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Unique Complexation Behavior of Alkali Metal Ions and 2-Pyrone-4,6-Dicarboxylic Acid (PDC) Obtained from a Metabolic Intermediate of Lignin

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Abstract

The complexation behavior between 2-pyrone-4,6-dicarboxylic acid (PDC) and alkali metal ions was systematically estimated. The PDC complexes of alkali metal ions exhibit unique crystal structures due to the diverse coordination numbers of the metal ion. The crystal structure of the complex between PDC and cesium (Cs) ion suggests that the metal ion binary crosslinking and much coordination numbers of the Cs induce the preferential complex formation via sedimentation of the PDC–Cs complex. The minor electronegativity difference between the Cs and other alkali metals might be the determining factor in the structure of the complex the ion forms with PDC.

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Acknowledgements

The authors gratefully acknowledge the financial support of JSPS KAKENHI (Grant Number 24380180 and 24780172) and Sugiyama Chemical & Industrial Lab. The measurements of single-crystal X-ray diffraction were conducted in Research Hub for Advanced Nano Characterization, The University of Tokyo, supported by the Ministry of Education, Culture, Sports, Science and Technology (MEXT), Japan. We thank Prof. Dr. Yoshiki Ozawa (University of Hyogo) and Professor Emeritus Kazuyuki Horie (The University of Tokyo) for their kind assistance on synchrotron orbital X-ray scattering experiments.

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Authors and Affiliations

  1. J-CHEMICAL, INC., Chuo-ku, Tokyo, 104-0044, Japan

    Masami Bito

  2. Forestry and Forest Products Research Institute, Tsukuba, Ibaraki, 305-8687, Japan

    Yuichiro Otsuka & Masaya Nakamura

  3. Department of Bioengineering, Nagaoka University of Technology, Nagaoka, Niigata, 940-2188, Japan

    Eiji Masai

  4. College of Bioresource Science, Nihon University, Fujisawa, Kanagawa, 252-0880, Japan

    Yoshihiro Katayama

  5. Graduate School of Engineering, Tokyo University of Agriculture and Technology, Koganei, Tokyo, 184-8588, Japan

    Kiyotaka Shigehara

  6. Research Institute for Chemical Process Technology, National Institute of Advanced Industrial Science, Sendai, Miyagi, 983-8551, Japan

    Kazuhiro Shikinaka

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  1. Masami Bito
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  2. Yuichiro Otsuka
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  3. Masaya Nakamura
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  4. Eiji Masai
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  5. Yoshihiro Katayama
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  6. Kiyotaka Shigehara
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  7. Kazuhiro Shikinaka
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Corresponding author

Correspondence to Kazuhiro Shikinaka.

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Bito, M., Otsuka, Y., Nakamura, M. et al. Unique Complexation Behavior of Alkali Metal Ions and 2-Pyrone-4,6-Dicarboxylic Acid (PDC) Obtained from a Metabolic Intermediate of Lignin. Waste Biomass Valor 10, 1261–1265 (2019). https://doi.org/10.1007/s12649-017-0147-z

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  • DOI: https://doi.org/10.1007/s12649-017-0147-z

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