Functional Ability Elucidation of Auxiliary Light Harvesting Carotenoids Acting in Marine Photosynthesis based on Organic Synthesis

2015 Fiscal Year Final Research Report

• Project/Area Number: 25410183
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Research Field: Bio-related chemistry
• Research Institution: Osaka City University
• Principal Investigator: Katsumura Shigeo 大阪市立大学, 大学院理学研究科, 客員教授 (70047364)
• Co-Investigator(Kenkyū-buntansha): SAKAGUCHI KAZUHIKO 大阪市立大学, 大学院理学研究科, 准教授 (80264795)
• Co-Investigator(Renkei-kenkyūsha): HASHIMOTO HIDEKI 大阪市立大学, 複合先端研究機構, 教授 (50222211)
• Project Period (FY): 2013-04-01 – 2016-03-31
• Keywords: 海洋光合成初期過程 / カルボニルカロテノイド / ペリジニン / フコキサンチン / デオキシペリジニン類縁体合成 / 構造的特徴と機能の関係 / 超効率的エネルギー伝達機構解明

Outline of Final Research Achievements

Peridinin and fucoxanthin are auxiliary light harvesting pigments in the sea. In the super complexes constructed with these carotenoids, chlorophyll and apoprotain, high (>85%) energy transfer efficiencies from them to chlorophyll were reported. Previously, we substantiated the existence of intramolecular charge transfer state (ICT) by ultrafast time resolved spectra measurements (UTRSM) of the synthesized π-conjugation modified analogues. In this project, we have elucidated that ylidenbutenolide of peridinin is essential for ICT generation and allene of fucoxanthin contributes ICT stabilization, by UTRSM of β-caroten ylidenbutenolide derivatives and also C32 fucoxanthin olefin-derivatives. Intending to reconstitute the corresponding super complex, we have synthesized peridinin decarbonyl analogue by the sequential sp and sp2 couplings from E-β-ethynyl-α-stannyl acrylate, obtained by novel anti-selective ethynylstannylation of propiolate. Reconstitution has not been successful yet.

Free Research Field

有機合成化学、天然物化学