Chlorophyll Breakdown in Maize: On the Structure of Two Nonfluorescent Chlorophyll Catabolites |
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Authors: | Joachim Berghold Thomas Müller Markus Ulrich Stefan H?rtensteiner and Bernhard Kr?utler |
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Institution: | (1) Institute of Organic Chemistry, Leopold-Franzens-Universität Innsbruck, Innrain 52a, 6020 Innsbruck, Austria;(2) Institute of Plant Sciences, Universität Bern, Altenbergrain 21, 3013 Bern, Switzerland |
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Abstract: | In extracts of senescent leaves of the maize plant Zea mays, two colorless compounds with UV/Vis-characteristics of nonfluorescent chlorophyll catabolites (NCCs) were detected and tentatively
named Zm-NCCs. The constitution of the two polar Zm-NCCs was determined by spectroscopic means, which confirmed both of these tetrapyrroles to have the basic ligand structure
typical of the NCCs from (other) senescent higher plants. In the less polar catabolite, named Zm-NCC-2, the core structure was conjugated at the 82-position with a glucopyranose unit. Zm-NCC-2 had the same constitution as Nr-NCC-2, an NCC from tobacco (Nicotiana rustica). Indeed, the two NCCs were identified (further) based on their HPL-chromatographic and NMR-spectroscopic properties. The
more polar NCC from maize, Zm-NCC-1, differed from Zm-NCC-2 by carrying a dihydroxyethyl side chain instead of a vinyl group at the 3-position. In earlier work on polar NCCs,
only separate glucopyranosyl- and dihydroxyethyl-functionalities were detected. Zm-NCC-1 thus is a new constitutional variant of the structures of NCCs from senescent higher plants. |
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