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Innovation of artificial Luminescence System by Modeling Firefly Bioluminescence

Research Project

Project/Area Number 18510181
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Living organism molecular science
Research InstitutionThe University of Electro-Communications

Principal Investigator

MAKI Shojiro  The University of Electro-Communications, Faculty of Electro-Communications, Assistant Professor (20266349)

Co-Investigator(Kenkyū-buntansha) NIWA Haruki  The University of Electro-Communications, Faculty of Electro-Communications, Professor (20135297)
HIRANO Takashi  The University of Electro-Communications, Faculty of Electro-Communications, Associate Professor (20238380)
KOJIMA Satoshi  The University of Electro-Communications, Faculty of Electro-Communications, Assistant Professor (80401628)
Project Period (FY) 2006 – 2007
Project Status Completed (Fiscal Year 2007)
Budget Amount *help
¥4,120,000 (Direct Cost: ¥3,700,000、Indirect Cost: ¥420,000)
Fiscal Year 2007: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Fiscal Year 2006: ¥2,300,000 (Direct Cost: ¥2,300,000)
Keywordsprobe / bioluminescence / molecular imaging / firefly / wavelength / fluorescence / biomimetics / バイオミメティクス / AMP化
Research Abstract

1. Confirmation of "rate-determining step" of luciferase.
Luciferase has 2 functions are adenylylation site and oxygenation site. It is confirmed the adenylylation reaction is rate-determining step by analyzing adenylyl luciferin reaction.
2. Reaction analysis of adenylylation site.
The adenylylation function is divided recognition step and reaction step. The adenylyl luciferin makes flash emission, though the emission intensity is enhanced, remarkably. This problem has been solved.
I. On adenylylation function, structural recognition is dominant over chiral recognition.
II. To be modified thiazoline site bulky, emission activity remarkably deterioration.
III. An adenylylation of luciferin analogues makes emission activity enhance.
IV. An addition of Pyrophosphate makes emission intensity flat.
3. Development of RGB emission (450, 560, 680nm) luciferin analogues.
Firefly luciferin analogues have been designed and synthesized for making RGB emission color, based on the data of structure activity analysis. It is achieved by similarity three analogues in the first time of the world.
4. Discovery of lead for emission color changing method.
It is longed for a signpost for emission color changing. From the data of structure activity analysis, the lead of emission color changing method is discovered. We are accomplishing to establish a hypothesis.

Report

(3 results)
  • 2007 Annual Research Report   Final Research Report Summary
  • 2006 Annual Research Report
  • Research Products

    (34 results)

All 2008 2007 2006 Other

All Journal Article (11 results) (of which Peer Reviewed: 5 results) Presentation (15 results) Book (3 results) Remarks (2 results) Patent(Industrial Property Rights) (3 results) (of which Overseas: 1 results)

  • [Journal Article] The reaction mechanism for the high quantum yield of Cypridina(Vargula)bioluminescence supported by the chemiluminescence of 6-aryl-2-methylimidazo[1,2-a]pyrazin-3(7H)-ones(Cypridina luciferin analogues)2008

    • Author(s)
      Takashi Hirano, Yuto Takahashi, Hiroyuki Kondo, Shojiro Maki, Satoshi Kojima, Hiroshi Ikeda, Haruki Niwa
    • Journal Title

      Photochemical & Photobiological Sciences 7

      Pages: 197-207

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] The reaction mechanism for the high quantum yield of Cypridina (Vargula) bioluminescence supported by the chemiluminescence of 6-aryl-2-methylimidazo[1,2-a]pyrazin-3(7H)-ones (Cypridina luciferin analogues)2008

    • Author(s)
      Takashi Hirano, Yuto Takahashi, Hiroyuki Kondo, Shojiro Maki, Satoshi Kojima, Hiroshi Ikeda, Haruki Niwa
    • Journal Title

      Photochemical & Photobiological Sciences 7

      Pages: 197-207

    • Related Report
      2007 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Construction of a New Firefly Bioluminescence System Using L-Luciferin as Substrate2006

    • Author(s)
      Mitsuhiro Nakamura, Kazuki Niwa, Shojiro Maki, Takashi Hirano, Yoshihiro Ohmiya and Haruki Niwa
    • Journal Title

      Tetrahedron Letters 47

      Pages: 1197-1200

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] Chemiluminescence of 6-aryl-2-methylimidazo[1,2-a]pyrazin-3(7H)-ones in DMSO/TMG and in diglyme/acetate buffer: support for the chemiexcitation process to generate the singlet-excited state of neutral oxyluciferin in high quantum yield in the Cypridina(Vargula) bioluminescence mechanism2006

    • Author(s)
      Yuto Takahashi, Hiroyuki Kondo, Shojiro Maki, Haruki Niwa, Hiroshi Ikeda, and Takashi Hirano
    • Journal Title

      Tetrahedron Letters 47

      Pages: 6057-6061

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] Real light emitter in the bioluminescence of the calcium-activated photoproteins aequorin and obelin: fluorescence from the singlet-excited state of coelenteramide phenolate anion a contact ion pair2006

    • Author(s)
      Kotaro Mori, Shojiro Maki, Haruki Niwa, Toshiteru Emonoto, Yoshihiro Ohmiya, Hiroshi Ikeda and Takashi Hirano
    • Journal Title

      Tetrahedron 62

      Pages: 6272-6288

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] Construction of a New Firefly Bioluminescence System Using L-Luciferin as Substrate2006

    • Author(s)
      Mitsuhiro, Nakamura, Kazuki, Niwa, Shoiiro, Maki, Takashi, Hirano, Yoshihiro, Ohmiya, Haruki, Niwa
    • Journal Title

      Tetrahedron Letters 47

      Pages: 1197-1200

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Journal Article] Chemiluminescence of 6-aryl-2-methylimidazo [1,2-alpyrazin-3(7H)-ones in DMSO/TMG and in diglyme/acetate buffer : support for the chemiexcitation process to generate the singlet-excited state of neutral oxyluciferin in high quantum yield in the Cypridina (Vargula) bioluminescence mechanism2006

    • Author(s)
      Yuto, Takahashi, Hiroyuki, Kondo, Shoiiro, Maki, Haruki, Niwa, Hiroshi, Ikeda, Takashi, Hirano
    • Journal Title

      Tetrahedron Letters 47

      Pages: 6057-6061

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Journal Article] Real light emitter in the bioluminescence of the calcium-activated photoproteins aequorin and obelin : fluorescence from the singlet-excited state of coelenteramide phenolate anion in a contact ion pair2006

    • Author(s)
      Kotaro, Mori, Shoiiro, Maki, Haruki, Niwa, Toshiteru, Emonoto, Yoshihiro, Ohmiya, Hiroshi, Ikeda, Takashi, Hirano
    • Journal Title

      Tetrahedron 62

      Pages: 6272-6288

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Journal Article] Construction of a New Firefly Bioluminescence System Using L-Luciferin as Substrate2006

    • Author(s)
      Mitsuhiro Nakamura, Kazuki Niwa, Shojiro Maki, Takashi Hirano, Yoshihiro Ohmiya, Haruki Niwa
    • Journal Title

      Tetrahedron Letters 47

      Pages: 1197-1200

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Chemiluminescence of 6-aryl-2-methylimidazo [1,2-α]pyrazin -3(7H)-ones in DMSO/TMG and in diglyme/acetate buffer : support for the chemiexcitation process to tenerate the singlet-excited state of neutral oxyluciferin in high quantum yield in the Cypridina(Vargula) bioluminescence mechanism2006

    • Author(s)
      Yuto Takahashi, Hiroyuki Kondo, Shojiro Maki, Haruki Niwa, Hiroshi Ikeda, Takashi Hirano
    • Journal Title

      Tetrahedron Letters 47

      Pages: 6057-6061

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Real light emitter in the bioluminescence of calcium-activated photoproteins aequorin and obelin : fluorescence from the singlet-excited state of coeleteramide phenolate anion in a contact ion pair.2006

    • Author(s)
      Kotaro Mori, Shojiro Maki, Haruki Niwa, Toshiteru Emonoto, Yoshihiro Ohmiya, Hiroshi Ikeda, Takashi Hirano
    • Journal Title

      Tetrahedron 62

      Pages: 6272-6288

    • Related Report
      2006 Annual Research Report
  • [Presentation] ホタル生物発光系を利用した多色発光材料の開発2008

    • Author(s)
      牧 昌次郎
    • Organizer
      JST Innovation Bridge:学から産へのシーズ発表会
    • Place of Presentation
      立教大学(東京・池袋)
    • Year and Date
      2008-03-28
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Annual Research Report 2007 Final Research Report Summary
  • [Presentation] ホタルルシフェリンアナログの合成と構造活性相関研究2008

    • Author(s)
      福井 謙哉、山道 愁英、小島 哲、牧 昌次郎、平野 誉、丹羽 治樹
    • Organizer
      日本化学会第88春季年会
    • Place of Presentation
      立教大学(東京・池袋)
    • Year and Date
      2008-03-28
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Presentation] ホタル生物発光系の発光色制御機構2008

    • Author(s)
      羽角 洋輔、大塚 一宏、小島 哲、牧 昌次郎、丹羽 治樹、平野 誉
    • Organizer
      日本化学会第88春季年会
    • Place of Presentation
      立教大学(東京・池袋)
    • Year and Date
      2008-03-28
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Presentation] ホタル生物発光をモデル化した人工発光系の創成2008

    • Author(s)
      牧 昌次郎
    • Organizer
      つなぐしくみ新技術説明会
    • Place of Presentation
      JSTホール 東京・市ヶ谷
    • Year and Date
      2008-03-19
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Presentation] ホタル生物発光をモデル化した人工発光系の創成2008

    • Author(s)
      牧 昌次郎
    • Organizer
      つなぐしくみ新技術説明会
    • Place of Presentation
      JSTホール 東京・市ケ谷
    • Year and Date
      2008-03-19
    • Related Report
      2007 Annual Research Report
  • [Presentation] ホタル生物発光をモデルとした発光材料の開発2007

    • Author(s)
      牧 昌次郎
    • Organizer
      第3回有機電子移動化学若手の会(依頼講演)
    • Place of Presentation
      鳥取
    • Year and Date
      2007-06-16
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Annual Research Report 2007 Final Research Report Summary
  • [Presentation] Innovation of artificial Luminescence System by Modeling Firefly Bioluminescence2007

    • Author(s)
      Shojiro A. Maki
    • Organizer
      2nd. International Symposium on Organic Electron Transfer Chemistry directed toward Organic Synthesis, Abstract
    • Place of Presentation
      Yokohama
    • Year and Date
      2007-01-08
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Presentation] Chemical approach to firefly bioluminescence reaction2007

    • Author(s)
      Satoshi Kojima, Shojiro Maki, Takashi Hirano and Haruki Niwa
    • Organizer
      2nd. International Symposium on Organic Electron Transfer Chemistry directed toward Organic Synthesis, Abstract
    • Place of Presentation
      Yokohama
    • Year and Date
      2007-01-08
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Presentation] 化学的アプローチによるホタル生物発光の機能制御と反応解析2007

    • Author(s)
      小島 哲、五嶋 温子、牧 昌次郎、平野 誉、丹羽 治樹
    • Organizer
      第31回エレクトロオーガニックケミストリー
    • Place of Presentation
      鳥取大学
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Annual Research Report 2007 Final Research Report Summary
  • [Presentation] Innovation of artificial Luminescence System by Modeling Firefly Bioluminescence2007

    • Author(s)
      A., Maki, Shoiiro
    • Organizer
      2nd. International Symposium on Organic Electron Transfer Chemistry directed toward Organic Synthesis, Abstract p.72-73
    • Place of Presentation
      Yokohama
    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Presentation] Chemical approach to firefly bioluminescence reaction2007

    • Author(s)
      Satoshi, Kojima, Shoiiro, Maki, Takashi, Hirano, Haruki, Niwa
    • Organizer
      2nd. International Symposium on Organic Electron Transfer Chemistry directed toward Organic Synthesis, Abstract p.212-213
    • Place of Presentation
      Yokohama
    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Presentation] Chemical approaches for enhanced firefly bioluminescence2006

    • Author(s)
      Satoshi Kojima, Shojiro Maki, Takashi Hirano, Haruki Niwa
    • Organizer
      The 15th International Symposium on Bioluminescence & Chemiluminescence, (ISBC2006)
    • Place of Presentation
      San Diego, USA,
    • Year and Date
      2006-10-16
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Presentation] Chemistry on Oxygenation Site in Firefly Luciferase2006

    • Author(s)
      Satoshi Kojima, Shojiro Maki, Takashi Hirano, Haruki Niwa
    • Organizer
      ICOB-5 & ISCNP-25 IUPAC International Conference on Biodiversiv and Natural Products
    • Place of Presentation
      Kyoto
    • Year and Date
      2006-07-24
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Presentation] Chemistry on Oxygenation Site in Firefly Luciferase2006

    • Author(s)
      Satoshi, Kojima, Shoiiro, Maki, Takashi, Hirano, Haruki, Niwa
    • Organizer
      ICOB-5 & ISCNP-25 IUPAC International Conference on Biodiversiv and Natural Products
    • Place of Presentation
      Kyoto, Japan
    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Presentation] Chemical approaches for enhanced firefly bioluminescence2006

    • Author(s)
      Satoshi, Kojima, Shoiiro, Maki, Takashi, Hirano, Haruki, Niwa
    • Organizer
      The 15th International Symposium on Bioluminescence & Chemibrminescence, (ISBC2006), Abstract : Luminescence, 21, p.279
    • Place of Presentation
      San Diego, USA
    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Book] "ファイバー"スーパーバイオミメティクス2007

    • Author(s)
      牧 昌次郎, 他
    • Total Pages
      1127
    • Publisher
      (株)エヌ・ティ・エス
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Book] Luminescence Molecular Materials modeling on Firefly Bioluminescence system2007

    • Author(s)
      MAKI, Shojiro
    • Publisher
      Fiber Super Biomimetics
    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Book] "ファイバー"スーパーバイオミティクス2007

    • Author(s)
      牧 昌次郎他
    • Total Pages
      1127
    • Publisher
      エヌ・ティ・エス
    • Related Report
      2006 Annual Research Report
  • [Remarks] 「研究成果報告書概要(和文)」より

    • URL

      http://kjk.office.uec.ac.jp/Profiles/0001/0000470/profile.html

    • Related Report
      2007 Final Research Report Summary
  • [Remarks]

    • URL

      http://kjk.office.uec.ac.jp/Profiles/0001/0000470/profile.html

    • Related Report
      2007 Annual Research Report
  • [Patent(Industrial Property Rights)] ルシフェラーゼの発光基質2008

    • Inventor(s)
      牧 昌次郎, 小島 哲, 丹羽 治樹,
    • Industrial Property Rights Holder
      国立大学法人 電気通信大学
    • Industrial Property Number
      2008-023396
    • Filing Date
      2008-02-02
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Final Research Report Summary
  • [Patent(Industrial Property Rights)] ルシフェラーゼの発光基質2008

    • Inventor(s)
      牧 昌次郎, 小島 哲, 丹羽 治樹
    • Industrial Property Rights Holder
      国立大学法人 電気通信大学
    • Industrial Property Number
      2008-023396
    • Filing Date
      2008-02-02
    • Related Report
      2007 Annual Research Report
  • [Patent(Industrial Property Rights)] 複素環化合物及び発光方法2007

    • Inventor(s)
      牧 昌次郎, 小島 哲, 丹羽 治樹, 平野 誉
    • Industrial Property Rights Holder
      国立大学法人 電気通信大学
    • Filing Date
      2007-03-26
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2007 Final Research Report Summary
    • Overseas

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Published: 2006-04-01   Modified: 2016-04-21  

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