Development of Oligonucleotide Synthesis by using hydrophobicNano-Reaction System

2012 Fiscal Year Final Research Report

• Project/Area Number: 23780113
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Multi-year Fund
• Research Field: Bioproduction chemistry/Bioorganic chemistry
• Research Institution: Tokyo University of Agriculture and Technology
• Principal Investigator: KIM Shokaku 東京農工大学, 大学院・農学研究院, 准教授 (90537127)
• Project Period (FY): 2011 – 2012
• Keywords: 合成核酸 / RNA / 液相法 / 可溶化

Research Abstract

We have developed a highly efficient and practical method of liquid-phase synthesis of oligonucleotides by using hydrophobic nano-reaction system based on alkyl chain soluble support. Specifically, this approach provides a practical and reliable oligonucleotide synthetic methodology in the development of scaled-up, cost-effective chemical RNA synthesis. The dispersion property of the support was markedly improved by the structural change of the linker moiety and by selection of dispersion media, which enabled enhanced reactivity in the liquid-phase approach.

Research Products

• [Journal Article] Electrochemical Synthesis of Azanucleoside Derivatives using Lithium Perchlorate-Nitromethane System (2013)
  • Author(s): Shokaku Kim, Takao Shoji, Yoshikazu Kitano, Kazuhiro Chiba
  • Journal Title: Chem. Commun. Volume: (in press)
  • DOI: DOI:10.1039/c3cc43273d
  • Peer Reviewed
• [Journal Article] Liquid-Phase RNA Synthesis using Alkyl Chain Soluble Support (2013)
  • Author(s): Kim, Shokaku; Matsumoto, Masanori; Chiba, Kazuhiro
  • Journal Title: Chem. Eur. J Volume: (in press) Pages: DOI:10.1002/chem.201300655
  • DOI: DOI:10.1002/chem.201300655
  • Peer Reviewed
• [Journal Article] Tag-Assisted Liquid-Phase Peptide Synthesis Using Hydrophobic Benzyl Alcohols as Supports (2013)
  • Author(s): Okada, Y.; Suzuki, H.; Nakae, T.; Fujita, S.; Abe, H.; Nagano, K.; Yamada, T.; Ebata, N.; Kim, S.; Chiba, K
  • Journal Title: J. Org. Chem Volume: 78 Pages: 320
  • DOI: DOI:10.1021/jo302127d.
  • Peer Reviewed
• [Journal Article] Total synthesis of α-conotoxin MII using a soluble-tag-assisted method (2013)
  • Author(s): Kitada, S.; Fujita, S.; Okada, Y.; Kim, S.; Chiba, K
  • Journal Title: Tetrahedron Volume: 69 Pages: 2555
  • DOI: DOI:10.1016/j.tet.2013.01.068
  • Peer Reviewed
• [Journal Article] Electrochemically active crosslinking reaction for fluorescent labeling of aliphatic alkenes (2012)
  • Author(s): Kim, Shokaku; Hirose, Kumi, Uematsu, Jumpei; Chiba, Kazuhiro
  • Journal Title: Chem. Eur. J Volume: 18 Pages: 6284
  • DOI: DOI:10.1002/chem.201103630.
  • Peer Reviewed
• [Presentation] 有機電解法を用いた効率的なアザヌクレオシド合成法の確立 (2013)
  • Author(s): 小路貴生、金承鶴、千葉一裕
  • Organizer: 電気化学会第80回大会
  • Place of Presentation: 東北大学、川内北キャンパス
  • Year and Date: 2013-03-29
• [Presentation] 陽極酸化を用いたアザヌクレオシドの効率的な合成法の開発 (2013)
  • Author(s): 小路貴生、金承鶴、千葉一裕
  • Organizer: 日本農芸化学会2013年度大会
  • Place of Presentation: 東北大学、川内北キャンパス
  • Year and Date: 2013-03-26
• [Presentation] 有機電解法による可溶性タグ核酸合成システムの開発 (2012)
  • Author(s): 松本政憲、竹西壮一郎、千葉一裕、金承鶴
  • Organizer: 第36回有機電子移動化学討論会
  • Place of Presentation: 東京農工大学、府中キャンパス
  • Year and Date: 2012-06-21
• [Presentation] 有機電解反応による脂肪族オレフィンの蛍光標識システムの構築 (2012)
  • Author(s): 島田恒平、岡田洋平、金承鶴、千葉一裕
  • Organizer: 第36回有機電子移動化学討論会
  • Place of Presentation: 東京農工大学、府中キャンパス
  • Year and Date: 2012-06-21
• [Presentation] 電気化学的に発生させたイミニウムカチオンを利用するイミノ糖ヌクレオシドの合成 (2012)
  • Author(s): 小路貴生、岡田洋平、金承鶴、千葉一裕
  • Organizer: 第36回有機電子移動化学討論会
  • Place of Presentation: 東京農工大学、府中キャンパス
  • Year and Date: 2012-06-21
• [Presentation] 陽極酸化を用いたアザヌクレオシドの効率的な合成法の開発 (2012)
  • Author(s): 小路貴生、岡田洋平、金承鶴、千葉一裕
  • Organizer: 日本農芸化学会2012年度大会
  • Place of Presentation: 京都女子大学
  • Year and Date: 2012-03-24