Literature DB >> 24671624

Benzylisoquinoline alkaloid biosynthesis in opium poppy.

Guillaume A W Beaudoin1, Peter J Facchini.   

Abstract

Opium poppy (Papaver somniferum) is one of the world's oldest medicinal plants and remains the only commercial source for the narcotic analgesics morphine, codeine and semi-synthetic derivatives such as oxycodone and naltrexone. The plant also produces several other benzylisoquinoline alkaloids with potent pharmacological properties including the vasodilator papaverine, the cough suppressant and potential anticancer drug noscapine and the antimicrobial agent sanguinarine. Opium poppy has served as a model system to investigate the biosynthesis of benzylisoquinoline alkaloids in plants. The application of biochemical and functional genomics has resulted in a recent surge in the discovery of biosynthetic genes involved in the formation of major benzylisoquinoline alkaloids in opium poppy. The availability of extensive biochemical genetic tools and information pertaining to benzylisoquinoline alkaloid metabolism is facilitating the study of a wide range of phenomena including the structural biology of novel catalysts, the genomic organization of biosynthetic genes, the cellular and sub-cellular localization of biosynthetic enzymes and a variety of biotechnological applications. In this review, we highlight recent developments and summarize the frontiers of knowledge regarding the biochemistry, cellular biology and biotechnology of benzylisoquinoline alkaloid biosynthesis in opium poppy.

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Year:  2014        PMID: 24671624     DOI: 10.1007/s00425-014-2056-8

Source DB:  PubMed          Journal:  Planta        ISSN: 0032-0935            Impact factor:   4.116


  93 in total

1.  Functional analysis of norcoclaurine synthase in Coptis japonica.

Authors:  Hiromichi Minami; Emilyn Dubouzet; Kinuko Iwasa; Fumihiko Sato
Journal:  J Biol Chem       Date:  2007-01-04       Impact factor: 5.157

2.  Cloning and characterization of canadine synthase involved in noscapine biosynthesis in opium poppy.

Authors:  Thu-Thuy T Dang; Peter J Facchini
Journal:  FEBS Lett       Date:  2013-12-04       Impact factor: 4.124

3.  Molecular cloning and characterization of tetrahydroprotoberberine cis-N-methyltransferase, an enzyme involved in alkaloid biosynthesis in opium poppy.

Authors:  David K Liscombe; Peter J Facchini
Journal:  J Biol Chem       Date:  2007-03-27       Impact factor: 5.157

4.  Molecular cloning and functional expression of codeinone reductase: the penultimate enzyme in morphine biosynthesis in the opium poppy Papaver somniferum.

Authors:  B Unterlinner; R Lenz; T M Kutchan
Journal:  Plant J       Date:  1999-06       Impact factor: 6.417

5.  Sanguinarine reductase, a key enzyme of benzophenanthridine detoxification.

Authors:  Dagmar Weiss; Alfred Baumert; Matthias Vogel; Werner Roos
Journal:  Plant Cell Environ       Date:  2006-02       Impact factor: 7.228

6.  The roles of latex and the vascular bundle in morphine biosynthesis in the opium poppy, Papaver somniferum.

Authors:  Marion Weid; Jörg Ziegler; Toni M Kutchan
Journal:  Proc Natl Acad Sci U S A       Date:  2004-09-07       Impact factor: 11.205

7.  Differential and tissue-specific expression of a gene family for tyrosine/dopa decarboxylase in opium poppy.

Authors:  P J Facchini; V De Luca
Journal:  J Biol Chem       Date:  1994-10-28       Impact factor: 5.157

8.  Dioxygenases catalyze O-demethylation and O,O-demethylenation with widespread roles in benzylisoquinoline alkaloid metabolism in opium poppy.

Authors:  Scott C Farrow; Peter J Facchini
Journal:  J Biol Chem       Date:  2013-08-08       Impact factor: 5.157

9.  Acetyl coenzyme A:salutaridinol-7-O-acetyltransferase from papaver somniferum plant cell cultures. The enzyme catalyzing the formation of thebaine in morphine biosynthesis.

Authors:  R Lenz; M H Zenk
Journal:  J Biol Chem       Date:  1995-12-29       Impact factor: 5.157

10.  Wound induced tanscriptional regulation of benzylisoquinoline pathway and characterization of wound inducible PsWRKY transcription factor from Papaver somniferum.

Authors:  Sonal Mishra; Vineeta Triptahi; Seema Singh; Ujjal J Phukan; M M Gupta; Karuna Shanker; Rakesh Kumar Shukla
Journal:  PLoS One       Date:  2013-01-30       Impact factor: 3.240

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  47 in total

1.  Complete biosynthesis of opioids in yeast.

Authors:  Stephanie Galanie; Kate Thodey; Isis J Trenchard; Maria Filsinger Interrante; Christina D Smolke
Journal:  Science       Date:  2015-08-13       Impact factor: 47.728

Review 2.  Yeast factories for the production of aromatic compounds: from building blocks to plant secondary metabolites.

Authors:  Miguel Suástegui; Zengyi Shao
Journal:  J Ind Microbiol Biotechnol       Date:  2016-08-31       Impact factor: 3.346

3.  Comparative analysis of transcription factor gene families from Papaver somniferum: identification of regulatory factors involved in benzylisoquinoline alkaloid biosynthesis.

Authors:  Parul Agarwal; Sumya Pathak; Deepika Lakhwani; Parul Gupta; Mehar Hasan Asif; Prabodh Kumar Trivedi
Journal:  Protoplasma       Date:  2015-06-25       Impact factor: 3.356

4.  TAT1 and TAT2 tyrosine aminotransferases have both distinct and shared functions in tyrosine metabolism and degradation in Arabidopsis thaliana.

Authors:  Minmin Wang; Kyoko Toda; Anna Block; Hiroshi A Maeda
Journal:  J Biol Chem       Date:  2019-01-10       Impact factor: 5.157

5.  Spatiotemporal oscillations of morphinan alkaloids in opium poppy.

Authors:  Mahdi Rezaei; Mohammad Reza Naghavi; Abdolhadi Hosseinzadeh; Alireza Abasi; Jaber Nasiri
Journal:  J Biosci       Date:  2018-06       Impact factor: 1.826

6.  Structure-function studies of tetrahydroprotoberberine N-methyltransferase reveal the molecular basis of stereoselective substrate recognition.

Authors:  Dean E Lang; Jeremy S Morris; Michael Rowley; Miguel A Torres; Vook A Maksimovich; Peter J Facchini; Kenneth K S Ng
Journal:  J Biol Chem       Date:  2019-08-07       Impact factor: 5.157

7.  An enzyme-coupled biosensor enables (S)-reticuline production in yeast from glucose.

Authors:  William C DeLoache; Zachary N Russ; Lauren Narcross; Andrew M Gonzales; Vincent J J Martin; John E Dueber
Journal:  Nat Chem Biol       Date:  2015-05-18       Impact factor: 15.040

8.  3'O-Methyltransferase, Ps3'OMT, from opium poppy: involvement in papaverine biosynthesis.

Authors:  Parul Agarwal; Sumya Pathak; Ravi Shankar Kumar; Yogeshwar Vikram Dhar; Ashutosh Pandey; Sudhir Shukla; Prabodh Kumar Trivedi
Journal:  Plant Cell Rep       Date:  2019-06-12       Impact factor: 4.570

9.  Full-length transcriptome analysis of Coptis deltoidea and identification of putative genes involved in benzylisoquinoline alkaloids biosynthesis based on combined sequencing platforms.

Authors:  Furong Zhong; Ling Huang; Luming Qi; Yuntong Ma; Zhuyun Yan
Journal:  Plant Mol Biol       Date:  2020-01-04       Impact factor: 4.076

Review 10.  Plant metabolic clusters - from genetics to genomics.

Authors:  Hans-Wilhelm Nützmann; Ancheng Huang; Anne Osbourn
Journal:  New Phytol       Date:  2016-04-26       Impact factor: 10.151

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