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Optical Activity of Lignin and Lignan

Research Project

Project/Area Number 60480065
Research Category

Grant-in-Aid for General Scientific Research (B)

Allocation TypeSingle-year Grants
Research Field 林産学
Research InstitutionHokkaido University

Principal Investigator

SASAYA Takashi  Hokkaido University, Faculty of Agriculture Professor, 農学部, 教授 (80001410)

Co-Investigator(Kenkyū-buntansha) TAKEYAMA Hirotake  Hokkaido University, Faculty of Agriculture Instructor, 農学部, 助手 (60001468)
SANO Yoshihiro  Hokkaido University, Faculty of Agriculture Assoc. Professor, 農学部, 助教授 (10001463)
Project Period (FY) 1985 – 1986
Project Status Completed (Fiscal Year 1986)
Budget Amount *help
¥6,400,000 (Direct Cost: ¥6,400,000)
Fiscal Year 1986: ¥1,300,000 (Direct Cost: ¥1,300,000)
Fiscal Year 1985: ¥5,100,000 (Direct Cost: ¥5,100,000)
KeywordsOptical Activity / Lignan / Braun's Lignin(BL) / Dehydrogenation Polymer(DHP) / Lignin / Asymmetric Field / トドマツ
Research Abstract

Seventeen lignans, which consisted of fifteen <beta> - <beta> linked type and two other linked type, were isolated from todomatsu Abies sachalinensis Masters wood, and they were all optically active. Their optical activities were attributable to the asymmetric centers on the side chain in the structure. Four of them were new lignans and they had a lactol ring as the partial structure(todolactol A-D ). It is suggested that these lignans may be formed by asymmetric induction in tree. Braun's lignin (BL) from todomatsu wood was optically inactive, but by a mild hydrolysis BL yielded an optically active lignan which identified with todolactol B. This result showed that the naturally occurring lignan was incorporated into BL as the partial structure during biosynthesis. Model studies of Dehydrogenation polymer(DHP) preparation by peroxidase were carried out with or without holocellulsoe and hemicellulose as asymmetric fields. DHP prepared with holocellulose contained optically active lignans, but yielded optically inactive one without holocellulose. The molecular weight of the latter was comparable to that of BL, and,on the other hand,that of the former shifted toward a higher molecular weight region compared with that of BL. It is suggested that the asymmetric field not only is concerned in the induction of optical nature for lignans but also is related to the increment of DHP molecular weight. These findings are presumed that optical inactivity of BL and lignin arise from the compensated form of chirality on the structural units or the formation of symmetric molecule during their biosynthesis. However, the presented problems should be elucidated in future.

Report

(1 results)
  • 1986 Final Research Report Summary
  • Research Products

    (12 results)

All Other

All Publications (12 results)

  • [Publications] 小沢修二,笹谷宜志: 第36回日本木材学会大会研究発表要旨集. 316 (1986)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] 小沢修二,笹谷宜志: 木材学会誌. 33. 53-60 (1987)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] 小沢修二,笹谷宜志: 木材学会誌.

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] 小沢修二,笹谷宜志: 木材学会誌投稿予定.

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] 笹谷宜志,小沢修二,佐野嘉拓: 北海道大学演習林研究報告.

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] 笹谷宜志,小沢修二,武山浩武: 北海道大学演習林研究報告.

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Ozawa, Shuji; Sasaya, Takashi:"Braun's Lignin of Todomatsu Abies sachalinensis Masters." The 36th Annual Meeting of the Japan Wood Research Society,. 316 (1986)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Ozawa, Shuji; Sasaya, Takashi:"Extractives of Todomatsu Abies sachalinensis Masters( <III> ). - Braun's lignin of todomatsu Abies sachalinensis Masters." Mokuzai Gakkaishi. 33. 53-60 (1987)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Ozawa, Shuji; Sasaya, Takashi:"Extractives of Todomatsu Abies sachalinensis Masters( <IV> ).- Braun's lignin of todomatsu Abies sachalinensis Masters (2)." Mokuzai Gakkaishi : will be submitted.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Ozawa, Shuji; Takashi, Sasaya:"Extractives od Todomatsu Abies sachalinensis Masters ( <V> ).- New lignans having lactol structure -." Mokuzai Gakkaishi : will be submitted.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Sasaya, Takashi; Ozawa, Shuji; Sano, Yoshihiro:"Chemical Properties of Lignans prepared with Asymmetric Field." Res. Bull. Experi. Forest, Hokkaido Univ.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary
  • [Publications] Sasaya, Takashi; Ozawa, Shuji; Takeyama, Hirotake:"Distribution and Accumulation of Lignans in Todomatsu Abies sachalinensis Masters Tree Trunk." Res. Bull. Experi. Forest, Hokkaido Univ.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1986 Final Research Report Summary

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Published: 1987-03-31   Modified: 2016-04-21  

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