ArticleChemistry (Weinheim an der Bergstrasse, Germany)2019
Yellow Dioxobilin-Type Tetrapyrroles from Chlorophyll Breakdown in Higher Plants-A New Class of Colored Phyllobilins.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.
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Who cites it
9 citing papers in PubMed, 16 citations in OpenAlex.
- Phyllobilins: Emerging Bioactive Chlorophyll Metabolites and Their Potential Impact on Human Health.Antioxidants (Basel, Switzerland) · 2026Review
- Unexpected Dual Function of Plant YUCCA Enzymes Links Chlorophyll Catabolism to Auxin Homeostasis.Angewandte Chemie (International ed. in English) · 2026Article
- Multimodal machine learning and Raman spectroscopy uncover biochemical pathways of autumnal leaf senescence.BMC plant biology · 2026Article
- Characterization of Phyllobilins in Hops: Antioxidant and Potentially Bitter Senescence-Related Metabolites.Journal of agricultural and food chemistry · 2025Article
- An evergreen mind and a heart for the colors of fall.Journal of experimental botany · 2021Article
- Phyllobilins from Senescence-Associated Chlorophyll Breakdown in the Leaves of Basil (Journal of agricultural and food chemistry · 2020Article
- Cryptic chlorophyll breakdown in non-senescent green Arabidopsis thaliana leaves.Photosynthesis research · 2019Article
- In Search of Bioactivity - Phyllobilins, an Unexplored Class of Abundant Heterocyclic Plant Metabolites from Breakdown of Chlorophyll.Israel journal of chemistry · 2019Review
- Yellow Dioxobilin-Type Tetrapyrroles from Chlorophyll Breakdown in Higher Plants-A New Class of Colored Phyllobilins.Chemistry (Weinheim an der Bergstrasse, Germany) · 2019Article
Corrections and comments
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Authors and funding
4 authors at 2 institutions in 2 countries.
Funding
Abstract
In senescent leaves chlorophyll (Chl) catabolites typically accumulate as colorless tetrapyrroles, classified as formyloxobilin-type (or type-I) or dioxobilin-type (type-II) phyllobilins (PBs). Yellow type-I Chl catabolites (YCCs) also occur in some senescent leaves, in which they are generated by oxidation of colorless type-I PBs. A yellow type-II PB was recently proposed to occur in extracts of fall leaves of grapevine (Vitis vinifera), tentatively identified by its mass and UV/Vis absorption characteristics. Here, the first synthesis of a yellow type-II Chl catabolite (DYCC) from its presumed natural colorless type-II precursor is reported. A homogenate of a Spatiphyllum wallisii leaf was used as "green" means of effective and selective oxidation. The synthetic DYCC was fully characterized and identified with the yellow grapevine leaf pigment. As related yellow type-I PBs do, the DYCC functions as a reversible photoswitch by undergoing selective photo-induced Z/E isomerization of its C15=C16 bond.
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Registered trials
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