Study on Dynamic Behavior of Water-Soluble Fullerene Nanoparticle having a Fluorescent Tag for Bioimaging

• Project/Area Number: 21710109
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Single-year Grants
• Research Field: Nanomaterials/Nanobioscience
• Research Institution: Osaka University
• Principal Investigator: KOKUBO Ken Osaka University, 工学研究科, 講師 (20304008)
• Project Period (FY): 2009 – 2010
• Project Status: Completed (Fiscal Year 2010)
• Budget Amount: ¥3,380,000 (Direct Cost: ¥2,600,000、Indirect Cost: ¥780,000); Fiscal Year 2010: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000); Fiscal Year 2009: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
• Keywords: ナノ粒子 / ナノチューブ / フラーレン / 水酸化フラーレン / 蛍光標識 / ピレン / FITC / エネルギー移動 / 2-メチルマロン酸

Research Abstract

We succeeded in synthesizing fullerenols having pyrene moieties as a fluorescent tag and found that the excimer emission and the fluorescent lifetime were varied by changing the linker length. We also synthesized a fullerenol having a fluorescein moiety which shows much stronger fluorescence in visible region. The fluorescent quenching experiments revealed that the fluorescent quenching by energy transfer from fluorophore to fullerene nucleus was retarded by 2.5 times for fluorescein as compared with that for pyrene fluorophore. The fluorescent quantum yield of fluorescein tagged fullerenol was thus improved ca. 2 times higher than that of pyrene tagged fullerenol.

Research Products

• [Journal Article] Facile and Scalable Synthesis of Highly Hydroxylated Water-Soluble Fullerenol as a Single Nanoparticle (2011)
  • Author(s): K.Kokubo, S.Shirakawa, N.Kobayashi, H.Aoshima, T.Oshima
  • Journal Title: Nano Research 4 Pages: 204-215
  • Peer Reviewed
• [Journal Article] Facile and Scalable Synthesis of Highly Hydroxylated Water-Soluble Fullerenol as a Single Nanoparticle (2011)
  • Author(s): K.Kokubo, S.Shirakawa, N.Kobayashi, H.Aoshima, T.Oshima
  • Journal Title: Nano Research Volume: 4 Pages: 204-215
  • Peer Reviewed
• [Journal Article] Synthesis and Regiochemistry of [60]Fullerenyl 2-Methylmalonate Bisadducts and their Facile Electron-Accepting Properties (2010)
  • Author(s): K.Kokubo, R.S.Arastoo, T.Oshima, C.-C.Wang, Y.Gao, H.-Lin Wang, H.Geng, L.Y.Chiang
  • Journal Title: J.Org.Chem. 75 Pages: 4574-4583
  • Peer Reviewed
• [Journal Article] A New Approach to Benzofurane Synthesis : Lewis Acid Mediated Cycloaddition of Benzoquinones with Stilbene Oxides (2010)
  • Author(s): K.Kokubo, K.Harada, E.Mochizuk, T.Oshima
  • Journal Title: Tetrahedron Lett 51 Pages: 955-958
  • Peer Reviewed
• [Journal Article] Synthesis and Regiochemistry of [60]Fullerenyl 2-Methylmalonate Bisadducts and their Facile Electron-Accepting Properties (2010)
  • Author(s): K.Kokubo, K.Harada, E.Mochizuki, T.Oshima
  • Journal Title: Journal of Organic Chemistry Volume: 75 Pages: 4574-4583
  • Peer Reviewed
• [Journal Article] A New Approach to Benzofuran Synthesis : Lewis Acid Mediated Cycloaddition of Benzoquinones with Stilbene Oxides (2010)
  • Author(s): K.Kokubo, 他
  • Journal Title: Tetrahedron Lett. 51 Pages: 955-958
  • Peer Reviewed
• [Presentation] 蛍光標識水酸化フラーレンの合成およびその光物理特性 (2011)
  • Author(s): 小久保研、白川翔吾、伊熊直彦、大島巧
  • Organizer: 日本化学会第91回春季年会
  • Place of Presentation: 横浜
  • Year and Date: 2011-03-28
• [Presentation] 蛍光標識水酸化フラーレンの合成およびその光物理特性 (2011)
  • Author(s): 小久保研
  • Organizer: 第91回日本化学会春季年会
  • Place of Presentation: 神奈川大学(横浜)
  • Year and Date: 2011-03-28
• [Presentation] Synthesis of Fullerenols having Fluorophore Moiety (2010)
  • Author(s): K.Kokubo, S.Shirakawa, I.Morita, N.Ikuma, T.Oshima
  • Organizer: PACIFICHEM
  • Place of Presentation: Hawaii, USA
  • Year and Date: 2010-12-17
• [Presentation] Synthesis of fullerenols having fluorophore moiety (2010)
  • Author(s): 小久保研
  • Organizer: PACIFICHEM2010
  • Place of Presentation: ハワイ・ワイキキカンファレンスセンター(米国)
  • Year and Date: 2010-12-17
• [Presentation] Near-Infrared Optical Absorbing Nanocarbon Material : [18]Trannulene as [60]Fullerenyl 2-Methylmalonate Adducts (2010)
  • Author(s): K.Kokubo, R.S.Arasto, H.Geng, H.-Wang, T.Oshima, L.Y.Chiang
  • Organizer: 8th Eco-Energy and Materials Science and Engineering Symposium (EMSES)
  • Place of Presentation: Kyoto
  • Year and Date: 2010-08-21
• [Presentation] Near-Infrared Optical Absorbing Nanocarbon Material : [18] Trannulene as [60]Fullerenyl 2-Methylmalonate Adducts (2010)
  • Author(s): 小久保研
  • Organizer: 8th Eco-Energy and Materials Science and Engineering Symposium (EMSES)
  • Place of Presentation: 京都大学宇治キャンパス(京都)
  • Year and Date: 2010-08-21
• [Presentation] 非水溶性低度水酸化フラレノールの簡便合成とそのナノ粒子特性 (2010)
  • Author(s): 小林直記、小久保研、大島巧
  • Organizer: 第38回フラーレン・ナノチューブ総合シンポジウム
  • Place of Presentation: 名古屋市
  • Year and Date: 2010-03-04
• [Presentation] 非水溶性低度水酸化フラレノールの簡便合成とそのナノ粒子特性 (2010)
  • Author(s): 小林直記、小久保研, 他
  • Organizer: 第38回フラーレン・ナノチュープ総合シンポジウム
  • Place of Presentation: 名古屋市
  • Year and Date: 2010-03-04
• [Remarks] ホームページ等
  • URL: http://www.chem.eng.osaka-u.ac.jp/~oshima-lab/
• [Remarks] 大島研究室Webページ
  • URL: http://www.chem.eng.osaka-u.ac.jp/~oshima-lab/