光合成初期過程をモデルとした超分子ナノデバイスの創製

2008 年度 研究成果報告書

• 研究課題/領域番号: 19350088
• 研究種目: 基盤研究(B)
• 配分区分: 補助金
• 応募区分: 一般
• 研究分野: 生体関連化学
• 研究機関: 立命館大学
• 研究代表者: 民秋 均 立命館大学, 薬学部, 教授 (00192641)
• 研究期間 (年度): 2007 – 2008
• キーワード: 自己組織化 / 超分子化学 / ナノ材料 / 生体分子 / 有機化学

研究概要

緑色嫌気性光合成細菌の膜外にある光収穫アンテナ部では、クロロフィル色素のみが自己集合してアンテナ色素部を構成していることを、研究代表者の研究によって明らかにしてきた。どのようなクロロフィル色素分子をどのような環境下に置いたときに自己集積をするのかというデータを基にして、(半・全)合成環状テトラピロール分子のJ会合体を利用した光応答型の超分子ナノデバイスの創製を行なった。

研究成果

• [雑誌論文] Synthesis of Oligo-DNA Containing Hydrophilic Porphyrin On the Main Chain, and Its Energy Transfer Behavior in Duplex State (2009)
  • 著者名/発表者名: Y. Ohya, N. Hashimoto, S. Jo, T. Nohori, T. Yoshikuni, T. Ouchi, H. Tamiaki
  • 雑誌名: Supramol. Chem 21 ページ: 301-16309765
• [雑誌論文] Efficient Dye-Sensitized Solar Cell Based on Oxo-Bacteriochlorin Sensitizers with Broadband Absorption Capability (2009)
  • 著者名/発表者名: X.-F. Wang, O. Kitao, H. Zhou, H. Tamiaki, S. Sasaki
  • 雑誌名: J. Phys. Chem. C 113 ページ: 7954-7961
• [雑誌論文] Near-infrared luminescence from ytterbium (III) ternary complexes by visible-light excitation of attached chlorophyll derivatives (2009)
  • 著者名/発表者名: Q.-M. Wang, S. Sasaki, H. Tamiaki
  • 雑誌名: Chem. Lett 38(in press)
• [雑誌論文] Stereochemical Determination of the Unique Acrylate Moiety at the 17-Position in Chlorophylls-c from a Diatom Chaetoseros calcitrans and Its Effect upon Electronic Absorption Properties (2009)
  • 著者名/発表者名: T. Mizoguchi, C. Nagai, M. Kunieda, Y. Kimura, A. Okamura, H. Tamiaki
  • 雑誌名: Org. Biomol. Chem 7 ページ: 2120-2126
• [雑誌論文] Extension of π-conjugation length along the Qy axis of a chlorophyll a derivative for efficient dye-sensitized solar cells (2009)
  • 著者名/発表者名: X.-F. Wang, O. Kitao, H. Zhou, H. Tamiaki, S. Sasaki
  • 雑誌名: Chem. Commun Commun ページ: 1523-1525
• [雑誌論文] Structural determination of the Δ2,10-phytadienyl substituent in the 17-propionate of bacteriochlorophyll-b from Halorhodospira halochloris (2009)
  • 著者名/発表者名: T. Mizoguchi, M. Isaji, J. Harada, K. Watabe, H. Tamiaki
  • 雑誌名: J. Porphyrins Phthalocyanines 13 ページ: 41-50
• [雑誌論文] Synthesis of 3^2-substituted bacteriochlorophyll-d analogs and their self-aggregation in a nonpolar organic solvent (2009)
  • 著者名/発表者名: H. Tamiaki, Y. Kotegawa, S. Nitta, S. Sasaki, K. Mizutani
  • 雑誌名: Tetrahedron 65 ページ: 628-637
• [雑誌論文] Chlorophyll-and bacteriochlorophyll-derived colorimetric chemosensors for amine detection (2009)
  • 著者名/発表者名: S. Sasaki, Y. Kotegawa, H. Tamiaki
  • 雑誌名: Bull. Chem. Soc. Jpn 82 ページ: 267-271
• [雑誌論文] Specific coupling between the 13-keto carbonyl and chlorinskeletal vibrational modes of synthetic 13^<1-18>O-(un)labeled metallochlorophyll derivatives (2009)
  • 著者名/発表者名: H. Morishita, H. Tamiaki
  • 雑誌名: Spectrochimica Acta A 72 ページ: 274-279
• [雑誌論文] Preferential binding of hydroxy-carotenoids to the peripheral antenna and methoxy-analogs to the core complexes in the purple photosynthetic bacterium Rhodopseudomonas sp. Rits (2008)
  • 著者名/発表者名: T. Mizoguchi, J. Harada, M. Isaji, S. Yoshida, H. Oh-oka, H. Tamiaki
  • 雑誌名: Car. Sci 13 ページ: 33-37
• [雑誌論文] Pressure-induced red shift and broadening of the Qy absorption of mainlight-harvesting antennae chlorosomes from green photosynthetic bacteria and their dependency upon alkyl substituents of the composite bacteriochlorophylls (2008)
  • 著者名/発表者名: T. Mizoguchi, T.-Y. Kim, S. Sawamura, H. Tamiaki
  • 雑誌名: J. Phys. Chem., B 112 ページ: 16759-16765
• [雑誌論文] Rotational deviation of 3-acetyl group from cyclic tetrapyrrole π-plane in synthetic bacteriochlorophyll-a analogs by 20-substitution (2008)
  • 著者名/発表者名: H. Tamiaki, Y. Kotegawa, K. Mizutani
  • 雑誌名: Bioorg. Med. Chem. Lett 18 ページ: 6037-6040
• [雑誌論文] Synthesis of zinc 3-hydroxymethyl-porphyrins possessingcarbonyl groups at the 13-and/or 15-positions for models of self-aggregative chlorophylls in green photosynthetic bacteria (2008)
  • 著者名/発表者名: M. Kunieda, H. Tamiaki
  • 雑誌名: J. Org. Chem 73 ページ: 7686-7694
• [雑誌論文] Covalently linked zinc chlorophyll dimers as a model of the chlorophyllous pair in photosynthetic reaction centers (2008)
  • 著者名/発表者名: H. Tamiaki, K. Fukai, H. Shimazu, K. Nishide, Y. Shibata, S. Itoh, M. Kunieda
  • 雑誌名: Photochem. Photobiol. Sci 7 ページ: 1231-1237
• [雑誌論文] Synthesis of zinc bacteriochlorophyll-d analogues with various 17-substituents and their chlorosomal self-aggregates in non-polarorganic solvents (2008)
  • 著者名/発表者名: H. Tamiaki, T. Michitsuji, R. Shibata
  • 雑誌名: Photochem. Photobiol. Sci 7 ページ: 1225-1230
• [雑誌論文] Spectroscopic properties and bacteriochlorophyll c isomer composition of extramembranous light-harvesting complexes in the green sulfur photosynthetic bacterium Chlorobium tepidum and CT0388-deleted mutant under vitaminB12-limited conditions (2008)
  • 著者名/発表者名: Y. Saga, J. Harada, H. Hattori, K. Kaihara, Y. Hirai, H. Oh-oka, H. Tamiaki
  • 雑誌名: Photochem. Photobiol. Sci 7 ページ: 1210-1215
• [雑誌論文] Accumulation of chlorophyllous pigments esterified with geranylgeranyl group and photosynthetic competence in the CT2256-deleted mutant of the green sulfur bacterium Chlorobium tepidum (2008)
  • 著者名/発表者名: J. Harada, S. Miyago, T. Mizoguchi, C. Azai, K. Inoue, H. Tamiaki, H. Oh-oka
  • 雑誌名: Photochem. Photobiol. Sci 7 ページ: 1179-1187
• [雑誌論文] Synthesis, modification, and optical properties of C3-ethynylated chlorophyll derivatives (2008)
  • 著者名/発表者名: S. Sasaki, K. Mizutani, M. Kunieda, H. Tamiaki
  • 雑誌名: Tetrahedron Lett 49 ページ: 4113-4115
• [雑誌論文] Synthesis of 3/8-carbonylated chlorophyll derivatives and regiodependent reductivity of their carbonyl substituents (2008)
  • 著者名/発表者名: H. Tamiaki, K. Hamada, M. Kunieda
  • 雑誌名: Tetrahedron 64 ページ: 5721-5727
• [雑誌論文] Self-aggregation of Synthetic Zinc Chlorophyll Derivatives Possessing Fluoroalkyl Chains in Liquid Carbon Dioxide as Models of Green Photosynthetic Bacterial Antennae (2008)
  • 著者名/発表者名: R. Shibata, K. Koike, H. Hori, H. Tamiaki
  • 雑誌名: Chem. Lett 37 ページ: 532-533
• [雑誌論文] Dependence of photocurrent and conversion efficiency of titania-based solar cell on the Qy absorption and one electron-oxidation potential of pheophorbide sensitizer (2008)
  • 著者名/発表者名: X.-F. Wang, Y. Koyama, H. Nagae, Y. Wada, S. Sasaki, H. Tamiaki
  • 雑誌名: J. Phys. Chem., C 112 ページ: 4418-4426
• [雑誌論文] Identification of 3,4-didehydrorhodopin as major carotenoid in Rhodopseudomonas species (2008)
  • 著者名/発表者名: T. Mizoguchi, M. Isaji, J. Harada, H. Tamiaki
  • 雑誌名: Photochem. Photobiol. Sci 7 ページ: 492-497
• [雑誌論文] Identification of two homologous genes, chlAI and chlAII, that are differentially involved in isocyclic ring formation of chlorophyll a in the cyanobacterium Synechocystis sp. PCC 6803 (2008)
  • 著者名/発表者名: K. Minamizaki, T. Mizoguchi, T. Goto, H. Tamiaki, Y. Fujita
  • 雑誌名: J. Biol. Chem 283 ページ: 2684-2692
• [雑誌論文] Composition of localization of bacteriochlorophyll a intermediates in the purple photosynthetic bacterium Rhodopseudomonas sp. Rits (2008)
  • 著者名/発表者名: J. Harada, T. Mizoguchi, S. Yoshida, M. Isaji, H. Oh-oka, H. Tamiaki
  • 雑誌名: Photosynth. Res 95 ページ: 213-221
• [雑誌論文] Self-aggregation behavior of synthetic zinc 3-hydroxymethyl-13/15-carbonyl-chlorins as models of main light-harvesting components in photosynthetic green bacteria (2008)
  • 著者名/発表者名: H. Tamiaki, H. Yoshimura, Y. Shimamura, M. Kunieda
  • 雑誌名: Photosynth. Res 95 ページ: 223-228
• [雑誌論文] Regioselective Transformation of Octaethylporphyrin into a Phytoporphyrin Analogue (2007)
  • 著者名/発表者名: M. Kunieda, Y. Mikata, H. Tamiaki
  • 雑誌名: J. Org. Chem 7 ページ: 7398-7401
• [雑誌論文] Direct Counting of Submicrometer-Sized Photosynthetic Apparatus Dispersed in Medium at Cryogenic Temperature by Confocal Laser Fluorescence Microscopy : Estimation of the Number of Bacteriochlorophyll c in Single Light-Harvesting Antenna Complexes of Green Photosynthetic Bacteria (2007)
  • 著者名/発表者名: Y. Saga, Y. Shibata, S. Itoh, H. Tamiaki
  • 雑誌名: J. Phys. Chem., B 117 ページ: 12605-12609
• [雑誌論文] The effect of esterifying chains at the 17-propionate of bacteriochlorophylls-c on their self-assembly (2007)
  • 著者名/発表者名: T. Mizoguchi, H. Tamiaki
  • 雑誌名: Bull. Chem. Soc. Jpn 80 ページ: 2196-2202
• [雑誌論文] Facile synthesis of self-aggregative zinc bacteriochlorins by modifying naturally occurring chlorophyll-a (2007)
  • 著者名/発表者名: M. Kunieda, K. Yamamoto, S. Sasaki, H. Tamiaki
  • 雑誌名: Chem. Lett 36 ページ: 936-937
• [雑誌論文] A dye-sensitized solar cells using pheophytin-carotenoid adduct : Enhancement of photocurrent by electron and singlet-energy transfer and by suppression of singlet-triplet annihilation due to the presence of the carotenoid moiety (2007)
  • 著者名/発表者名: X.-F. Wang, Y. Koyama, Y. Wada, S. Sasaki, H. Tamiaki
  • 雑誌名: Chem. Phys. Lett 439 ページ: 115-120
• [雑誌論文] Self-aggregation of synthetic zinc chlorophyll derivatives possessing multi-perfluoroalkyl chains in perfluorinated solvents (2007)
  • 著者名/発表者名: R. Shibata, T. Mizoguchi, T. Inazu, H. Tamiaki
  • 雑誌名: Photochem. Photobiol. Sci 6 ページ: 749-757
• [雑誌論文] Afacile synthetic method for conversion of chlorophyll-a to bacteriochlorophyll-c (2007)
  • 著者名/発表者名: S. Sasaki, T. Mizoguchi, H. Tamiaki
  • 雑誌名: J. Org. Chem 72 ページ: 4566-4569
• [雑誌論文] Kinetic Analysis of Demetalation of Bacteriochlorophyll c and e Homologs Purified from Green Sulfur Photosynthetic Bacteria (2007)
  • 著者名/発表者名: Y. Saga, Y. Hirai, H. Tamiaki
  • 雑誌名: FEBS Lett 518 ページ: 1847-1850
• [雑誌論文] Synthetic hydroxymethyl-porphyrins fo rprotection of carboxy group (2007)
  • 著者名/発表者名: H. Tamiaki, K. Kumon, R. Shibata
  • 雑誌名: J. PorphyrinsPhthalocyanines 11 ページ: 434-441
• [雑誌論文] Aqueous Self-Aggregates of Amphiphilic Zinc 3^1-Hydroxy-and 3^1-Methoxy-chlorins for Supramolecular Light-Harvesting Systems (2007)
  • 著者名/発表者名: T. Miyatake, S. Tanigawa, S. Kato, H. Tamiaki
  • 雑誌名: Tetrahedron Lett 48 ページ: 2251-2254
• [雑誌論文] Regioisomerically controlled self-aggregation of zinc 3-hydroxymethyl-13-formyl-chlorin/porphyrin and their 3,13-inverted pigments (2007)
  • 著者名/発表者名: M. Kunieda, H. Tamiaki
  • 雑誌名: J. Org. Chem 72 ページ: 2443-2451
• [雑誌論文] Crystal Structures of CbiL, a Methyltransferase Involved in Anaerobic Vitamin B12 Biosynthesis, and its Complex with S-Adenosylhomocysteine : Implications for the Reaction Mechanism (2007)
  • 著者名/発表者名: K. Wada, J. Harada, Y. Yaeda, H. Tamiaki, H. Oh-oka, K. Fukuyama
  • 雑誌名: FEBS J 274 ページ: 563-573
• [雑誌論文] Polarized Fluorescence of Aggregated Bacteriochlorophyll c and Baseplate Bacteriochlorophyll a in Single Chlorosomes Isolated from Chloroflexus aurantiacus (2007)
  • 著者名/発表者名: Y. Shibata, Y. Saga, H. Tamiaki, S. Itoh
  • 雑誌名: Biochemistry 46 ページ: 7062-7068
• [雑誌論文] Self-aggregation of zinc chlorophylls possessing perfluoroalkyl chains in fluorous solvents : Selective extraction of the self-aggregates with fluorous phase and accelerated formation of the ordered supramolecules in this phase (2007)
  • 著者名/発表者名: H. Tamiaki, T. Nishiyama, R. Shibata
  • 雑誌名: Bioorg. Med. Chem. Lett 17 ページ: 1920-1923
• [雑誌論文] The 17-propionate function of (bacterio) chlorophylls : biological implication of their long esterifying chains in photosynthetic systems (2007)
  • 著者名/発表者名: H. Tamiaki, R. Shibata, T. Mizoguchi
  • 雑誌名: Photochem Photobiol 83 ページ: 152-162
• [雑誌論文] Optical properties of synthetic porphyrins bearing or lacking an exo-five-membered ring and a keto carbonyl group on it, both of which are present in naturally occurring chlorophylls (2007)
  • 著者名/発表者名: M. Kunieda, E. Nakato, H. Tamiaki
  • 雑誌名: J. Photochem. Photobiol. A : Chem 185 ページ: 321-330
• [雑誌論文] Self-aggregation of Synthetic Zinc 3^1-Hydroxy-13^1-Oxo-17, 18-cis-Chlorin in a Non-Polar Organic Solvent (2007)
  • 著者名/発表者名: H. Tamiaki, T. Watanabe, M. Kunieda
  • 雑誌名: Res. Chem. Int 33 ページ: 161-168
• [雑誌論文] Highly Efficientand Selective Turn-Off Quenching of Ligand-Sensitized Luminescence From Europium imidazo[4,5-f]-1,10-phenanthroline Complex by Fluoride Ion
  • 著者名/発表者名: Q.-M. Wang, H. Tamiaki
  • 雑誌名: J. Photochem.Photobiol., A : Chem (in press)
• [雑誌論文] Physicochemical Studies of Demetalation of Light-Harvesting Bacteriochlorophyll Isomers Purified from Green Sulfur Photosynthetic Bacteria
  • 著者名/発表者名: Y. Hirai, H. Tamiaki, S. Kashimura, Y. Saga
  • 雑誌名: Photochem. Photobiol (in press)
• [雑誌論文] Temperature-dependent spectral changes of self-aggregates of zinc chlorophylls esterified by different linear alcohols at the 17-propionate
  • 著者名/発表者名: Y. Saga, Y. Nakai, H. Tamiaki
  • 雑誌名: Supramol. Chem (in press)
• [雑誌論文] Synthesis of galactosylated zinc bacteriochlorophyll-danalogs and their self-aggregation in anaqueous methanol solution
  • 著者名/発表者名: H. Tamiaki, A. Shinkai, Y. Kataoka
  • 雑誌名: J. Photochem.Photobiol., A : Chem (in press)
• [雑誌論文] Anisotropic Distribution of Emitting Transition Dipoles in Chlorosome from Chlorobium tepidum : Fluorescence Polarization Anisotropy Study of Single Chlorosomes
  • 著者名/発表者名: Y. Shibata, Y. Saga, H. Tamiaki, S. Itoh
  • 雑誌名: Photosynth. Res (in press)
• [学会発表] クロロフィルの光化学的性質とそのデバイスへの展開 (2009)
  • 著者名/発表者名: 民秋均
  • 学会等名: 日本化学会第89春季年会、特別企画「光合成のイノベーション」
  • 発表場所: 船橋(4S5-03)
  • 年月日: 20090300
• [学会発表] クロロフィル集積体の光化学 (2009)
  • 著者名/発表者名: 民秋均
  • 学会等名: 日本化学会第89春季年会、「中長期テーマ」「分子系包接環境における光化学」
  • 発表場所: 船橋(2SA-14)
  • 年月日: 20090300
• [学会発表] Self-assembly of syntheticc hlorophylls (2007)
  • 著者名/発表者名: H. Tamiaki
  • 学会等名: 第7回光合成生物におけるテトラピロール光受容体に関する国際会議(7th ICTPPO)
  • 発表場所: 京都
  • 年月日: 20071200
• [学会発表] クロロフィル超分子系の構築とその光化学 (2007)
  • 著者名/発表者名: 民秋均
  • 学会等名: 2007年光化学討論会
  • 発表場所: 松本
  • 年月日: 20070900
• [学会発表] Artificial Light-Harvesting Antennas by Self-Assembly of Synthetic Chlorophylls (2007)
  • 著者名/発表者名: H. Tamiaki
  • 学会等名: PS07 Light Harvesting System Workshop(LH2007)
  • 発表場所: スコットランド・ドリーメン(ART24)
  • 年月日: 20070700
• [図書] 光合成の謎を解く鍵はクロロフィルにあり! (2008)
  • 著者名/発表者名: 民秋均
  • 総ページ数: 63(11), 38-42
• [図書] 「人工クロロゾームで光を運ぶ」、光と界面がおりなす新しい化学の世界 (2008)
  • 著者名/発表者名: 民秋均
  • 総ページ数: 134-138
  • 出版者: クバプロ、東京
• [図書] 「光合成における金属錯体の役割とそのモデル錯体」(13章)、金属錯体の光化学 (2007)
  • 著者名/発表者名: 民秋均
  • 総ページ数: 316-342
  • 出版者: 三共出版、東京