Literature DB >> 24594312

7-deoxyloganetic acid synthase catalyzes a key 3 step oxidation to form 7-deoxyloganetic acid in Catharanthus roseus iridoid biosynthesis.

Vonny Salim1, Brent Wiens2, Sayaka Masada-Atsumi3, Fang Yu4, Vincenzo De Luca5.   

Abstract

Iridoids are key intermediates required for the biosynthesis of monoterpenoid indole alkaloids (MIAs), as well as quinoline alkaloids. Although most iridoid biosynthetic genes have been identified, one remaining three step oxidation required to form the carboxyl group of 7-deoxyloganetic acid has yet to be characterized. Here, it is reported that virus-induced gene silencing of 7-deoxyloganetic acid synthase (7DLS, CYP76A26) in Catharanthus roseus greatly decreased levels of secologanin and the major MIAs, catharanthine and vindoline in silenced leaves. Functional expression of this gene in Saccharomyces cerevisiae confirmed its function as an authentic 7DLS that catalyzes the 3 step oxidation of iridodial-nepetalactol to form 7-deoxyloganetic acid. The identification of CYP76A26 removes a key bottleneck for expression of iridoid and related MIA pathways in various biological backgrounds.
Copyright © 2014 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  7-Deoxyloganetic acid synthase; Apocynaceae; Catharanthus roseus; Functional characterization; Madagascar Periwinkle; Secologanin biosynthesis; Virus induced gene silencing

Mesh:

Substances:

Year:  2014        PMID: 24594312     DOI: 10.1016/j.phytochem.2014.02.009

Source DB:  PubMed          Journal:  Phytochemistry        ISSN: 0031-9422            Impact factor:   4.072


  25 in total

1.  Metabolite Diversity in Alkaloid Biosynthesis: A Multilane (Diastereomer) Highway for Camptothecin Synthesis in Camptotheca acuminata.

Authors:  Radin Sadre; Maria Magallanes-Lundback; Sujana Pradhan; Vonny Salim; Alex Mesberg; A Daniel Jones; Dean DellaPenna
Journal:  Plant Cell       Date:  2016-07-18       Impact factor: 11.277

Review 2.  Biosynthetic pathway of terpenoid indole alkaloids in Catharanthus roseus.

Authors:  Xiaoxuan Zhu; Xinyi Zeng; Chao Sun; Shilin Chen
Journal:  Front Med       Date:  2014-08-26       Impact factor: 4.592

3.  Molecular characterization and overexpression analyses of secologanin synthase to understand the regulation of camptothecin biosynthesis in Nothapodytes nimmoniana (Graham.) Mabb.

Authors:  Gulzar A Rather; Arti Sharma; Prashant Misra; Amit Kumar; Veenu Kaul; Surrinder K Lattoo
Journal:  Protoplasma       Date:  2019-11-08       Impact factor: 3.356

4.  A novel cinnamyl alcohol dehydrogenase (CAD)-like reductase contributes to the structural diversity of monoterpenoid indole alkaloids in Rauvolfia.

Authors:  Marcus Geissler; Marie Burghard; Jascha Volk; Agata Staniek; Heribert Warzecha
Journal:  Planta       Date:  2015-12-29       Impact factor: 4.116

5.  Dual function of the cytochrome P450 CYP76 family from Arabidopsis thaliana in the metabolism of monoterpenols and phenylurea herbicides.

Authors:  René Höfer; Benoît Boachon; Hugues Renault; Carole Gavira; Laurence Miesch; Juliana Iglesias; Jean-François Ginglinger; Lionel Allouche; Michel Miesch; Sebastien Grec; Romain Larbat; Danièle Werck-Reichhart
Journal:  Plant Physiol       Date:  2014-07-31       Impact factor: 8.340

6.  Class II Cytochrome P450 Reductase Governs the Biosynthesis of Alkaloids.

Authors:  Claire Parage; Emilien Foureau; Franziska Kellner; Vincent Burlat; Samira Mahroug; Arnaud Lanoue; Thomas Dugé de Bernonville; Monica Arias Londono; Inês Carqueijeiro; Audrey Oudin; Sébastien Besseau; Nicolas Papon; Gaëlle Glévarec; Lucia Atehortùa; Nathalie Giglioli-Guivarc'h; Benoit St-Pierre; Marc Clastre; Sarah E O'Connor; Vincent Courdavault
Journal:  Plant Physiol       Date:  2016-09-29       Impact factor: 8.340

7.  Identification and Characterization of the Iridoid Synthase Involved in Oleuropein Biosynthesis in Olive (Olea europaea) Fruits.

Authors:  Fiammetta Alagna; Fernando Geu-Flores; Hajo Kries; Francesco Panara; Luciana Baldoni; Sarah E O'Connor; Anne Osbourn
Journal:  J Biol Chem       Date:  2015-12-26       Impact factor: 5.157

8.  Geissoschizine synthase controls flux in the formation of monoterpenoid indole alkaloids in a Catharanthus roseus mutant.

Authors:  Yang Qu; Antje M K Thamm; Matthew Czerwinski; Sayaka Masada; Kyung Hee Kim; Graham Jones; Ping Liang; Vincenzo De Luca
Journal:  Planta       Date:  2017-11-17       Impact factor: 4.116

9.  De novo production of the plant-derived alkaloid strictosidine in yeast.

Authors:  Stephanie Brown; Marc Clastre; Vincent Courdavault; Sarah E O'Connor
Journal:  Proc Natl Acad Sci U S A       Date:  2015-02-09       Impact factor: 11.205

10.  A tabersonine 3-reductase Catharanthus roseus mutant accumulates vindoline pathway intermediates.

Authors:  Alison Edge; Yang Qu; Michael L A E Easson; Antje M K Thamm; Kyung Hee Kim; Vincenzo De Luca
Journal:  Planta       Date:  2017-09-11       Impact factor: 4.116

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