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Chlorophyll Breakdown in Maize: On the Structure of Two Nonfluorescent Chlorophyll Catabolites

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Summary.

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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Authors and Affiliations

  1. Institute of Organic Chemistry and Center of Molecular Biosciences, Leopold-Franzens-Universität Innsbruck, Innsbruck, Austria

    Joachim Berghold, Thomas Müller, Markus Ulrich & Bernhard Kräutler

  2. Institute of Plant Sciences, Universität Bern, Bern, Switzerland

    Stefan Hörtensteiner

Authors
  1. Joachim Berghold
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  2. Thomas Müller
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  3. Markus Ulrich
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  4. Stefan Hörtensteiner
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  5. Bernhard Kräutler
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Correspondence to Bernhard Kräutler.

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Berghold, J., Müller, T., Ulrich, M. et al. Chlorophyll Breakdown in Maize: On the Structure of Two Nonfluorescent Chlorophyll Catabolites. Monatsh. Chem. 137, 751–763 (2006). https://doi.org/10.1007/s00706-006-0473-5

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