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Development of fluorescent dyes in the near-infrared region for bio-analysis

Research Project

Project/Area Number 25410152
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Analytical chemistry
Research InstitutionNagahama Institute of Bio-Science and Technology

Principal Investigator

SASAKI Shin-ichi  長浜バイオ大学, バイオサイエンス学部, 准教授 (50317294)

Co-Investigator(Renkei-kenkyūsha) SUZUKI Koji  慶應義塾大学, 理工学部, 教授 (80154540)
TAMIAKI Hitoshi  立命館大学, 薬学部, 教授 (00192641)
Project Period (FY) 2013-04-01 – 2016-03-31
Project Status Completed (Fiscal Year 2015)
Budget Amount *help
¥5,070,000 (Direct Cost: ¥3,900,000、Indirect Cost: ¥1,170,000)
Fiscal Year 2015: ¥1,040,000 (Direct Cost: ¥800,000、Indirect Cost: ¥240,000)
Fiscal Year 2014: ¥1,040,000 (Direct Cost: ¥800,000、Indirect Cost: ¥240,000)
Fiscal Year 2013: ¥2,990,000 (Direct Cost: ¥2,300,000、Indirect Cost: ¥690,000)
Keywords蛍光 / 分子認識 / 超分子 / 光合成 / クロロフィル / センシング / 太陽電池 / アミン / アニオン / ウレア / クルチウス転移
Outline of Final Research Achievements

Aiming at the analytical applications in the field of biochemistry, functional fluorescent dyes were synthesized based on naturally occurring (bacterio)chlorophylls. 1) The synthetic C3-ureidochlorin showed fluorescence emission spectral responses with the addition of anions in dichloromethane, 2) a series of carboxylated chlorins were synthesized and the detection of additional amine in THF was demonstrated by both visible absorption and fluorescence emission spectroscopies, 3) the selective detection of histidine was demonstrated using monomeric/oligomeric zinc chlorins in an aqueous buffer solution, and 4) bacteriochlorophyll-a derivatives possessing different substituents at the C13-position were synthesized, which showed fluorescence emission maxima in the longer wavelength region (>800nm).

Report

(4 results)
  • 2015 Annual Research Report   Final Research Report ( PDF )
  • 2014 Research-status Report
  • 2013 Research-status Report
  • Research Products

    (20 results)

All 2016 2015 2014 2013

All Journal Article (12 results) (of which Peer Reviewed: 11 results,  Acknowledgement Compliant: 4 results) Presentation (8 results) (of which Int'l Joint Research: 2 results)

  • [Journal Article] Synthesis of chlorophyll derivatives possessing an S-substituted thiomethyl group at the 3-position and their optical properties2016

    • Author(s)
      K. Kim, M. Yoshizato, S. Sasaki, H. Tamiaki
    • Journal Title

      Tetrahedron

      Volume: 72 Issue: 4 Pages: 504-511

    • DOI

      10.1016/j.tet.2015.11.066

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Synthesis of carboxylated chlorophylls and their application as functional materials2015

    • Author(s)
      S. Sasaki, X.-F. Wang, T. Ikeuchi, H. Tamiaki
    • Journal Title

      J. Porphyrins Phthalocyanines,

      Volume: 19 Issue: 01-03 Pages: 517-526

    • DOI

      10.1142/s1088424615500418

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Natural-Photosynthesis-Inspired Photovoltaic Cells Using Carotenoid Aggregates as Electron Donors and Chlorophyll Derivatives as Electron Acceptors2015

    • Author(s)
      Taojun Zhuang, Shin-ichi Sasaki, Toshitaka Ikeuchi, Junji Kido, and Xiao-Feng Wang
    • Journal Title

      RSC Adv.

      Volume: 5 Issue: 57 Pages: 45755-45759

    • DOI

      10.1039/c5ra07099f

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Zinc Chlorophyll Aggregates as Hole Transporters for Biocompatible, Natural-Photosynthesis-Inspired Solar Cells2015

    • Author(s)
      Yue Li, Shin-ichi Sasaki, Hitoshi Tamiaki, Cheng-Liang Liu, Jiaxing Song, Wenjing Tian, Enqiang Zheng, Yingjin Wei, Gang Chen, Xueqi Fu, and Xiao-Feng Wang
    • Journal Title

      J. Power Sources

      Volume: 297 Pages: 519-524

    • DOI

      10.1016/j.jpowsour.2015.08.045

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] クロロフィルを利用した有機系太陽電池の開発2015

    • Author(s)
      佐々木 真一、民秋 均
    • Journal Title

      化学工業

      Volume: 66 Pages: 27-33

    • Related Report
      2015 Annual Research Report
  • [Journal Article] Esterification of Indoline-Based Small Molecule Donors for Efficient Co-Evaporated Organic Photovoltaics2014

    • Author(s)
      Z. Wang, X-F. Wang, D. Yokoyama, H. Sasabe, J. Kido, Z. Liu, W. Tian, O. Kitao, I. Toshitaka, S. Sasaki
    • Journal Title

      Journal of Physical Chemistry C

      Volume: 118 Issue: 27 Pages: 14785-14794

    • DOI

      10.1021/jp5030608

    • Related Report
      2014 Research-status Report
    • Peer Reviewed
  • [Journal Article] Synthesis and photophysical properties of phenyl-sulfanylated chlorophyll derivatives2014

    • Author(s)
      N. Takei, M. Morioka, M. Yoshizato, T. Tanaka, S. Sasaki, S. Itoh, H. Tamiaki, T. Oba
    • Journal Title

      Tetrahedron

      Volume: 70 Issue: 34 Pages: 5109-5113

    • DOI

      10.1016/j.tet.2014.05.115

    • Related Report
      2014 Research-status Report
    • Peer Reviewed
  • [Journal Article] Chemosensitive chlorophyll derivatives: optical detection of various amines by synthetic 3-trifluoroacetyl-131-deoxo-pyropheophorbides in solution2013

    • Author(s)
      H. Tamiaki
    • Journal Title

      Tetrahedron

      Volume: 69 Issue: 8 Pages: 1987-1993

    • DOI

      10.1016/j.tet.2012.12.072

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Dicyano-functionalized chlorophyll derivatives with ambipolar characteristic for organic photovoltaics2013

    • Author(s)
      Y.-W. Wang, S. Sasaki, H. Tamiaki, J.-P. Zhang, T. Ikeuchi, Z. Hong, J. Kido, X.-F. Wang
    • Journal Title

      Organic Electronics

      Volume: 14 Issue: 8 Pages: 1972-1979

    • DOI

      10.1016/j.orgel.2013.04.034

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Molecular engineering on a chlorophyll derivative, chlorin e6, for significantly improved power conversion efficiency in dye-sensitized solar cells2013

    • Author(s)
      X.-F. Wang, H. Tamiaki, O. Kitao, T. Ikeuchi, S. Sasaki
    • Journal Title

      J. Power Sources

      Volume: 242 Pages: 860-864

    • DOI

      10.1016/j.jpowsour.2013.05.191

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Synthesis of chlorophyll derivatives directly connecting amino-derived functional groups at the C3-position2013

    • Author(s)
      S. Sasaki, K. Mizutani, M. Kunieda, K. Azuma, H. Tamiaki
    • Journal Title

      Chem. Lett.

      Volume: 42 Issue: 10 Pages: 1212-1213

    • DOI

      10.1246/cl.130564

    • NAID

      10031201313

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Cycloaddition of C3-ethynylated chlorophyll derivative and self-aggregation of zinc chlorin-pyrazole/triazole conjugates2013

    • Author(s)
      S. Sasaki, K. Mizutani, M. Kunieda, H. Tamiaki
    • Journal Title

      Tetrahedron

      Volume: 69 Issue: 46 Pages: 9772-9778

    • DOI

      10.1016/j.tet.2013.09.007

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Presentation] Selective Detection of Histidine in Aqueous Solution Based on Disassembly of Chlorophyll Self-Aggregates2015

    • Author(s)
      Kotowa Sakai, Hitoshi Tamiaki, Toshitaka Ikeuchi, and Shin-ichi Sasaki
    • Organizer
      11th International Workshop on Supramolecular Nanoscience of Chemically Programmed Pigments (SNCPP15)
    • Place of Presentation
      Shiga, Japan
    • Year and Date
      2015-05-29
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] C13-Substituent Effects on Synthetic Bacteriochlorophyll Derivatives2015

    • Author(s)
      Shin-ichi Sasaki, and Hitoshi Tamiaki
    • Organizer
      11th International Workshop on Supramolecular Nanoscience of Chemically Programmed Pigments (SNCPP15)
    • Place of Presentation
      Shiga, Japan
    • Year and Date
      2015-05-29
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Construction of Organic Photovoltaic Cells Using Carotenoid as Electron Donor and Chlorophyll Derivatives as Electron Acceptors2014

    • Author(s)
      Shin-ichi Sasaki, Taojun Zhuang, Toshitaka Ikeuchi, and Xiao-Feng Wang
    • Organizer
      2014 International Conference on Artificial Photosynthesis (ICARP2014)
    • Place of Presentation
      Hyogo, Japan
    • Year and Date
      2014-11-24 – 2014-11-28
    • Related Report
      2014 Research-status Report
  • [Presentation] Synthesis of Chlorophyll Dimers Linked with a Disulfide Bond and Their Intramolecular Energy Transfer2014

    • Author(s)
      Kifa Kim, Mari Yoshizato, Shin-ichi Sasaki, and Hitoshi Tamiaki
    • Organizer
      2014 International Conference on Artificial Photosynthesis (ICARP2014)
    • Place of Presentation
      Hyogo, Japan
    • Year and Date
      2014-11-24 – 2014-11-28
    • Related Report
      2014 Research-status Report
  • [Presentation] Application of Photosynthetic Pigments in Organic Photovoltaic Cells2014

    • Author(s)
      Xiao-Feng Wang, Shin-ichi Sasaki, and Hitoshi Tamiaki
    • Organizer
      10th International Workshop on Supramolecular Nanoscience of Chemically Programmed Pigments (SNCPP14)
    • Place of Presentation
      Shiga, Japan
    • Year and Date
      2014-05-30 – 2014-06-01
    • Related Report
      2014 Research-status Report
  • [Presentation] Effects on Esterification of Indoline-Based Carboxylic Dyes for Fabrication of Organic Solar Cells2014

    • Author(s)
      Shin-ichi Sasaki, Toshitaka Ikeuchi, and Xiao-Feng Wang
    • Organizer
      10th International Workshop on Supramolecular Nanoscience of Chemically Programmed Pigments (SNCPP14)
    • Place of Presentation
      Shiga, Japan
    • Year and Date
      2014-05-30 – 2014-06-01
    • Related Report
      2014 Research-status Report
  • [Presentation] Synthetic Study of Carboxylated Chlorins for Application to Dye-Sensitized Solar Cells2013

    • Author(s)
      Shin-ichi Sasaki, Xiao-Feng Wang, Toshitaka Ikeuchi, and Hitoshi Tamiaki
    • Organizer
      9th International Workshop on Supramolecular Nanoscience of Chemically Programmed Pigments (SNCPP13)
    • Place of Presentation
      Shiga, Japan
    • Related Report
      2013 Research-status Report
  • [Presentation] スルファニルクロリン類の合成と物性2013

    • Author(s)
      大庭亨、武居夏生、舘野雄備、伊原未沙希、森岡みさき、福住高則、伊藤智志、吉里麻理、佐々木真一、民秋均
    • Organizer
      第7回バイオ関連化学シンポジウム
    • Place of Presentation
      名古屋大学東山キャンパス
    • Related Report
      2013 Research-status Report

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Published: 2014-07-25   Modified: 2019-07-29  

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