total

1.  Lettuce costunolide synthase (CYP71BL2) and its homolog (CYP71BL1) from sunflower catalyze distinct regio- and stereoselective hydroxylations in sesquiterpene lactone metabolism.

Authors:  Nobuhiro Ikezawa; Jens Christian Göpfert; Don Trinh Nguyen; Soo-Un Kim; Paul E O'Maille; Otmar Spring; Dae-Kyun Ro
Journal:  J Biol Chem       Date:  2011-04-22       Impact factor: 5.157

2.  Plant science. Dynamic metabolons.

Authors:  Birger Lindberg Møller
Journal:  Science       Date:  2010-12-03       Impact factor: 47.728

3.  Geraniol 10-hydroxylase, a cytochrome P450 enzyme involved in terpenoid indole alkaloid biosynthesis.

Authors:  G Collu; N Unver; A M Peltenburg-Looman; R van der Heijden; R Verpoorte; J Memelink
Journal:  FEBS Lett       Date:  2001-11-16       Impact factor: 4.124

4.  Identification and characterization of a kunzeaol synthase from Thapsia garganica: implications for the biosynthesis of the pharmaceutical thapsigargin.

Authors:  Benjamin Pickel; Damian P Drew; Tom Manczak; Corinna Weitzel; Henrik T Simonsen; Dae-Kyun Ro
Journal:  Biochem J       Date:  2012-12-01       Impact factor: 3.857

5.  The genome of Chenopodium quinoa.

Authors:  David E Jarvis; Yung Shwen Ho; Damien J Lightfoot; Sandra M Schmöckel; Bo Li; Theo J A Borm; Hajime Ohyanagi; Katsuhiko Mineta; Craig T Michell; Noha Saber; Najeh M Kharbatia; Ryan R Rupper; Aaron R Sharp; Nadine Dally; Berin A Boughton; Yong H Woo; Ge Gao; Elio G W M Schijlen; Xiujie Guo; Afaque A Momin; Sónia Negrão; Salim Al-Babili; Christoph Gehring; Ute Roessner; Christian Jung; Kevin Murphy; Stefan T Arold; Takashi Gojobori; C Gerard van der Linden; Eibertus N van Loo; Eric N Jellen; Peter J Maughan; Mark Tester
Journal:  Nature       Date:  2017-02-08       Impact factor: 49.962

6.  The cytochrome p450 homepage.

Authors:  David R Nelson
Journal:  Hum Genomics       Date:  2009-10       Impact factor: 4.639

7.  Nicotiana benthamiana as a production platform for artemisinin precursors.

Authors:  Teun W J M van Herpen; Katarina Cankar; Marilise Nogueira; Dirk Bosch; Harro J Bouwmeester; Jules Beekwilder
Journal:  PLoS One       Date:  2010-12-03       Impact factor: 3.240

8.  Elucidation and in planta reconstitution of the parthenolide biosynthetic pathway.

Authors:  Qing Liu; David Manzano; Nikola Tanić; Milica Pesic; Jasna Bankovic; Irini Pateraki; Lea Ricard; Albert Ferrer; Ric de Vos; Sander van de Krol; Harro Bouwmeester
Journal:  Metab Eng       Date:  2014-04-03       Impact factor: 9.783

9.  Evolution of substrate recognition sites (SRSs) in cytochromes P450 from Apiaceae exemplified by the CYP71AJ subfamily.

Authors:  Bjørn Dueholm; Célia Krieger; Damian Drew; Alexandre Olry; Tsunashi Kamo; Olivier Taboureau; Corinna Weitzel; Frédéric Bourgaud; Alain Hehn; Henrik Toft Simonsen
Journal:  BMC Evol Biol       Date:  2015-06-26       Impact factor: 3.260

Review 10.  Mass spectrometry imaging for plant biology: a review.

Authors:  Berin A Boughton; Dinaiz Thinagaran; Daniel Sarabia; Antony Bacic; Ute Roessner
Journal:  Phytochem Rev       Date:  2015-10-13       Impact factor: 5.374

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  10 in total

Review 1.  Exploring evolutionary theories of plant defence investment using field populations of the deadly carrot.

Authors:  Karen Martinez-Swatson; Rasmus Kjøller; Federico Cozzi; Henrik Toft Simonsen; Nina Rønsted; Christopher Barnes
Journal:  Ann Bot       Date:  2020-04-25       Impact factor: 4.357

2.  Allylative Approaches to the Synthesis of Complex Guaianolide Sesquiterpenes from Apiaceae and Asteraceae.

Authors:  Xirui Hu; Andrew J Musacchio; Xingyu Shen; Yujia Tao; Thomas J Maimone
Journal:  J Am Chem Soc       Date:  2019-09-06       Impact factor: 15.419

Review 3.  Syntheses of Complex Terpenes from Simple Polyprenyl Precursors.

Authors:  Claire S Harmange Magnani; Danny Q Thach; Karl T Haelsig; Thomas J Maimone
Journal:  Acc Chem Res       Date:  2020-03-23       Impact factor: 22.384

4.  Mining genes associated with furanocoumarin biosynthesis in an endangered medicinal plant, Glehnia littoralis.

Authors:  Jiejie Song; Hongmei Luo; Zhichao Xu; Yuxi Zhang; Hua Xin; Dan Zhu; Xunzhi Zhu; Mengmeng Liu; Weiqing Wang; Hongwei Ren; Hongyu Chen; Ting Gao
Journal:  J Genet       Date:  2020       Impact factor: 1.166

5.  An engineered extraplastidial pathway for carotenoid biofortification of leaves.

Authors:  Trine B Andersen; Briardo Llorente; Luca Morelli; Salvador Torres-Montilla; Guillermo Bordanaba-Florit; Fausto A Espinosa; Maria Rosa Rodriguez-Goberna; Narciso Campos; Begoña Olmedilla-Alonso; Manuel J Llansola-Portoles; Andrew A Pascal; Manuel Rodriguez-Concepcion
Journal:  Plant Biotechnol J       Date:  2021-03-12       Impact factor: 9.803

6.  High-mass-resolution MALDI mass spectrometry imaging reveals detailed spatial distribution of metabolites and lipids in roots of barley seedlings in response to salinity stress.

Authors:  Lenin D Sarabia; Berin A Boughton; Thusitha Rupasinghe; Allison M L van de Meene; Damien L Callahan; Camilla B Hill; Ute Roessner
Journal:  Metabolomics       Date:  2018-04-19       Impact factor: 4.290

7.  Quantification and Localization of Formylated Phloroglucinol Compounds (FPCs) in Eucalyptus Species.

Authors:  Bruna Marques Dos Santos; Juliane F S Zibrandtsen; Disan Gunbilig; Mette Sørensen; Federico Cozzi; Berin A Boughton; Allison Maree Heskes; Elizabeth Heather Jakobsen Neilson
Journal:  Front Plant Sci       Date:  2019-02-26       Impact factor: 5.753

Review 8.  Medically Useful Plant Terpenoids: Biosynthesis, Occurrence, and Mechanism of Action.

Authors:  Matthew E Bergman; Benjamin Davis; Michael A Phillips
Journal:  Molecules       Date:  2019-11-01       Impact factor: 4.411

9.  Use of a temporary immersion bioreactor system for the sustainable production of thapsigargin in shoot cultures of Thapsia garganica.

Authors:  Carmen Quiñonero López; Patricia Corral; Bénédicte Lorrain-Lorrette; Karen Martinez-Swatson; Franck Michoux; Henrik Toft Simonsen
Journal:  Plant Methods       Date:  2018-09-08       Impact factor: 4.993

Review 10.  Traps and Pitfalls-Unspecific Reactions in Metabolic Engineering of Sesquiterpenoid Pathways.

Authors:  Maximilian Frey
Journal:  Molecules       Date:  2020-04-22       Impact factor: 4.411

  10 in total

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