Novel Types of Hypermodified Fluorescent Phyllobilins from Breakdown of Chlorophyll in Senescent Leaves of Grapevine (Vitis vinifera)
Abstract: The tetrapyrrolic chlorophyll catabolites (or phyllobilins, PBs) were analyzed in yellow fall leaves of the grape Chardonnay, a common Vitis vinifera white wine cultivar. The major fractions in leaf extracts of V. vinifera, tentatively assigned to PBs, were isolated and their structures elucidated. The dominant fraction is a dioxobilin‐type non‐fluorescent Chl‐catabolite of a previously observed type. Two less polar fluorescent PBs were characterized as a novel dioxobilin‐type fluorescent Chl‐catabolite with a bicyclo‐1′,6′‐glycosyl architecture, and its new fluorescent formyloxobilin‐type analogue. The discovery of persistent hypermodified fluorescent PBs with the architecture of bicyclo‐[17.3.1]‐PBs (bcPBs), suggests the activity of an unknown enzyme that forges the 20‐membered macroring at the tetrapyrrolic core of a fluorescent PB. bcPBs may play specific physiological roles in grapevine plants and represent endogenous anti‐infective agents, as found similarly for other organic bicyclo‐[n.3.1]‐1′,6′‐glycosyl derivatives.
- Standort
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Deutsche Nationalbibliothek Frankfurt am Main
- Umfang
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Online-Ressource
- Sprache
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Englisch
- Erschienen in
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Novel Types of Hypermodified Fluorescent Phyllobilins from Breakdown of Chlorophyll in Senescent Leaves of Grapevine (Vitis vinifera) ; volume:24 ; number:65 ; year:2018 ; pages:17268-17279 ; extent:12
Chemistry - a European journal ; 24, Heft 65 (2018), 17268-17279 (gesamt 12)
- Urheber
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Erhart, Theresia
Mittelberger, Cecilia
Liu, Xiujun
Podewitz, Maren
Li, Chengjie
Scherzer, Gerhard
Stoll, Gertrud
Valls, Josep
Robatscher, Peter
Liedl, Klaus R.
Oberhuber, Michael
Kräutler, Bernhard
- DOI
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10.1002/chem.201803128
- URN
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urn:nbn:de:101:1-2022090707203998773669
- Rechteinformation
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Letzte Aktualisierung
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15.08.2025, 07:35 MESZ
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Beteiligte
- Erhart, Theresia
- Mittelberger, Cecilia
- Liu, Xiujun
- Podewitz, Maren
- Li, Chengjie
- Scherzer, Gerhard
- Stoll, Gertrud
- Valls, Josep
- Robatscher, Peter
- Liedl, Klaus R.
- Oberhuber, Michael
- Kräutler, Bernhard
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