Dienone structures contained as highly reactive structures in lignin

• Project/Area Number: 22780157
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Single-year Grants
• Research Field: Wood science
• Research Institution: The University of Tokyo
• Principal Investigator: AKIYAMA Takuya 東京大学, 大学院・農学生命科学研究科, 助教 (50553723)
• Project Period (FY): 2010 – 2011
• Project Status: Completed (Fiscal Year 2011)
• Budget Amount: ¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000); Fiscal Year 2011: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000); Fiscal Year 2010: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
• Keywords: リグニン / スピロジエノン / 細胞壁 / 木材 / β-1 / NMR / β-1型構造

Research Abstract

A novel lignin model compound of spirodienone structures was obtained by oxidative coupling of sinapyl alcohol γ-acetate with 1-(4-hydroxy-3,5-dimethoxyphenyl) ethanol. The NMR chemical shifts of the acetylated model compound were compared with the signals on the HSQC spectrum of acetylated lignin. The 1H and 13C chemical shifts of α, β, and γ-positions in one side chain part of the model were in well agreement with the candidate correlation signals of spirodienone structures on the lignin HSQC spectrum.

Research Products

• [Presentation] β-1型スピロジエノン型構造に関する研究:シリンギル型同モデル化合物と広葉樹リグニンの NMR 化学シフト値の比較 (2011)
  • Author(s): 秋山拓也、菊地淳、横山朝哉、松本雄二
  • Organizer: 第56回リグニン討論会
  • Place of Presentation: 山形大学農学部
  • Year and Date: 2011-09-15
• [Presentation] spirodienone compound with a β-1 linkage formed by oxidative cross coupling of sinapyl alcohol γ-acetate with a syringyl lignin model compound. (2011)
  • Author(s): Takuya Akiyama, Jun Kikuchi, Tomoya Yokoyama, and Yuji Matsumoto, A
  • Organizer: 16th International Symposium on Wood, Fibre and Pulping Chemistry (ISWFPC)
  • Place of Presentation: 中国(天津)
  • Year and Date: 2011-06-09
• [Presentation] β-1型スピロジエノン構造に関する研究：シリンギル型同モデル化合物と広葉樹リグニンのNMR化学シフト値の比較 (2011)
  • Author(s): 秋山拓也（代表者）、菊地淳、横山朝哉、松本雄二
  • Organizer: 第56回リグニン討論会
  • Place of Presentation: 山形大学農学部(山形県)
• [Presentation] A spirodienone compound with a β-1 linkage formed by oxidative cross coupling of sinapyl alcohol γ-acetate with a syringyl lignin model compound. (2011)
  • Author(s): Takuya Akiyama（代表者）, Jun Kikuchi, Tomoya Yokoyama and Yuji Matsumoto.
  • Organizer: 16th International Symposium on Wood, Fibre and Pulping Chemistry (ISWFPC)
  • Place of Presentation: 中国（天津）
• [Presentation] Structural study of lignin using the diversity of syringyl/guaiacyl ratio in wood species (2010)
  • Author(s): Takuya Akiyama
  • Organizer: The 2nd International Symposium of Indonesian Wood Research Society (IWoRS)
  • Place of Presentation: Bali, Indonesia
  • Year and Date: 2010-11-12