Biochemical Genomics for Gene Discovery in Benzylisoquinoline Alkaloid Biosynthesis in Opium Poppy and Related Species

Dang, Thu-Thuy T.; Onoyovwi, Akpevwe; Farrow, Scott C.; Facchini, Peter J.

doi:10.1016/b978-0-12-394290-6.00011-2

Cited by 47 publications

(33 citation statements)

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“…Infiltrated plants were cultivated in the greenhouse for 8-10 weeks. Infiltration with A. tumefaciens and collection and processing of latex and stem samples for alkaloid and transcript analysis were performed as described previously 7,[9][10][11]22 . Typically, 20-30 plants were infiltrated with A. tumefaciens harboring pTRV1 and one pTRV2 construct.…”

Section: Vigsmentioning

confidence: 99%

“…The protease-deficient yeast strain YPL 154C:Pep4 was transformed with pESC-Leu2d<CYP82X1/CPR and pESC-Leu2d<CYP82X2/CPR. Yeast culture, microsome preparation and immunoblot analysis were performed as described previously 9,10,22 . For heterologous expression of CXE1, CXE2 and AT1, corresponding open reading frames were amplified using cDNA derived from total stem RNA of the Bea's Choice chemotype and cloned in-frame an N-terminal His tag sequence in the Escherichia coli expression vector pRSETA (Invitrogen).…”

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confidence: 99%

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Acetylation serves as a protective group in noscapine biosynthesis in opium poppy

2014

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We have characterized four sequential enzymes that transform 1-hydroxy-N-methylcanadine to narcotoline hemiacetal, completing our elucidation of noscapine biosynthesis in opium poppy. Two cytochromes P450 catalyze hydroxylations at C13 and C8 on the protoberberine scaffold, the latter step inducing ring opening and the formation of an aldehyde moiety. Acetylation at C13 before C8 hydroxylation introduces a protective group subsequently hydrolyzed by a carboxylesterase, which triggers rearrangement to a cyclic hemiacetal.

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Section: Vigsmentioning

confidence: 99%

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confidence: 99%

Acetylation serves as a protective group in noscapine biosynthesis in opium poppy

2014

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“…Pooled ethyl acetate fractions were reduced to dryness. The concentration of O-demethylcryptopine in methanol was estimated using the molar extinction coefficient of cryptopine (14).…”

Section: Methodsmentioning

confidence: 99%

Dioxygenases Catalyze O-Demethylation and O,O-Demethylenation with Widespread Roles in Benzylisoquinoline Alkaloid Metabolism in Opium Poppy

Farrow¹,

Facchini

2013

Journal of Biological Chemistry

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“…Metabolite profiling for loss‐ or gain‐of‐function transgenic lines for a target gene and its comparison with the background control often provides a set of metabolites specific to the target gene, and serves as a means to assign it to a biosynthetic pathway and further hypothesis‐driven experimental validation (Tohge and Fernie, ; Rai et al ., ). For instance, RNAi‐based and virus‐induced gene silencing (VIGS) approaches coupled with metabolome analysis have been successfully employed for studying benzylisoquinoline alkaloids (BIA) and functional characterization of several key enzymes from their metabolic pathways (Allen et al ., ; Hagel and Facchini, , ; Dang et al ., ; Desgagne‐Penix and Facchini, ; Farrow and Facchini, ). Similar approaches have been employed for the identification and functional characterization of genes associated with biosynthesis of other specialized metabolites.…”

Section: Omics Toolsets and Analysis To Discover Unknownsmentioning

confidence: 99%

Integrated omics analysis of specialized metabolism in medicinal plants

2017

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Medicinal plants are a rich source of highly diverse specialized metabolites with important pharmacological properties. Until recently, plant biologists were limited in their ability to explore the biosynthetic pathways of these metabolites, mainly due to the scarcity of plant genomics resources. However, recent advances in high-throughput large-scale analytical methods have enabled plant biologists to discover biosynthetic pathways for important plant-based medicinal metabolites. The reduced cost of generating omics datasets and the development of computational tools for their analysis and integration have led to the elucidation of biosynthetic pathways of several bioactive metabolites of plant origin. These discoveries have inspired synthetic biology approaches to develop microbial systems to produce bioactive metabolites originating from plants, an alternative sustainable source of medicinally important chemicals. Since the demand for medicinal compounds are increasing with the world's population, understanding the complete biosynthesis of specialized metabolites becomes important to identify or develop reliable sources in the future. Here, we review the contributions of major omics approaches and their integration to our understanding of the biosynthetic pathways of bioactive metabolites. We briefly discuss different approaches for integrating omics datasets to extract biologically relevant knowledge and the application of omics datasets in the construction and reconstruction of metabolic models.

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Biochemical Genomics for Gene Discovery in Benzylisoquinoline Alkaloid Biosynthesis in Opium Poppy and Related Species

Cited by 47 publications

References 60 publications

Acetylation serves as a protective group in noscapine biosynthesis in opium poppy

Acetylation serves as a protective group in noscapine biosynthesis in opium poppy

Dioxygenases Catalyze O-Demethylation and O,O-Demethylenation with Widespread Roles in Benzylisoquinoline Alkaloid Metabolism in Opium Poppy

Integrated omics analysis of specialized metabolism in medicinal plants

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