Development of hydrogen-bonding lanthanide complex that recognizes nucleic acid base and Its application for the determination of DNA sequence

• Project/Area Number: 20750055
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Single-year Grants
• Research Field: Analytical chemistry
• Research Institution: University of Tsukuba
• Principal Investigator: YOSHIMOTO Keitaro University of Tsukuba, 大学院・数理物質科学研究科, 講師 (60392172)
• Project Period (FY): 2008 – 2009
• Project Status: Completed (Fiscal Year 2009)
• Budget Amount: ¥4,420,000 (Direct Cost: ¥3,400,000、Indirect Cost: ¥1,020,000); Fiscal Year 2009: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000); Fiscal Year 2008: ¥3,250,000 (Direct Cost: ¥2,500,000、Indirect Cost: ¥750,000)
• Keywords: 核酸 / 分子認識 / ランタノイド錯体 / 遺伝子診断・解析 / 蛍光識別 / エネルギー移動発光 / 希土類錯体 / 構造解析 / 水素結合 / 遺伝子診断

Research Abstract

We newly synthesized a nucleobase-binding ligand, AMND-DOTA, in which 2-amino-5, 7-dimethyl-1, 8-naphthyridine (AMND) was conjugated with 1, 4, 7, 10-tetraazacyclododecane-1, 4, 7-triacetic acid (DOTA) via an amide linker, and found that its terbium(III) complex (AMND-DOTA-Tb) showed green emission based on an energy transfer from the naphthyridine moiety to Tb^<3+>. The nucleobase selectivity of AMND-DOTA was not changed by the conjugation of DOTA moiety to AMND, while the nucleobase-binding ability of AMND-DOTA-Tb disappeared. Finally, a mixed solution of AMND-DOTA and AMND-DOTA-Tb enabled the luminescence-based colorimetric discrimination of single-nucleotide transversions with the naked eye at a single excitation wavelength.

Research Products

• [Journal Article] Luminescence-based Colorimetric Discrimination of Single-nucleotide Transversions by the Combined Use of the Derivatives of DOTA-conjugated Naphthyridine and Its Terbium Complex (2009)
  • Author(s): 厚見宙志、吉本敬太郎、齋藤伸吾、大熊盛也、前田瑞夫、長崎幸夫
  • Journal Title: Tetrahedron Letters 50 Pages: 2177-2180
  • NAID: 120007138274
  • Peer Reviewed
• [Journal Article] Influence of substituent modifications on the binding of 2-amino-1, 8-naphthyridines to cytosine opposite an AP site in DNA duplexes: Thermodynamic characterization (2009)
  • Author(s): 佐藤雄介、西澤精一、吉本敬太郎、清野武博、森田幸太郎、寺前紀夫
  • Journal Title: Nucleic Acid Research 37 Pages: 1411-1422
  • Peer Reviewed
• [Journal Article] Luminescence-based Cotorimetric Discrimination of Single-nucleotide Transversions by the Combined Use of the Derivatives of DOTA-conjugated Naphthyridine and Its Terbium Complex (2009)
  • Author(s): 厚見宙志、吉本敬太郎、齋藤伸吾、大熊盛也、前田瑞夫、長崎幸夫
  • Journal Title: Tetrahedron Letters 50 Pages: 2177-2180
  • Peer Reviewed
• [Journal Article] Influence of substituent modifications on the binding of 2-amino-1, 8-naphthyridines to cytosine opposite an AP site in DNA duplexes : Thermodynamic characterization (2009)
  • Author(s): 佐藤雄介、西澤精一、吉本敬太郎、清野武博、森田幸太郎、寺前紀夫
  • Journal Title: Nucleic Acid Research 37 Pages: 1411-1422
  • Peer Reviewed
• [Presentation] Synthesis of Functionalized Naphthyridine Derivatives and Its Application for Fluorescence-Based Colorimetric Discrimination of Single Nucleotide Transversion International Symposium on atomic technology (2009)
  • Author(s): 厚見宙志、吉本敬太郎、齋藤伸吾、大熊盛也、前田瑞夫、長崎幸夫
  • Organizer: International Symposium on atomic technology (ISAT3) 3rd Polyscale Technology Workshop(PTW3)
  • Place of Presentation: Tokyo Internaitional Exchange Center(Tokyo、Japan)
  • Year and Date: 2009-03-05
• [Presentation] Synthesis of Functionalized Naphthyridine Derivatives and Its Application for Fluorescence-Based Colorimetric Discriminatio n of Single Nucleotide Transversion International Symposium on atomic technology (2009)
  • Author(s): 厚見宙志、吉本敬太郎、齋藤伸吾、大熊盛也、前田瑞夫、長崎幸夫
  • Organizer: International Symposium on atomic technol ogy (ISAT3) 3rd Polyscale Technology Wo rkshop(PTW3)
  • Place of Presentation: Tokyo Internaitional Exchange Center, Tokyo ,Japan
  • Year and Date: 2009-03-05