Literature DB >> 19666570

Silencing of tryptamine biosynthesis for production of nonnatural alkaloids in plant culture.

Weerawat Runguphan1, Justin J Maresh, Sarah E O'Connor.   

Abstract

Natural products have long served as both a source and inspiration for pharmaceuticals. Modifying the structure of a natural product often improves the biological activity of the compound. Metabolic engineering strategies to ferment "unnatural" products have been enormously successful in microbial organisms. However, despite the importance of plant derived natural products, metabolic engineering strategies to yield unnatural products from complex, lengthy plant pathways have not been widely explored. Here, we show that RNA mediated suppression of tryptamine biosynthesis in Catharanthus roseus hairy root culture eliminates all production of monoterpene indole alkaloids, a class of natural products derived from two starting substrates, tryptamine and secologanin. To exploit this chemically silent background, we introduced an unnatural tryptamine analog to the production media and demonstrated that the silenced plant culture could produce a variety of novel products derived from this unnatural starting substrate. The novel alkaloids were not contaminated by the presence of the natural alkaloids normally present in C. roseus. Suppression of tryptamine biosynthesis therefore did not appear to adversely affect expression of downstream biosynthetic enzymes. Targeted suppression of substrate biosynthesis therefore appears to be a viable strategy for programming a plant alkaloid pathway to more effectively produce desirable unnatural products. Moreover, although tryptamine is widely found among plants, this silenced line demonstrates that tryptamine does not play an essential role in growth or development in C. roseus root culture. Silencing the biosynthesis of an early starting substrate enhances our ability to harness the rich diversity of plant based natural products.

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Year:  2009        PMID: 19666570      PMCID: PMC2728952          DOI: 10.1073/pnas.0903393106

Source DB:  PubMed          Journal:  Proc Natl Acad Sci U S A        ISSN: 0027-8424            Impact factor:   11.205


  35 in total

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Authors:  Sarah E O'Connor; Justin J Maresh
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Review 5.  Anthranilate synthase in microorganisms and plants.

Authors:  R M Romero; M F Roberts; J D Phillipson
Journal:  Phytochemistry       Date:  1995-05       Impact factor: 4.072

6.  Directed biosynthesis of alkaloid analogs in the medicinal plant Catharanthus roseus.

Authors:  Elizabeth McCoy; Sarah E O'Connor
Journal:  J Am Chem Soc       Date:  2006-11-08       Impact factor: 15.419

7.  Tryptamine-induced resistance in tryptophan decarboxylase transgenic poplar and tobacco plants against their specific herbivores.

Authors:  Rishi I S Gill; Brian E Ellis; Murray B Isman
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8.  Histidine-containing phosphotransfer domain extinction by RNA interference turns off a cytokinin signalling circuitry in Catharanthus roseus suspension cells.

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Journal:  FEBS Lett       Date:  2004-01-30       Impact factor: 4.124

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Journal:  Proc Natl Acad Sci U S A       Date:  1969-05       Impact factor: 11.205

10.  RNAi-mediated replacement of morphine with the nonnarcotic alkaloid reticuline in opium poppy.

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Journal:  Nat Biotechnol       Date:  2004-11-14       Impact factor: 54.908

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  19 in total

1.  The transcription factor CrWRKY1 positively regulates the terpenoid indole alkaloid biosynthesis in Catharanthus roseus.

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Authors:  Sarah A Wilson; Susan C Roberts
Journal:  Plant Biotechnol J       Date:  2011-11-08       Impact factor: 9.803

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Journal:  Annu Rev Chem Biomol Eng       Date:  2011       Impact factor: 11.059

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5.  Homolog of tocopherol C methyltransferases catalyzes N methylation in anticancer alkaloid biosynthesis.

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Journal:  Proc Natl Acad Sci U S A       Date:  2010-10-18       Impact factor: 11.205

6.  Natural products version 2.0: connecting genes to molecules.

Authors:  Christopher T Walsh; Michael A Fischbach
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7.  The chemical logic of plant natural product biosynthesis.

Authors:  Gülbenk Anarat-Cappillino; Elizabeth S Sattely
Journal:  Curr Opin Plant Biol       Date:  2014-04-14       Impact factor: 7.834

Review 8.  Joining Forces: Fermentation and Organic Synthesis for the Production of Complex Heterocycles.

Authors:  Claire M Gober; Madeleine M Joullié
Journal:  J Org Chem       Date:  2016-07-28       Impact factor: 4.354

9.  A virus-induced gene silencing approach to understanding alkaloid metabolism in Catharanthus roseus.

Authors:  David K Liscombe; Sarah E O'Connor
Journal:  Phytochemistry       Date:  2011-07-27       Impact factor: 4.004

10.  Development of transcriptomic resources for interrogating the biosynthesis of monoterpene indole alkaloids in medicinal plant species.

Authors:  Elsa Góngora-Castillo; Kevin L Childs; Greg Fedewa; John P Hamilton; David K Liscombe; Maria Magallanes-Lundback; Kranthi K Mandadi; Ezekiel Nims; Weerawat Runguphan; Brieanne Vaillancourt; Marina Varbanova-Herde; Dean Dellapenna; Thomas D McKnight; Sarah O'Connor; C Robin Buell
Journal:  PLoS One       Date:  2012-12-26       Impact factor: 3.752

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