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2012 Fiscal Year Final Research Report

An Approach from Organic Synthesis Toward Elucidating the Mechanism of Super Energy Transfer Efficiencies of Carotenoids in Photosynthesis

Research Project

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Project/Area Number 22550160
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Chemistry related to living body
Research InstitutionKwansei Gakuin University

Principal Investigator

KATSUMURA Shigeo  関西学院大学, 理工学部, 教授 (70047364)

Project Period (FY) 2010 – 2012
Keywords海洋光合成初期過程 / カロテノイド / 超エネルギー伝達効率の解明 / ペリジニン / フコキサンチン / シリーズでの類縁体合成 / 超高速時間分解スペクトル
Research Abstract

Peridinin and fucoxanthin are known as representative auxiliary light harvesting pigments for photosynthesis in the sea. In the super complexes constructed with these carotenoids, chlorophyll and protein, respectively, exceptionally high (>85%) energy transfer efficiencies from the carotenoids to chlorophyll have been reported. This high efficiency is thought to be related to the unique structure of the carotenoids, which possesse allene and carbonyl functions. There are, however, no studies on the relation between the structural features of these carotenoids and their super ability of the energy transfer. We then focused on the subjects of how these functions play a role in the exceptionally highly energy transfer. We have achieved the efficient syntheses of these natural carotenoids and their modified derivatives on allene and conjugated polyene. Measurements of their ultrafast time resolved spectra and Stark spectra have strongly suggested that the structural feature of the both carotenoids has essentially contributed to their super ability of the energy transfer.

  • Research Products

    (25 results)

All 2012 2011 2010

All Journal Article (7 results) (of which Peer Reviewed: 7 results) Presentation (16 results) Book (2 results)

  • [Journal Article] Effect of Molecular Symmetry on the Spectra and Dynamics of the Intramolecular Charge Transfer (ICT) State of Peridinin2012

    • Author(s)
      Enriquez, M. M.; Hananoki, S.; Hasegawa, S.; Kajikawa, T.; Katsumura, S.; Wagner, N. L.; Birge, R. R.; Frank, H. A
    • Journal Title

      J. Phys. Chem. B

      Volume: 116 Pages: 10748-10756

    • DOI

      doi:10.1021/jp305804q

    • Peer Reviewed
  • [Journal Article] Stereocontrolled Total Synthesis of Fucoxanthin and its Polyene Chain-modified Derivative2012

    • Author(s)
      Kajikawa, T.; Okumura, S.; Iwashita, T.; Kosumi, D.; Hashimoto, H.; Katsumura, S
    • Journal Title

      Org. Lett.

      Volume: 14 Pages: 808-811

    • DOI

      doi:10.1021/ol203344c

    • Peer Reviewed
  • [Journal Article] Singlet and Triplet State Spectra and Dynamics of Structurally-modified Peridinins2011

    • Author(s)
      Fuciman, M.; Enriquez, M.; Kaligotla, S.; Niedzwiedzki, D.; Kajikawa, T.; Aoki, K.; Katsumura, S.; Frank, H. A
    • Journal Title

      J. Phys. Chem. B

      Volume: 115 Pages: 4436-4445

    • DOI

      doi:10.1021/jp110092c

    • Peer Reviewed
  • [Journal Article] Stark Absorption Spectroscopy of Peridinin and Allene-modified Analogues2010

    • Author(s)
      Kusumoto, T.; Horibe, T.; Kajikawa, T.; Hasegawa, S.; Iwashita, T.; Cogdell, R. J.; Birge, R. R.; Frank, H. A.; Katsumura, S.; Hashimoto, H
    • Journal Title

      Chem. Phys.

      Volume: 373 Pages: 71-79

    • DOI

      doi:10.1016/j.chemphys.2010.01.018

    • Peer Reviewed
  • [Journal Article] An Approach Based on Organic Synthesis toward Elucidating the Mechanism of Super Energy Transfer Efficiencies of Peridinin in Photosynthesis2010

    • Author(s)
      Kajikawa, T.; Furuichi, N.; Katsumura, S
    • Journal Title

      J. Synth. Org. Chem. Japan

      Volume: 68 Pages: 625-637

    • URL

      https://www.jstage.jst.go.jp/browse/yukigoseikyokaishi/68/6/_contents/-char/ja/

    • Peer Reviewed
  • [Journal Article] Triplet State Spectra and Dynamics of Peridinin Analogs Having Different Extents of π-Electron Conjugation2010

    • Author(s)
      Kaligotla, S.; Doyle, S.; Niedzwiedzki, D. M.; Hasegawa, S.; Kajikawa, T.; Katsumura, S.; Frank, H. A
    • Journal Title

      Photosynth. Res.

      Volume: 103 Pages: 167-174

    • DOI

      doi:10.1007/s11120-010-9535-y

    • Peer Reviewed
  • [Journal Article] Syntheses of Ylidenbutenolide-modified Derivatives of Peridinin and their Stereochemical and Spectral Characteristics2010

    • Author(s)
      Kajikawa, T.; Aoki, K.; Iwashita, T.; Niedzwiedzki, D. M.; Frank, H. A.; Katsumura, S
    • Journal Title

      Org. Biomol. Chem.

      Volume: 8 Pages: 2513-2516

    • DOI

      doi:10.1039/c002006k

    • Peer Reviewed
  • [Presentation] Synthesis of Peridinin Derivativestoward Elucidating the Mechanism of Super Energy Transfer Efficiencies of Peridinin in Photosynthesis2012

    • Author(s)
      Koki Yano, Takayuki Kajikawa, Shohei Hananoki, Takashi Iwashita, Harry A. Frank, Hideki Hashimoto, Shigeo Katsumura
    • Organizer
      the 12nd International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-12)
    • Place of Presentation
      Rihga Royal Hotel(Kyoto)
    • Year and Date
      2012-11-14
  • [Presentation] Energy Transfer Mechanism of Polyfunctional Carotenoids in Marine Photosynthesis based on Organic Synthesis2012

    • Author(s)
      Koki Yano, Takayuki Kajikawa, Takashi Iwashita, Toshiyuki Kusumoto, Dariusz M. Niedzwiedzki, Hideki Hashimoto, Harry A. Frank, and Shigeo Katsumura
    • Organizer
      19^<th> International Conference on Organic Synthesis
    • Place of Presentation
      Melbourne(Australia).
    • Year and Date
      2012-07-05
  • [Presentation] イリデンブテノリド環をシフトさせた新規ペリジニン類縁体の合成2012

    • Author(s)
      花ノ木祥平、長谷川慎二、梶川敬之、勝村成雄
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      慶応義塾大学日吉キャンパス
    • Year and Date
      2012-03-27
  • [Presentation] フコキサンチンにおけるアレン結合の役割解明に向けた類縁体の合成2012

    • Author(s)
      矢野亘記、梶川敬之、小澄大輔、橋本秀樹、勝村成雄
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      慶応義塾大学日吉キャンパス
    • Year and Date
      2012-03-26
  • [Presentation] β-エポキシケトンを持つアルデヒドの選択的改良ジュリアカップリング反応によるフコキサンチン類縁体の合成2012

    • Author(s)
      奥村聡、梶川敬之、小澄大輔、橋本秀樹、勝村成雄
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      慶応義塾大学日吉キャンパス
    • Year and Date
      2012-03-26
  • [Presentation] 有機合成が先導する光合成を担う海洋カロテノイドの機能解明2012

    • Author(s)
      梶川敬之、岩下孝、HarryA.Frank、橋本秀樹、勝村成雄
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      慶応義塾大学日吉キャンパス
    • Year and Date
      2012-03-26
  • [Presentation] 有機合成が先導する海洋光合成を担う多官能性カロテノイドの機能解明2011

    • Author(s)
      梶川敬之、奥村聡、花ノ木祥平、矢野亘記、岩下孝、小澄大輔、堀部智子、橋本秀樹、勝村成雄
    • Organizer
      第53回天然有機化合物討論会
    • Place of Presentation
      大阪国際交流センター
    • Year and Date
      2011-09-27
  • [Presentation] 光合成エネルギー伝達機構解明に向けた海洋性カロテノイドフコキサンチンおよびその類縁体の合成2011

    • Author(s)
      梶川敬之、奥村聡、矢野亘記、岩下孝、小澄大輔、橋本秀樹、勝村成雄
    • Organizer
      第25回カロテノイド研究談話会
    • Place of Presentation
      つくば国際会議場
    • Year and Date
      2011-09-13
  • [Presentation] 海洋光合成の機能解明に向けたフコキサンチンおよびその類縁体の合成2011

    • Author(s)
      梶川敬之、奥村聡、岩下孝、小澄大輔、橋本秀樹、勝村成雄
    • Organizer
      第46回天然物化学談話会
    • Place of Presentation
      熱川ハイツ、静岡
    • Year and Date
      2011-07-07
  • [Presentation] イリデンブテノリド環をシフトさせた新規ペリジニン類縁体の合成2011

    • Author(s)
      花ノ木祥平、長谷川慎二、梶川敬之、勝村成雄
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      神奈川大学横浜キャンパス
    • Year and Date
      2011-03-29
  • [Presentation] 有機合成を基盤とした海洋光合成を担うカロテノイドの機能解明2011

    • Author(s)
      梶川敬之、長谷川慎二、奥村聡、岩下孝、HarryA.Frank、橋本秀樹、勝村成雄
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      神奈川大学横浜キャンパス
    • Year and Date
      2011-03-29
  • [Presentation] 多官能基カロテノイド、フコキサンチンおよびその類縁体合成2011

    • Author(s)
      奥村聡、梶川敬之、岩下孝、橋本秀樹、勝村成雄
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      神奈川大学横浜キャンパス
    • Year and Date
      2011-03-29
  • [Presentation] 光合成初期過程におけるエネルギー伝達機構の解明に向けたフコキサンチン類縁体およびペリジニン類縁体の合成2010

    • Author(s)
      奥村聡、花ノ木祥平、梶川敬之、勝村成雄
    • Organizer
      第30回有機合成若手セミナー
    • Place of Presentation
      大阪府立大学学術交流会館
    • Year and Date
      2010-11-10
  • [Presentation] 立体選択的不斉エポキシ化反応を鍵としたフコキサンチンの合成2010

    • Author(s)
      梶川敬之、奥村聡、勝村成雄
    • Organizer
      第54回香料・テルペンおよび精油化学に関する討論会
    • Place of Presentation
      山梨大学甲府キャンパス
    • Year and Date
      2010-10-23
  • [Presentation] Syntheses of Peridinin Analogues Toward Elucidation of its Highly Efficient Energy Transfer Mechanism in Photosynthesis2010

    • Author(s)
      Takayuki Kajikawa, Shinji Hasegawa, Takashi Iwashita, Toshiyuki Kusumoto, Dariusz M. Niedzwiedzki, Hideki Hashimoto, Harry A. Frank, and Shigeo Katsumura
    • Organizer
      18^<th> International Conference on Organic Synthesis
    • Place of Presentation
      Grieghallen Culture&Convention Centre (Norway)
    • Year and Date
      2010-08-05
  • [Presentation] 海洋光合成を担うペリジニンの超エネルギー伝達機能と構造的特性2010

    • Author(s)
      梶川敬之、長谷川慎二、岩下孝、楠本利行、Dariusz M.Niedzwiedzki、Harry A.Frank、橋本秀樹、勝村成雄
    • Organizer
      第45回天然物化学談話会
    • Place of Presentation
      三谷温泉ホテル明山荘
    • Year and Date
      2010-07-04
  • [Book] In ARTIFICIAL PHOTOSYNTHESIS; Mohammad Mahdi Najafpour., Eds.; In Tech: Croatia2012

    • Author(s)
      Takayuki Kajikawa; Shigeo Katsumura
    • Total Pages
      135-152
    • Publisher
      An Approach Based on Synthetic Organic Chemistry Toward Elucidation of Highly Efficient Energy Transfer Ability of Peridinin in Photosynthesis
  • [Book] 海洋性カロテノイドの効率的なエネルギー伝達のしくみを分子レベルで解き明かす2011

    • Author(s)
      梶川敬之、勝村成雄
    • Total Pages
      281-286
    • Publisher
      化学と生物

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Published: 2014-08-29  

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