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Journal of Wood Science

Official Journal of the Japan Wood Research Society

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Erythro/threo ratio ofβ-O-4 structures as an important structural characteristic of lignin. I: Improvement of ozonation method for the quantitative analysis of lignin side-chain structure

Journal of Wood Science volume 48, pages 210–215 (2002)Cite this article

Abstract

Ozonation as a quantitative tool to analyze the stereo structures of arylglycerol-β-aryl ether linkages was examined using wood meal, milled wood lignin, and a lignin model compound, 1-(3,4-dimethoxyphenyl)-2-(2-methoxyphenoxy)-1,3-propanediol (veratrylglycerol-β-guaiacyl ether, VG). The procedure was improved. When mild postreduction was conducted for ozonation products, the total yield of erythronic and threonic acids from this model compound was 74%, which is 15% higher than the yield without postreduction. A decrease in the recovery of these two acids under prolonged ozonation treatment was successfully suppressed by postreduction. Theerythro/threo ratio of VG determined by the ozonation method with postreduction is in good agreement with the ratio determined by1H-nuclear magnetic resonance. Excellent reproducibility of the yield was obtained by adopting a procedure that included trimethylsilylation of ammonium salts of ozonation products using a dimethylsulfoxide-hexamethyldisilazane-trimethylchlorosilane mixture and subjecting it to gas chromatography analysis. It was concluded that arylglycerol-β-aryl ether structures comprise at least 35% of the C3-C6 structure in birch wood meal, with anerythro/threo ratio of 2.8.

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Authors and Affiliations

  1. Wood Chemistry Laboratory, 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

    Takuya Akiyama, Tomoko Sugimoto, Yuji Matsumoto & Gyosuke Meshitsuka

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  1. Takuya Akiyama
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  2. Tomoko Sugimoto
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  3. Yuji Matsumoto
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  4. Gyosuke Meshitsuka
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Correspondence to Takuya Akiyama.

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Akiyama, T., Sugimoto, T., Matsumoto, Y. et al. Erythro/threo ratio ofβ-O-4 structures as an important structural characteristic of lignin. I: Improvement of ozonation method for the quantitative analysis of lignin side-chain structure. J Wood Sci 48, 210–215 (2002). https://doi.org/10.1007/BF00771369

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  • DOI: https://doi.org/10.1007/BF00771369

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