ArticleChembiochem : a European journal of chemical biology2016
Unprecedented Utilization of Pelargonidin and Indole for the Biosynthesis of Plant Indole Alkaloids.
Article in Chembiochem : a European journal of chemical biology, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.
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Who cites it
5 citing papers in PubMed, 11 citations in OpenAlex.
- An Integrated-Omics/Chemistry Approach Unravels Enzymatic and Spontaneous Steps to Form Flavoalkaloidal Nudicaulin Pigments in Flowers ofInternational journal of molecular sciences · 2021Article
- Formation of Nudicaulins In Vivo and In Vitro and the Biomimetic Synthesis and Bioactivity ofMolecules (Basel, Switzerland) · 2018Article
- Decoding Biosynthetic Pathways in Plants by Pulse-Chase Strategies Using (13)CO₂ as a Universal Tracer †.Metabolites · 2016Review
- The Occurrence of Flavonoids and Related Compounds in Flower Sections of Papaver nudicaule.Plants (Basel, Switzerland) · 2016Article
- Unprecedented Utilization of Pelargonidin and Indole for the Biosynthesis of Plant Indole Alkaloids.Chembiochem : a European journal of chemical biology · 2016Article
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Authors and funding
6 authors at 1 institution in 1 country.
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Abstract
Nudicaulins are a group of indole alkaloid glycosides responsible for the color of yellow petals of Papaver nudicaule (Iceland poppy). The unique aglycone scaffold of these alkaloids attracted our interest as one of the most unusual flavonoid-indole hybrid structures that occur in nature. Stable isotope labeling experiments with sliced petals identified free indole, but not tryptamine or l-tryptophan, as one of the two key biosynthetic precursors of the nudicaulin aglycone. Pelargonidin was identified as the second key precursor, contributing the polyphenolic unit to the nudicaulin molecule. This finding was inferred from the temporary accumulation of pelargonidin glycosides in the petals during flower bud development and a drop at the point in time when nudicaulin levels start to increase. The precursor-directed incorporation of cyanidin into a new 3'-hydroxynudicaulin strongly supports the hypothesis that anthocyanins are involved in the biosynthesis of nudicaulins.
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