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Journal of Wood Science

Official Journal of the Japan Wood Research Society

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Ozonation of a lignin-carbohydrate complex model compound of the benzyl ether type

Journal of Wood Science volume 46, pages 263–265 (2000)Cite this article

Abstract

Evidence for the presence of lignin-carbohydrate bonds of the benzylic ether type in wood and pulps may be obtained by use of ozonation treatment to selectively degrade the lignin. It was found that the benzyl ether bond in 3-(4-hydroxy-3-methoxyphenyl)-2-(2-methoxy-phenoxy)-3-(methyl-β-d-glucopyranosid-6-O-yl)-1-propanol was rather stable during ozonation in acetic acid-water-methanol 16∶3∶1 at 0°C. The corresponding acid, 3,4-dihydroxy-2-(methyl-β-d-glucopyranosid-6-O-yl)-butanoic acid, was found to be the major reaction product. The use of ozonation followed by acid hydrolysis in connection with studies of lignincarbohydrate linkages is briefly discussed.

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Author notes

  1. Tsutomu Ikeda

    Present address: Department of Wood and Paper Science, North Carolina State University, Campus Box 8005, 27695-8005, Raleigh, NC, USA

  2. Takao Kishimoto

    Present address: Laboratory of Wood Chemistry, Research Group of Bioorganic Chemistry, Division of Applied Bioscience, Graduate School of Agriculture, Hokkaido University, 060-8598, Sapporo, Japan

Authors and Affiliations

  1. Wood Chemistry Laboratory, Wood Chemistry Division, Forestry and Forest Products Research Institute, Tsukuba Norin Kenkyu Danchi-Nai, PO Box 16, 305-8687, Ibaraki, Japan

    Olov Karlsson, Tsutomu Ikeda, Takao Kishimoto, Kengo Magara & Shuji Hosoya

  2. Institute of Agricultural and Forest Engineering, The University of Tsukuba, 1-1-1 Tennoudai, 305-0006, Ibaraki, Japan

    Shuji Hosoya

  3. Laboratory of Wood Chemistry, Department of Biomaterial Sciences, Graduate School of Agricultural and Life Sciences, The University of Tokyo, 1-1-1 Yayoi, Bunkyo-ku, 113-8657, Tokyo, Japan

    Yuji Matsumoto

Authors
  1. Olov Karlsson
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  2. Tsutomu Ikeda
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  3. Takao Kishimoto
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  4. Kengo Magara
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  5. Yuji Matsumoto
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  6. Shuji Hosoya
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Correspondence to Olov Karlsson.

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Karlsson, O., Ikeda, T., Kishimoto, T. et al. Ozonation of a lignin-carbohydrate complex model compound of the benzyl ether type. J Wood Sci 46, 263–265 (2000). https://doi.org/10.1007/BF00776460

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  • DOI: https://doi.org/10.1007/BF00776460

Key words

  • Ozone
  • LCC
  • Model compounds
  • Lignin
  • Benzylic ether
  • Isolation
  • Threonic acid
  • Erythronic acid