Development of pH-responsive fluorescent nucleosides for SNPs detection

• Project/Area Number: 25410180
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Research Field: Bio-related chemistry
• Research Institution: Nihon University
• Principal Investigator: SAITO Yoshio 日本大学, 工学部, 准教授 (40385985)
• Project Period (FY): 2013-04-01 – 2016-03-31
• Project Status: Completed (Fiscal Year 2015)
• Budget Amount: ¥5,070,000 (Direct Cost: ¥3,900,000、Indirect Cost: ¥1,170,000); Fiscal Year 2015: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000); Fiscal Year 2014: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000); Fiscal Year 2013: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
• Keywords: 蛍光プローブ / pH環境

Outline of Final Research Achievements

We have synthesized various pH-responsive fluorescent deoxyuridine derivatives containing pyridine skeleton. These fluorescent nucleosides exhibited distinctive fluorescence at 470-550 nm in aqueous solvents at basic to neutral pH values. Interestingly, 2-aminopyridine derivative exhibited strong fluorescence emission at 470 nm at pH range of 1.6-3.0 with a pKa value of 3.4 whereas exhibited emission at 550 nm at pH > 4.0. Such pH-sensitive fluorescent nucleosides can be used as fluorescence switch for monitoring pH change in biological systems.

Research Products

• [Journal Article] Design and Synthesis of 7-naphthyl-8-aza-7-deaza-2'-deoxyadenosines as environmentally sensitive fluorescent nucleosides (2014)
  • Author(s): Yoshio Saito, Azusa Suzuki, Takumi Yamauchi, Isao Saito
  • Journal Title: Tetrahedron Letters Volume: XX Issue: 23 Pages: 3034-3038
  • DOI: 10.1016/j.tetlet.2014.10.116
  • Peer Reviewed / Open Access / Acknowledgement Compliant
• [Journal Article] Design of an environmentally sensitive fluorescent 8-aza-7-deaza-2'-deoxyadenosine derivative with dual fluorescence for the specific detection of thymine (2014)
  • Author(s): A. Suzuki, N. Nemoto, I. Saito, Y. Saito*
  • Journal Title: Org. Biomol. Chem. Volume: 12 Issue: 4 Pages: 660-666
  • DOI: 10.1039/c3ob41757c
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] An environmentally sensitive fluorescent purine nucleoside that changes emission wavelength upon hybridization (2013)
  • Author(s): Y. Saito, A. Suzuki, Y. Okada, Y. Yamasaka, N. Nemoto, I. Saito
  • Journal Title: Chem. Commun. Volume: 44 Issue: 50 Pages: 5684-5686
  • DOI: 10.1039/c3cc42605j
  • Peer Reviewed
• [Presentation] 7位にナフチル基を有する環境感応型蛍光性8－アザ－7-デアザ－2'-デオキシアデノシンの開発とチミン塩基識別プローブへの応用 (2015)
  • Author(s): 鈴木梓、齋藤烈、齋藤義雄
  • Organizer: 第３７回日本光医学・光生物学会
  • Place of Presentation: 宮崎シーガイアコンベンションセンター
  • Year and Date: 2015-07-17
• [Presentation] ナフタレン含有環境感応型蛍光3-デアザアデノシン誘導体の開発と一塩基識別プローブへの応用 (2014)
  • Author(s): 鈴木梓、齋藤烈、齋藤義雄
  • Organizer: 第３６回日本光医学・光生物学会
  • Place of Presentation: 大阪
  • Year and Date: 2014-07-25 – 2014-07-26
• [Presentation] 環境感応型蛍光核酸の開発と遺伝子検出への応用 (2013)
  • Author(s): 齋藤義雄
  • Organizer: 日本薬学会東北支部 第２回物理•分析系若手研究者セミナー
  • Place of Presentation: 郡山
  • Invited