Systematic Analysis of Demetalation Reactions of Chlorophylls and Degradation of Photosynthetic Supramolecules Induced by Chlorophyll Demetalation

• Project/Area Number: 23550201
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Research Field: Chemistry related to living body
• Research Institution: Kinki University
• Principal Investigator: SAGA Yoshitaka 近畿大学, 理工学部, 准教授 (60411576)
• Project Period (FY): 2011 – 2013
• Project Status: Completed (Fiscal Year 2013)
• Budget Amount: ¥5,460,000 (Direct Cost: ¥4,200,000、Indirect Cost: ¥1,260,000); Fiscal Year 2013: ¥780,000 (Direct Cost: ¥600,000、Indirect Cost: ¥180,000); Fiscal Year 2012: ¥780,000 (Direct Cost: ¥600,000、Indirect Cost: ¥180,000); Fiscal Year 2011: ¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000)
• Keywords: クロロフィル / フェオフィチン / 光合成 / 光合成細菌 / 脱金属反応 / 酸素発生型光合成生物

Research Abstract

Demetalation of chlorophylls is important in the formation of the primary electron acceptor in photosystem-II type photosynthetic reaction centers and the degradation processes of Chl molecules. To understand such important phenomena in photosynthesis, structure-dependent demetalation properties of various Chls were elucidated. Additionally, degradation behaviors of chlorosome-type supramolecules were analyzed based on demetalation properties of monomeric Chl molecules.

Research Products

• [Journal Article] Demetalation kinetics of the zinc chlorophyll derivative possessing two formyl groups : effects of formyl groups conjugated to the chlorin macrocycle on physicochemical properties of photosynthetic pigments (2013)
  • Author(s): 定岡香菜、大庭亨、民秋均、柏村成史、佐賀佳央
  • Journal Title: Journal of Porphyrins and Phthalocyanines Volume: 17巻 Pages: 1120-1128
  • Peer Reviewed
• [Journal Article] Pheophytinization Kinetics of Chlorophyll c under Weakly Acidic Conditions : Effects of Acrylic Acid Residue at the 17-Position (2013)
  • Author(s): 定岡 香菜、庄司 淳、廣田 圭耶、塚谷 祐介、民秋 均、柏村 成史、佐賀 佳央
  • Journal Title: Bioorganic & Medicinal Chemistry Volume: 21 Issue: 22 Pages: 6915-6919
  • DOI: 10.1016/j.bmc.2013.09.032
  • Peer Reviewed
• [Journal Article] Effects of the 13-keto group in the E-ring of zinc chlorophyll derivatives on demetalation kinetics under acidic conditions (2013)
  • Author(s): 佐賀佳央、丸子茜、定岡香菜、高橋直哉
  • Journal Title: Chemistry Letters Volume: 42巻
  • NAID: 10031176046
  • Peer Reviewed
• [Journal Article] Structure-Dependent Demetalation Kinetics of Chlorophyll a Analogs under Acidic Conditions (2013)
  • Author(s): 佐賀佳央、平井友季、定岡香菜、伊佐治恵、民秋均
  • Journal Title: Photochemistry and Photobiology Volume: 89 Issue: 1 Pages: 68-73
  • DOI: 10.1111/j.1751-1097.2012.01213.x
  • Peer Reviewed
• [Journal Article] Systematic Analysis of the Demetalation Kinetics of Zinc Chlorophyll Derivatives Possessing Different Substituents at the 3-position : Effects of the Electron-Withdrawing and Electron-Donating Strength of Peripheral Substituents (2013)
  • Author(s): 佐賀佳央、小走裕太、定岡香菜
  • Journal Title: Inorganic Chemistry Volume: 52 Issue: 1 Pages: 204-210
  • DOI: 10.1021/ic3016782
  • Peer Reviewed
• [Journal Article] Demetalation Kinetics of the Zinc Chlorophyll Derivative Possessing Two Formyl Groups: Effects of Formyl Groups Conjugated to the Chlorin Macrocycle on Physicochemical Properties of Photosynthetic Pigments (2013)
  • Author(s): K. Sadaoka, T. Oba, H. Tamiaki, S. Kashimura, Y. Saga
  • Journal Title: Journal of Porphyrins and Phthalocyanines Volume: 17 Pages: 1120-1128
  • Peer Reviewed
• [Journal Article] Effects of the 13-Keto Group in the E-Ring of Zinc Chlorophyll Derivatives on Demetalation Kinetics under Acidic Conditions (2013)
  • Author(s): Y. Saga, A. Maruko, K. Sadaoka, N. Takahashi
  • Journal Title: Chemistry Letters Volume: 42
  • NAID: 10031176046
  • Peer Reviewed
• [Journal Article] Demetalation of Chlorophyll Pigments (2012)
  • Author(s): Y. Saga
  • Journal Title: Chem. Biodiv. Volume: 9 Issue: 9 Pages: 1659-1683
  • DOI: 10.1002/cbdv.201100435
  • Peer Reviewed
• [Journal Article] クロロフィルの脱金属反応：生体内代謝と生体外反応解析 (2012)
  • Author(s): 佐賀佳央
  • Journal Title: 日本化学会生体機能関連化学部会ニュースレター Volume: 27 Pages: 9-12
• [Journal Article] Kinetic analysis of demetalation of synthetic zinc cyclic tetrapyrroles possessing an acetyl group at the 3-position : effects of tetrapyrrole structures and peripheral substitution (2011)
  • Author(s): 佐賀佳央、三浦諒介、定岡香菜、平井友季
  • Journal Title: The Journal of Physical Chemistry B Volume: 115巻 Issue: 40 Pages: 11757-11762
  • DOI: 10.1021/jp206534x
  • Peer Reviewed
• [Presentation] クロロフィル誘導体の脱金属反応に対するテトラピロール環外側の5員環構造の影響 (2013)
  • Author(s): 佐賀佳央、丸子茜、定岡香菜、高橋直哉
  • Organizer: 第24回基礎有機化学討論会
  • Place of Presentation: 学習院大学、東京(1P120)
  • Year and Date: 2013-09-05
• [Presentation] Demetalation Properties of Chlorophyll c Isolated from the Diatom Chaetoceros gracilis (2013)
  • Author(s): 定岡香菜、庄司淳、塚谷祐介、吉冨太一、民秋均、佐賀佳央
  • Organizer: 15th Congress of the European Society for Photobiology
  • Place of Presentation: Liège, Belgium
  • Year and Date: 2013-09-04
• [Presentation] Chaetoceros gracilisから単離したクロロフィルcの脱金属反応特性 (2013)
  • Author(s): 定岡香菜、廣田圭耶、庄司淳、塚谷祐介、吉冨太一、民秋均、佐賀佳央
  • Organizer: 第21回光合成の色素系と反応中心に関するセミナー
  • Place of Presentation: 名古屋工業大学、名古屋
  • Year and Date: 2013-07-06
• [Presentation] クロロフィル類の脱金属反応特性に対するテトラピロール環置換基の影響 (2013)
  • Author(s): 定岡香菜、大庭亨、民秋均、佐賀佳央
  • Organizer: 日本化学会第93春季年会
  • Place of Presentation: 立命館大学、草津(3D510)
  • Year and Date: 2013-03-24
• [Presentation] バクテリオクロロフィルcとバクテリオクロロフィルeの混合状態での自己会合体の分光特性 (2013)
  • Author(s): 佐賀佳央、濟木達也、高橋直哉、柴田穣、民秋均
  • Organizer: 2013年光化学討論会
  • Place of Presentation: 愛媛大学（松山）
• [Presentation] クロロフィル誘導体の脱金属反応に対するテトラピロール環外側の5員環構造の影響 (2013)
  • Author(s): 佐賀佳央、丸子茜、定岡香菜、高橋直哉
  • Organizer: 第24回基礎有機化学討論会
  • Place of Presentation: 学習院大学（東京）
• [Presentation] Demetalation Properties of Chlorophyll c Isolated from the Diatom Chaetoceros gracilis (2013)
  • Author(s): K. Sadaoka, S. Shoji, Y. Tsukatani, T. Yoshitomi, H. Tamiaki, Y. Saga
  • Organizer: 15th Congress of the European Society for Photobiology
  • Place of Presentation: リージュ（ベルギー）
• [Presentation] Chaetoceros gracilisから単離したクロロフィルcの脱金属反応特性 (2013)
  • Author(s): 定岡香菜、廣田圭耶、庄司淳、塚谷祐介、吉冨太一、民秋均、佐賀佳央
  • Organizer: 第21回光合成の色素系と反応中心に関するセミナー
  • Place of Presentation: 名古屋工業大学（名古屋）
• [Presentation] Structure-Dependent Pheophytinization Properties of Natural Chlorophylls and Their Synthetic Analogs (2012)
  • Author(s): 定岡香菜、民秋均、佐賀佳央
  • Organizer: Second International Symposium on Biosynthesis of Tetrapyrroles
  • Place of Presentation: Kusatsu, Japan(ST-3)
  • Year and Date: 2012-12-01
• [Presentation] 3,7-ジホルミルクロロフィル誘導体の合成と物性解析 (2012)
  • Author(s): 定岡香菜、大庭亨、福住高則、大島希、民秋均、佐賀佳央
  • Organizer: 第6回バイオ関連化学シンポジウム
  • Place of Presentation: 北海道大学、札幌(2P-016)
  • Year and Date: 2012-09-07
• [Presentation] 分子構造に依存したクロロフィル類の脱金属反応特性 (2012)
  • Author(s): 佐賀佳央、定岡香菜、平井友季、伊佐治恵、小走裕太、三浦諒介、飯田康広、民秋均
  • Organizer: 第6回バイオ関連化学シンポジウム
  • Place of Presentation: 北海道大学、札幌(1A-08)
  • Year and Date: 2012-09-06
• [Presentation] Kinetic Analysis of Demetalation of Chlorophyll a and Its Analogs : Effects of the Molecular Structures (2012)
  • Author(s): 定岡香菜、平井友季、伊佐治恵、民秋均、佐賀佳央
  • Organizer: 24th IUPAC Symposium on Photochemistry
  • Place of Presentation: Coimbra, Portugal(PO127)
  • Year and Date: 2012-07-17
• [Presentation] クロロフィルの脱金属反応特性から考える光合成生物のフェオフィチン生成 (2012)
  • Author(s): 佐賀佳央、定岡香菜、平井友季、伊佐治恵、民秋均
  • Organizer: 第20回光合成の色素系と反応中心に関するセミナー
  • Place of Presentation: 大阪大学、豊中(O-12)
  • Year and Date: 2012-07-01
• [Presentation] 弱酸性条件における天然クロロフィルaとその類縁体の脱金属反応解析 (2012)
  • Author(s): 定岡香菜、平井友季、伊佐治恵、民秋均、佐賀佳央
  • Organizer: 日本化学会第92春季年会
  • Place of Presentation: 慶応義塾大学、横浜(1D204)
  • Year and Date: 2012-03-25
• [Presentation] クロロフィルの脱金属反応特性から考える光合成生物のフェオフィチン生成 (2012)
  • Author(s): 佐賀佳央、定岡香菜、平井友季、伊佐治恵、民秋均
  • Organizer: 第20回光合成の色素系と反応中心に関するセミナー
  • Place of Presentation: 大阪大学（大阪府）
• [Presentation] 分子構造に依存したクロロフィル類の脱金属反応特性 (2012)
  • Author(s): 佐賀佳央、定岡香菜、平井友季、伊佐治恵、小走裕太、三浦諒介、飯田康広、民秋均
  • Organizer: 第6回バイオ関連化学シンポジウム
  • Place of Presentation: 北海道大学（北海道）
• [Presentation] 弱酸性条件における天然クロロフィルaとその類縁体の脱金属反応解析 (2012)
  • Author(s): 定岡香菜、平井友季、伊佐治恵、民秋均、佐賀佳央
  • Organizer: 日本化学会第92春季年会
  • Place of Presentation: 慶応義塾大学（神奈川県横浜市）
• [Presentation] Demetalation Kinetics of Zinc Chlorophyll Derivatives Possessing Different Substituent at the 3-Position (2011)
  • Author(s): 佐賀佳央、飯田康広、平井友季
  • Organizer: 15th International Conference on Biological Inorganic Chemistry
  • Place of Presentation: Vancouver, Canada(85)
  • Year and Date: 2011-08-08
• [Presentation] Demetalation Kinetics of Synthetic Zinc Bacteriochlorophyll, Chlorophyll, and Protochlorophyll Analogs (2011)
  • Author(s): Y. Saga, R. Miura, K. Sadaoka, Y. Hirai
  • Organizer: 5th Asia and Oceania Conference on Photobiology
  • Place of Presentation: Nara, Japan(PS-9)
  • Year and Date: 2011-07-31
• [Presentation] Physicochemical Properties of Formyl Groups in Natural Chlorophylls : Kinetic and Spectroscopic Analyses (2011)
  • Author(s): 定岡香菜、佐賀佳央
  • Organizer: 7th International Workshop on Supramolecular Nanoscience of Chemically Programmed Pigments
  • Place of Presentation: Kusatsu, Japan
  • Year and Date: 2011-06-11
• [Presentation] Demetalation Kinetics of Zinc Chlorophyll Derivatives Possessing Different Substituent at the 3-Position (2011)
  • Author(s): Y. Saga, Y. Iida, Y. Hirai
  • Organizer: 15th International Conference on Biological Inorganic Chemistry
  • Place of Presentation: ブリティッシュコロンビア大学（カナダ・バンクーバー）
• [Presentation] Demetalation Kinetics of Synthetic Zinc Bacteriochlorophyll, Chlorophyll, and Protochlorophyll Analogs (2011)
  • Author(s): Y. Saga, R. Miura, K. Sadaoka, Y. Hirai
  • Organizer: 5th Asia and Oceania Conference on Photobiology
  • Place of Presentation: 奈良県新公会堂（奈良県奈良市）
• [Presentation] 色素分子構造改変による光合成超分子の機能化 (2011)
  • Author(s): 佐賀佳央
  • Organizer: 日本光合成学会若手の会第4回セミナー(招待講演)
  • Place of Presentation: 京都大学（京都府京都市）