ArticlePlanta2011
Heterologous expression of two FAD-dependent oxidases with (S)-tetrahydroprotoberberine oxidase activity from Arge mone mexicana and Berberis wilsoniae in insect cells.
Article in Planta, 2011. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 19 papers.
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Who cites it
19 citing papers in PubMed, 48 citations in OpenAlex.
- Advances in artificial biosynthesis of bioactive plant natural products.Current opinion in biotechnology · 2026Review
- Whole transcriptome sequencing fromFrontiers in plant science · 2026Article
- Aspartic acid residues in BBE-like enzymes fromProceedings of the National Academy of Sciences of the United States of America · 2025Article
- Advances in the biosynthesis of naturally occurring benzylisoquinoline alkaloids.Frontiers in plant science · 2025Review
- De novo production of protoberberine and benzophenanthridine alkaloids through metabolic engineering of yeast.Nature communications · 2024Article
- Biosynthetic Strategies of Berberine Bridge Enzyme-like Flavoprotein Oxidases toward Structural Diversification in Natural Product Biosynthesis.Biochemistry · 2024Review
- De novo biosynthesis of berberine and halogenated benzylisoquinoline alkaloids in Saccharomyces cerevisiae.Communications chemistry · 2023Article
- Comparative Transcriptomics for Genes Related to Berberine and Berbamine Biosynthesis in Berberidaceae.Plants (Basel, Switzerland) · 2022Article
- The genome of Corydalis reveals the evolution of benzylisoquinoline alkaloid biosynthesis in Ranunculales.The Plant journal : for cell and molecular biology · 2022Article
- Alkaloid Biosynthesis in the Early Stages of the Germination ofPlants (Basel, Switzerland) · 2021Article
- Gene Expression and Isoform Identification of PacBio Full-Length cDNA Sequences for Berberine Biosynthesis inPlants (Basel, Switzerland) · 2021Article
- EngineeringaBIOTECH · 2021Review
- Full-length transcriptome analysis of Coptis deltoidea and identification of putative genes involved in benzylisoquinoline alkaloids biosynthesis based on combined sequencing platforms.Plant molecular biology · 2020Article
- Formation and Cleavage of C-C Bonds by Enzymatic Oxidation-Reduction Reactions.Chemical reviews · 2018Review
- Identification and Characterization of Daurichromenic Acid Synthase Active in Anti-HIV Biosynthesis.Plant physiology · 2017Article
- Evaluation of Biosynthetic Pathway and Engineered Biosynthesis of Alkaloids.Molecules (Basel, Switzerland) · 2016Review
- Optimization of yeast-based production of medicinal protoberberine alkaloids.Microbial cell factories · 2015Article
- Review
- Characterization of a flavoprotein oxidase from opium poppy catalyzing the final steps in sanguinarine and papaverine biosynthesis.The Journal of biological chemistry · 2012Article
Corrections and comments
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Authors and funding
6 authors at 5 institutions in 3 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Berberine, palmatine and dehydrocoreximine are end products of protoberberine biosynthesis. These quaternary protoberberines are elicitor inducible and, like other phytoalexins, are highly oxidized. The oxidative potential of these compounds is derived from a diverse array of biosynthetic steps involving hydroxylation, intra-molecular C-C coupling, methylenedioxy bridge formation and a dehydrogenation reaction as the final step in the biosynthesis. For the berberine biosynthetic pathway, the identification of the dehydrogenase gene is the last remaining uncharacterized step in the elucidation of the biosynthesis at the gene level. An enzyme able to catalyze these reactions, (S)-tetrahydroprotoberberine oxidase (STOX, EC 1.3.3.8), was originally purified in the 1980s from suspension cells of Berberis wilsoniae and identified as a flavoprotein (Amann et al. 1984). We report enzymatic activity from recombinant STOX expressed in Spodoptera frugiperda Sf9 insect cells. The coding sequence was derived successively from peptide sequences of purified STOX protein. Furthermore, a recombinant oxidase with protoberberine dehydrogenase activity was obtained from a cDNA library of Argemone mexicana, a traditional medicinal plant that contains protoberberine alkaloids. The relationship of the two enzymes is discussed regarding their enzymatic activity, phylogeny and the alkaloid occurrence in the plants. Potential substrate binding and STOX-specific amino acid residues were identified based on sequence analysis and homology modeling.
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