Distribution of morphinan and benzo[c]phenanthridine alkaloid gene transcript accumulation in Papaver somniferum

Huang, Fay; Kutchan, Toni M.

doi:10.1016/s0031-9422(99)00600-7

Cited by 108 publications

(93 citation statements)

References 27 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…morphine in P. somniferum, thebaine in P. bracteatum, and oripavine in P. orientale). This is in sharp contrast to those results obtained for cor1 transcript, which was detected also in Papaver species that are not known to accumulate codeine (12). The genes of alkaloid biosynthesis in P. somniferum will certainly continue to provide useful information on the molecular evolution of plant secondary metabolism in latex systems.…”

Section: Discussioncontrasting

confidence: 73%

“…salAT was expressed in each major plant part analyzed-root, stem, leaf, and capsule. This corresponds to the detection of transcript of another morphine biosynthesis-specific gene, cor1, in each plant organ analyzed (12). Additionally, salutaridinol 7-O-acetyltransferase and codeinone reductase enzyme activity have each been detected in the cytosolic fraction of isolated latex (12,13).…”

Section: Discussionmentioning

confidence: 76%

“…This corresponds to the detection of transcript of another morphine biosynthesis-specific gene, cor1, in each plant organ analyzed (12). Additionally, salutaridinol 7-O-acetyltransferase and codeinone reductase enzyme activity have each been detected in the cytosolic fraction of isolated latex (12,13). The gene cyp80b1 participates in (S)-reticuline biosynthesis occurring before a bifurcation in the biosynthetic pathway that leads to more than 80 isoquinoline alkaloids.…”

Section: Discussionmentioning

confidence: 83%

“…cyp80b1 is, therefore, common to several biosynthetic pathways including morphine, sanguinarine, and noscapine. Transcript of cyp80b1 was also detected in all plant organs analyzed (12). Accumulation of morphinan alkaloids is thought to correlate with the appearance of laticifer cells in the developing plant and in differentiating plant cell culture (32,33).…”

Section: Discussionmentioning

confidence: 97%

“…Morphine accumulation in the plant appears to be related to differentiation of a latex system (12). In efforts aimed at the metabolic engineering of the P. somniferum alkaloid profile as well as at developing alternate biotechnological sources of morphinans, we searched first to identify suitable genetic targets.…”

mentioning

confidence: 99%

See 4 more Smart Citations

Molecular Characterization of the Salutaridinol 7-O-Acetyltransferase Involved in Morphine Biosynthesis in Opium Poppy Papaver somniferum

Grothe¹,

Lenz²,

Kutchan³

2001

Journal of Biological Chemistry

135

View full text Add to dashboard Cite

Salutaridinol 7-O-acetyltransferase (EC 2.3.1.150) catalyzes the conversion of the phenanthrene alkaloid salutaridinol to salutaridinol-7-O-acetate, the immediate precursor of thebaine along the morphine biosynthetic pathway. We have isolated a cDNA clone that corresponds to the internal amino acid sequences of the native enzyme purified from a cell suspension culture of opium poppy Papaver somniferum. The recombinant enzyme acetylated the 7-hydroxyl moiety of salutaridinol in the presence of acetyl-CoA. The apparent K m value for salutaridinol was determined to be 9 M and 54 M for acetyl-CoA. The gene transcript was detected in extracts from Papaver orientale and Papaver bracteatum in addition to P. somniferum. Genomic DNA gel blot analysis indicated that there is likely a single copy of this gene in the P. somniferum genome. The amino acid sequence of salutaridinol 7-O-acetyltransferase is most similar (37% identity) to that of deacetylvindoline acetyltransferase of Catharanthus roseus. Salutaridinol 7-O-acetyltransferase is the second enzyme specific to morphine biosynthesis for which we have isolated a cDNA. Taken together with the other cDNAs cloned encoding norcoclaurine 6-O-methyltransferase, (S)-N-methylcoclaurine 3-hydroxylase, the cytochrome P-450 reductase, and codeinone reductase, significant progress has been made toward accumulating genes of this pathway to enable the end goal of a biotechnological production of morphinan alkaloids.

show abstract

Section: Discussioncontrasting

confidence: 73%

Section: Discussionmentioning

confidence: 76%

Section: Discussionmentioning

confidence: 83%

Section: Discussionmentioning

confidence: 97%

mentioning

confidence: 99%

See 3 more Smart Citations

Molecular Characterization of the Salutaridinol 7-O-Acetyltransferase Involved in Morphine Biosynthesis in Opium Poppy Papaver somniferum

Grothe¹,

Lenz²,

Kutchan³

2001

Journal of Biological Chemistry

135

View full text Add to dashboard Cite

show abstract

Natural Products and Metabolites

Yazaki

2004

Handbook of Plant Biotechnology

View full text Add to dashboard Cite

show abstract

Alkaloid Biosynthesis

O’Connor

2008

Wiley Encyclopedia of Chemical Biology

View full text Add to dashboard Cite

How nature synthesizes complex secondary metabolites, or natural products, can be studied only by working within the disciplines of both chemistry and biology. Alkaloids are a complex group of natural products with diverse mechanisms of biosynthesis. This article highlights the biosynthesis of four major classes of plant‐derived alkaloids. Only plant alkaloids for which significant genetic information has been obtained were chosen for review. Isoquinoline alkaloid, terpenoid indole alkaloid, tropane alkaloid, and purine alkaloid biosynthesis are described here. The article is intended to provide an overview of the basic mechanism of biosynthesis for selected members of each pathway. Manipulation of these pathways by metabolic engineering is highlighted also.

show abstract

Distribution of morphinan and benzo[c]phenanthridine alkaloid gene transcript accumulation in Papaver somniferum

Cited by 108 publications

References 27 publications

Molecular Characterization of the Salutaridinol 7-O-Acetyltransferase Involved in Morphine Biosynthesis in Opium Poppy Papaver somniferum

Molecular Characterization of the Salutaridinol 7-O-Acetyltransferase Involved in Morphine Biosynthesis in Opium Poppy Papaver somniferum

Natural Products and Metabolites

Alkaloid Biosynthesis

Contact Info

Product

Resources

About