Access the full text.
Sign up today, get DeepDyve free for 14 days.
Loading next page...
/lp/springer_journal/integration-of-deep-transcript-and-targeted-metabolite-profiles-for-JblBxXXLut
References (134)
-
R Gerardy, MH Zenk (1993)
Formation of salutaridine from (R)-reticuline by a membrane bound cytochrome P450 enzyme from Papaver somniferumPhytochemistry, 32
-
Arabidopsis Genome Initiative (2000)
796Nature, 408
-
KB Choi (2002)
830J Biol Chem, 277
-
W Wang, Y Wang, Q Zhang, Y Qi, D Guo (2009)
Global characterization of Artemisia annua glandular trichome using 454 pyrosequencingBMC Genomics, 10
-
M Panicot, EG Minguet, A Ferrando, R Alcazar, MA Blazquez, J Carbonell, T Altabella, C Koncz, AF Tiburcio (2002)
A polyamine metabolon involving aminopropryl transferase complexes in ArabidopsisPlant Cell, 14
-
DA Bird (2003)
2626Plant Cell, 15
-
K Jorgensen, AV Rasmussen, M Morant, AH Nielsen, N Bjarnholt, M Zagrobelny, S Bak, BL Moller (2005)
Metabolon formation and metabolic channeling in the biosynthesis of plant natural productsCurr Opin Plant Biol, 8
-
JM Hagel, AM Weljie, HJ Vogel, PJ Facchini (2008)
Quantitative 1H nuclear magnetic resonance metabolite profiling as a functional genomics platform to investigate alkaloid biosynthesis in opium poppyPlant Physiol, 147
-
U Nyman (1980)
Selection for high thebaine/low morphine content in Papaver somniferum L. II. Studies of the I4 and I5 generations from spontaneous mutantHeriditas, 93
-
U Nyman (1978)
Selection for high thebaine/low morphine content (cpv Morph: The) in Papaver somniferum LHeriditas, 89
-
JR Sharma, RL Lai, AP Gupta, HO Misra, V Pant, NK Singh, V Pandey (1999)
Development of non-narcotic (opiumless and alkaloid-free) opium poppy, Papaver somniferumPlant Breeding, 118
-
A Ounaroon, G Decker, J Schmidt, F Lottspeich, TM Kutchan (2003)
(R,S)-Reticuline 7-O-methyltransferase and (R,S)-norcoclaurine 6-O-methyltransferase of Papaver somniferum- cDNA cloning and characterization of methyl transfer enzymes of alkaloid biosynthesis in opium poppyPlant J, 36
-
JM Hagel (2008)
1805Plant Physiol, 147
-
J Schmidt, K Raith, C Boettcher, MH Zenk (2005)
Analysis of benzylisoquinoline-type alkaloids by electrospray tandem mass spectrometry and atmospheric pressure photoionizationEur J Mass Spectrom, 11
-
M Imelfort (2009)
609Briefings Bioinfo, 10
-
C Sun, Y Li, Q Wu, H Luo, Y Sun, J Song, EMK Lui, S Chen (2010)
De novo sequencing and analysis of the American ginseng root transcriptome using GS GLX Titanium platform to discover putative genes involved in ginsenoside biosynthesisBMC Genomics, 11
-
RS Allen (2008)
22Plant Biotechnol J, 6
-
K Jorgensen (2005)
280Curr Opin Plant Biol, 8
-
N Ikezawa (2003)
38557J Biol Chem, 278
-
ML Diaz-Chavez, M Rolf, A Gesell, TM Kutchan (2011)
Characterization of two methylenedioxy bridge-forming cytochrome P450-dependent enzymes of alkaloid formation in the Mexican prickly poppy Argemone mexicanaArch Biochem Biophys, 507
-
PJ Facchini, V DeLuca (1994)
Differential and tissue-specific expression of a gene family for tyrosine/dopa decarboxylase in opium poppyJ Biol Chem, 269
-
A Gesell (2009)
24432J Biol Chem, 284
-
K Hirata, C Poeaknapo, J Schmidt, MH Zenk (2004)
1,2-Dehydroreticuline synthase, the branch point enzyme opening the morphinan biosynthetic pathwayPhytochemistry, 65
-
DK Liscombe, PJ Facchini (2007)
Molecular cloning and characterization of tetrahydroprotoberberine cis-N-methyltransferase, an enzyme involved in alkaloid biosynthesis in opium poppyJ Biol Chem, 282
-
C Poeaknapo, U Fisinger, MH Zenk, J Schmidt (2004)
Evaluation of the mass spectrometric fragmentation of codeine and morphine after 13C-isotope biosynthetic labelingPhytochemistry, 65
-
F Alagna, N D’Agostino, L Torchia, M Servili, R Rao, M Pietrella, G Giuliano, ML Chiusano, L Baldoni, G Perrotta (2009)
Comparative 454 pyrosequencing or transcripts from two olive genotypes during fruit developmentBMC Genomics, 10
-
AG Millgate, BJ Pogson, IW Wilson, TM Kutchan, MH Zenk, WL Gerlach, AJ Fist, PJ Larkin (2004)
Analgesia: morphine-pathway block in top1 poppiesNature, 431
-
PJ Facchini (2003)
177Phytochemistry, 64
-
U Fisinger (2006)
249Nat Prod Commun, 2
-
K Hirata (2004)
1039Phytochemistry, 65
-
M Wojtowicz, A Wojtowicz (2009)
Effectiveness of chemical protection against weeds applied to poppy (Papaver somniferum L.)J Plant Prot Res, 49
-
(2000)
Analysis of the genome sequence of the flowering plant Arabidosis thalianaNature, 408
-
S Frick (2005)
666J Nat Prod, 68
-
J Ziegler, S Voigtlander, J Schmidt, R Kramell, O Miersch, C Ammer, A Gesell, TM Kutchan (2006)
Comparative transcript and alkaloid profiling in Papaver species identifies a short chain dehydrogenase/reductase involved in morphine biosynthesisPlant J, 48
-
N Ikezawa (2009)
123Plant Cell Rep, 28
-
T Tanahashi, MH Zenk (1990)
Elicitor induction and characterization of microsomal protopine-6-hydroxylase, the central enzyme in benzophenanthridine alkaloid biosynthesisPhytochemistry, 29
-
T Morishige, E Dubouzet, KB Choi, K Yazaki, F Sato (2002)
Molecular cloning of columbamine O-methyltransferase from cultured Coptis japonica of cellsEur J Biochem, 269
-
PJ Larkin, JAC Miller, RS Allen, JA Chitty, WL Gerlach, S Frick, TM Kutchan, AJ Fist (2007)
Increasing morphinan alkaloid production by over-expression codeinone reductase in transgenic Papaver somniferumPlant Biotechnol J, 5
-
S Frick, R Kramell, TM Kutchan (2007)
Metabolic engineering of a morphine biosynthetic P450 in opium poppy surpasses breedingMetab Eng, 9
-
PJ Facchini, C Penzes, AG Johnson, D Bull (1996)
Molecular characterization of berberine bridge enzyme genes from opium poppyPlant Physiol, 112
-
H Dittrich (1991)
9969Proc Natl Acad Sci USA, 88
-
DA Bird, VR Franceschi, PJ Facchini (2003)
A tale of three cell types: alkaloid biosynthesis is localized to sieve elements in opium poppyPlant Cell, 15
-
S Zeng, G Xiao, J Guo, Z Fei, Y Xu, BA Roe, Y Wang (2010)
Development of a EST dataset and characterization of EST-SSRs in a traditional Chinese medicinal plant, Epimedium sagittatum (Sieb. Et Zucc.) MaximBMC Genomics, 11
-
K Kempe, Y Higashi, S Frick, K Sabarna, TM Kutchan (2009)
RNAi suppression of the morphine biosynthetic gene salAT and evidence of association of pathway enzymesPhytochemistry, 70
-
A Ignatov (1996)
1141Phytochemistry, 43
-
A Barakat, DS DiLoreto, Y Zhang, C Smith, K Baier, WA Powel, N Wheeler, R Sederoff, JE Carlson (2009)
Comparison of the transcriptomes of American chestnut (Castanea dentate) and Chinese chestnut (Castanea mollissima) in response to the chestnut blight infectionBMC Plant Biol, 9
-
I Desgagné-Penix (2010)
252BMC Plant Biol, 10
-
DK Liscombe, BP MacLeod, N Loukanina, OI Nandi, PJ Facchini (2005)
Evidence for the monophyletic evolution of benzylisoquinoline alkaloid biosynthesis in angiospermsPhytochemistry, 66
-
N Samanani, SU Park, PJ Facchini (2005)
Cell type-specific localization of transcripts encoding nine consecutive enzymes involved in protoberberine alkaloid biosynthesisPlant Cell, 17
-
PJ Facchini, JM Hagel, DK Liscombe, N Loukanina, BP MacLeod, N Samanani, KG Zulak (2007)
Opium poppy: blueprint for an alkaloid factoryPhytochem Rev, 6
-
JP Délano-Frier (2011)
363BMC Plant Biol, 12
-
T Morishige, T Tsujita, Y Yamada, F Sato (2000)
Molecular characterization of the S-adenosyl-l-methionine: 3′-hydroxy-N-methylcoclaurine 4′-O-methyltransferase involved in isoquinoline alkaloid biosynthesis in Coptis japonicaJ Biol Chem, 275
-
N Ikezawa, K Iwasa, F Sato (2007)
Molecular cloning and characterization of methylenedioxy bridge-forming enzymes involved in stylopine biosynthesis in Eschscholzia californicaFEBS J, 274
-
H Luo, Y Li, C Sun, Q Wu, J Song, Y Sun, A Steinmetz, S Chen (2010)
Comparison of 454-ESTs from Huperzia serrata and Phlegmariurus carinatus reveals putative genes involved in lycopodium alkaloid biosynthesis and developmental regulationBMC Plant Biol, 10
-
T Morishige, KB Choi, F Sato (2004)
In vivo bioconversion of tetrahydroisoquinoline by recombinant coclaurine N-methyltransferaseBiosci Biotechnol Biochem, 68
-
N Samanani, J Alcantara, R Bourgault, KG Zulak, PJ Facchini (2006)
The role of phloem sieve elements and laticifers in the biosynthesis and accumulation of alkaloids in opium poppyPlant J, 47
-
A Gesell, M Rolf, J Ziegler, ML Díaz Chávez, F-C Huang, TM Kutchan (2009)
CYP719B1 is salutaridine synthase, the C–C phenol-coupling enzyme of morphine biosynthesis in opium poppyJ Biol Chem, 284
-
K Raith, R Neubert, C Poeaknapo, C Boettcher, MH Zenk, J Schmidt (2003)
Electrospray tandem mass spectrometric investigations of morphinansJ Am Soc Mass Spectrom, 14
-
N Ikezawa, K Iwasa, F Sato (2009)
CYP719A subfamily of cytochrome P450 oxygenases and isoquinoline alkaloid biosynthesis in Eschscholzia californicaPlant Cell Rep, 28
-
Y Yamazaki, A Urano, H Sudo, M Kitajima, H Takayama, M Yamazaki, N Aimi, K Saito (2003)
Metabolite profiling of alkaloids and strictosidine synthase activity in camptothecin producing plantsPhytochemistry, 62
-
T Grothe (2001)
30717J Biol Chem, 276
-
TT Torres, M Metta, B Ottenwalder, C Schlotterer (2008)
Gene expression profiling by massively parallel sequencingGenome Res, 18
-
FC Huang, TM Kutchan (2000)
Distribution of morphinan and benzo[c]phenanthridine alkaloid gene transcript accumulation in Papaver somniferumPhytochemistry, 53
-
HH Pauli, TM Kutchan (1998)
Molecular cloning and functional heterologous expression of two alleles encoding (S)-N-methylcoclaurine 3′-hydroxylase (CYP80b1), a new methyl jasmonate-inducible cytochrome P-450-dependent monooxygenase of benzylisoquinoline alkaloid biosynthesisPlant J, 13
-
H Fujiwara, N Takeshita, Y Terano, JH Fitchen, T Tsujita, Y Katagiri, F Sato, Y Yamada (1993)
Expression of (S)-scoulerine 9-O-methyltransferase in Coptis japonica plantsPhytochemistry, 34
-
SA Goff, D Ricker, TH Lan (2002)
A draft sequence of the rice genome (Oryza sativa ssp japonica)Science, 296
-
J Ziegler, PJ Facchini, R Geissler, J Schmidt, C Ammer, R Kramell, S Voigtlander, A Gesell, S Pienkny, W Brandt (2009)
Evolution of morphine biosynthesis in opium poppyPhytochemistry, 70
-
U Fisinger, N Grobe, MH Zenk (2006)
Thebaine synthase: a new enzyme in the morphine pathway in Papaver somniferumNat Prod Commun, 2
-
S Pienkny, W Brandt, J Schmidt, R Kramell, J Ziegler (2009)
Functional characterization of a novel benzylisoquinoline-O-methyltransferase suggests its involvement in papaverine biosynthesis in opium poppy (Papaver somniferum L)Plant J, 60
-
RK Ibrahim (1998)
1Plant Mol Biol, 36
-
PJ Facchini (1994)
26684J Biol Chem, 269
-
BSJ Winkel (2004)
Metabolic channeling in plantsAnnu Rev Plant Biol, 55
-
N Ikezawa (2007)
1019FEBS J, 274
-
S Ouyang, CR Buell (2004)
The TIGR Plant Repeat Databases: a collective resource for identification of repetitive sequences in plants. NAR 32Database Issue, 2004
-
J Schmidt, C Boettcher, C Kuhnt, TM Kutchan, MH Zenk (2007)
Poppy alkaloid profiling by electrospray tandem mass spectrometry and electrospray FT-ICR mass spectrometry after [ring-13C6]-tyramine feedingPhytochemistry, 68
-
KB Choi, T Morishige, N Shitan, K Yazaki, F Sato (2002)
Molecular cloning and characterization of coclaurine N-methylatransferase from cultured cells of Coptis japonicaJ Biol Chem, 277
-
N Samanani, DK Liscombe, PJ Facchini (2004)
Molecular cloning and characterization of norcoclaurine synthase, an enzyme catalyzing the first committed step in benzylisoquinoline alkaloid biosynthesisPlant J, 40
-
K Paszkiewicz, DJ Studholme (2010)
De novo assembly of short readsBriefings Bioinfo, 5
-
EJ Lee (2010)
3489Plant Cell, 22
-
JP Délano-Frier, H Avilés-Arnaut, K Casarrubias-Castillo, G Casique-Arroyo (2011)
Transcriptomic analysis of grain amaranth (Amaranthus hypochodiacus) using 454 pyrosequencing: comparison with A. tuberculatus, expression profiling in stems and in response to biotic and abiotic stressBMC Plant Biol, 12
-
J Ziegler, ML Díaz-Chávez, R Kramell, C Ammer, TM Kutchan (2005)
Comparative macroarray analysis of morphine containing Papaver somniferum and eight morphine free Papaver species identifies an O-methyltransferase involved in benzylisoquinoline biosynthesisPlanta, 222
-
K Kempe (2009)
579Phytochemistry, 70
-
SA Goff (2002)
92Science, 296
-
MM Bradford (1976)
Rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye bindingAnal Biochem, 72
-
N Ikezawa, M Tanaka, M Nagayoshi, R Shinkyo, T Sakaki, K Inouye, F Sato (2003)
Molecular cloning and characterization of CYP719, a methylenedioxy bridge-forming enzyme that belongs to a novel P450 family from cultured Coptis japonica cellsJ Biol Chem, 278
-
B Unterlinner, R Lenz, TM Kutchan (1999)
Molecular cloning and functional expression of codeinone reductase: the penultimate enzyme in morphine biosynthesis in the opium poppy Papaver somniferumPlant J, 18
-
RS Allen, JA Miller, JA Chitty, AJ Fist, WL Gerlach, PJ Larkin (2008)
Metabolic engineering of morphinan alkaloids by over-expression and RNAi suppression of salutaridinol 7-O-acetyltransferase in opium poppyPlant Biotechnol J, 6
-
J Alcantara (2005)
173Plant Physiol, 138
-
R Gerardy (1993)
79Phytochemistry, 32
-
JM Hagel, PJ Facchini (2010)
Dioxygenases catalyze the O-demethylation steps of morphine biosynthesis in opium poppyNature Chem Biol, 6
-
X Han, M Lamshoft, N Grobe, X Ren, AJ Fist, TM Kutchan, M Spiteller, MH Zenk (2010)
The biosynthesis of papaverine proceeds via (S)-reticulinePhytochemistry, 71
-
HK Srivastava, D Singh (2006)
Honeybees foraging response in genetically diversified opium poppyBioresour Technol, 97
-
H-M Schumacher, MH Zenk (1988)
Partial purification and characterization of dihydrobenzophenanthridine oxidase from Eschscholtzia californica cell suspension culturesPlant Cell Rep, 7
-
RK Ibrahim, A Bruneau, B Bantignies (1998)
Plant O-methyltransferases: molecular analysis, common signature and classificationPlant Mol Biol, 36
-
M Imelfort, D Edwards (2009)
De Novo sequencing of plant genomes using second-generation technologiesBriefings Bioinfo, 10
-
EJ Lee, PJ Facchini (2010)
Norcoclaurine synthase is a member of the pathogenesis-related 10/Bet v1 protein familyPlant Cell, 22
-
F Alagna (2009)
399BMC Genomics, 10
-
N Takeshita, H Fujiwara, H Mimura, JH Fitchen, Y Yamada, F Sato (1995)
Molecular cloning and characterization of S-adenosyl-l-methionine: scoulerine-9-O-methyltransferase from cultured cells of Coptis japonicaPlant Cell Physiol, 36
-
PJ Facchini, S-U Park (2003)
Developmental and inducible accumulation of gene transcripts involved in alkaloid biosynthesis in opium poppyPhytochemistry, 64
-
S Neuman, S Bocker (2010)
Computational mass spectrometry for metabolomics: identification of metabolites and small moleculesAnal Bioanal Chem, 398
-
S Frick (2007)
169Metab Eng, 9
-
W De-Eknamkul (1992)
813Phytochemistry, 31
-
JC Vega-Arreguin, E Ibarra-Laclette, B Jimenez-Moraila, O Martinez, JP Vielle-Calzada, A Herrera-Estrella (2009)
Deep sampling of the Palomero maize transcriptome by a high throughput strategy of pyrosequencingBMC Genomics, 10
-
T Grothe, R Lenz, TM Kutchan (2001)
Molecular characterization of the salutaridinol 7-O-acetyltransferase involved in morphine biosynthesis in opium poppy Papaver somniferumJ Biol Chem, 276
-
JM Hagel (2010)
273Nature Chem Biol, 6
-
FC Huang (2000)
555Phytochemistry, 53
-
J Bernath, E Nemeth, F Petheo (2003)
Alkaloid accumulation in capsules of the selfed and cross-pollinated poppyPlant Breeding, 122
-
MM Bradford (1976)
248Anal Biochem, 72
-
W De-Eknamkul, MH Zenk (1992)
Purification and properties of 1,2-dehydroreticuline reductase from Papaver somniferum seedlingsPhytochemistry, 31
-
X Han (2010)
1305Phytochemistry, 71
-
H Dittrich, TM Kutchan (1991)
Molecular cloning, expression, and induction of berberine bridge enzyme, an enzyme essential to the formation of benzophenanthridine alkaloids in the response of plants to pathogenic attackProc Natl Acad Sci USA, 88
-
AP Weber, KL Weber, K Carr, C Wilkerson, JB Ohlrogge (2007)
Sampling the Arabidopsis transcriptome with massively parallel pyrosequencingPlant Physiol, 144
-
H Fujiwara (1993)
949Phytochemistry, 34
-
PJ Larkin (2007)
26Plant Biotechnol J, 5
-
J Bernath (2003)
263Plant Breeding, 122
-
PJ Facchini (1996)
1669Plant Physiol, 112
-
R Lenz, MH Zenk (1994)
Closure of the oxide bridge in morphine biosynthesisTetrahedron Lett, 35
-
M Rueffer, M Amann, MH Zenk (1986)
S-adenosyl-l-methionine: columbamine-O-methyltransferase, a compartmentalized enzyme in protoberberine biosynthesisPlant Cell Rep, 3
-
S Suzuki, N Ono, C Furusawa, BW Ying, T Yomo (2011)
Comparison of sequence reads obtained from three next-generation sequencing platformsPLoS, 6
-
M Mizutani, F Sato (2011)
Unusual P450 reactions in plant secondary metabolismArch Biochem Biophys, 507
-
I Desgagné-Penix, MF Khan, DC Schriemer, J Nowak, PJ Facchini (2010)
Integration of deep transcriptome and proteome analyses reveals the components of alkaloid metabolism in opium poppy cell culturesBMC Plant Biol, 10
-
M Rueffer, MH Zenk (1987)
Enzymatic formation of protopines by a microsomal cytochrome P-450 system of Corydalis vaginansTetrahedron Lett, 28
-
A Ignatov, WG Clark, SD Cline, M Psenak, J Krueger, CJ Coscia (1996)
Elicitation of dihydrobenzophenanthridine oxidase in Sanguinaria canadensis cell culturesPhytochemistry, 43
-
S Frick, R Kramell, J Schmidt, AJ Fist, TM Kutchan (2005)
Comparative qualitative and quantitative determination of alkaloids in narcotic and condiment Papaver somniferum cultivarsJ Nat Prod, 68
-
ML Diaz-Chavez (2011)
186Arch Biochem Biophys, 507
-
N Samanani, PJ Facchini (2002)
Purification and characterization of norcoclaurine synthase, the first committed enzyme in benzylisoquinoline alkaloid biosynthesis in plantsJ Biol Chem, 277
-
DK Liscombe, J Ziegler, J Schmidt, C Ammer, PJ Facchini (2009)
Targeted metabolite and transcript profiling for elucidating enzyme function: isolation of novel N-methyltransferases from three benzylisoquinoline alkaloid-producing speciesPlant J, 60
-
J Alcantara, DA Bird, VR Franceschi, PJ Facchini (2005)
Sanguinarine biosynthesis is associated with the endoplasmic reticulum in cultured opium poppy cells after elicitor treatmentPlant Physiol, 138
-
A Barakat (2009)
51BMC Plant Biol, 9
-
CT Montgomery, BK Cassels, M Shamma (1983)
The rhoeadine alkaloidsJ Nat Prod, 46
-
M Weid, J Ziegler, TM Kutchan (2004)
The roles of latex and the vascular bundle in morphine biosynthesis in the opium poppy, Papaver somniferumProc Natl Acad Sci USA, 101
-
L Meisel, B Fonseca, S Gonzalez, R Baeza-Yates, V Cambiazo, R Campos, M Gonzalez, A Orellana, J Retamales, H Silva (2005)
A rapid and efficient method for purifying high quality total RNA from peaches (Prunus persica) for functional genomics analysesBiol Res, 38
-
G Sariyar, A Sari, AJ Freyer, H Guinaudeau, M Shamma (1990)
Quaternary isoquinoline alkaloids from Papaver speciesJ Nat Prod, 53
-
PJ Facchini (2007)
97Phytochem Rev, 6
- Publisher
- Springer Journals
- Copyright
- Copyright © 2012 by Springer Science+Business Media B.V.
- Subject
- Life Sciences; Plant Pathology; Plant Sciences; Biochemistry, general
- ISSN
- 0167-4412
- eISSN
- 1573-5028
- DOI
- 10.1007/s11103-012-9913-2
- pmid
- 22527754
- Publisher site
- See Article on Publisher Site
Abstract
Recent advances in DNA sequencing technology and analytical mass spectrometry are providing unprecedented opportunities to develop the functional genomics resources required to investigate complex biological processes in non-model plants. Opium poppy produces a wide variety of benzylisoquinoline alkaloids (BIAs), including the pharmaceutical compounds codeine, morphine, noscapine and papaverine. A functional genomics platform to identify novel BIA biosynthetic and regulatory genes in opium poppy has been established based on the differential metabolite profile of eight selected cultivars. Stem cDNA libraries from each of the eight opium poppy cultivars were subjected to 454 pyrosequencing and searchable expressed sequence tag databases were created from the assembled reads. These deep and integrated metabolite and transcript databases provide a nearly complete representation of the genetic and metabolic variances responsible for the differential occurrence of specific BIAs in each cultivar as demonstrated using the biochemically well characterized pathway from tyrosine to morphine. Similar correlations between the occurrence of specific transcripts and alkaloids effectively reveals candidate genes encoding uncharacterized biosynthetic enzymes as shown using cytochromes P450 potentially involved in the formation of papaverine and noscapine.
Journal
Plant Molecular Biology – Springer Journals
Published: Apr 24, 2012