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2009 Fiscal Year Final Research Report

Detection of 5-methylcytosine in DNA by functionalized oligodeoxynucleotides

Research Project

  • PDF
Project/Area Number 20750134
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeSingle-year Grants
Research Field Chemistry related to living body
Research InstitutionKyoto University

Principal Investigator

TANABE Kazuhito  Kyoto University, 工学研究科, 准教授 (40346086)

Project Period (FY) 2008 – 2009
Keywords生物有機化学
Research Abstract

Although the NQ-photosensitized oxidation accompanied by selective strand cleavage at ^mC in DNA is an attractive method for identification of the methylation site in DNA, the relatively lower sensitivity of the detection method due to the less efficiency in the photooxidation of ^mC still remains as a major subject to be improved for establishing a status of general availability. In this study, we characterized reaction mechanism of the NQ-photosensitized one-electron oxidation of 5-methyl-2-deoxycytidine (d^mC) in order to obtain insight into the design of photochemical system involving the ^mC-selective strand cleavage with high sensitivity. We confirmed that deprotonation of d^mC radical cation and formation of methyl radical species are key reaction for the present photoreaction.

  • Research Products

    (14 results)

All 2009 2008 Other

All Journal Article (11 results) (of which Peer Reviewed: 9 results) Presentation (2 results) Remarks (1 results)

  • [Journal Article] Efficient photooxidative strand cleavage at 5-methylcytosine in DNA by sensitization with 9, 10-anthraquinone-tethered oligonucleotides2009

    • Author(s)
      Yamada, H.; Kitauchi, Y.; Tanabe, K.; Ito, T.; Nishimoto, S.
    • Journal Title

      Nucleic Acids Symp. Ser. 53

      Pages: 209-210

  • [Journal Article] Photoelectrochemical identification of 5-methylcytosine modification in DNA: combination of photosensitization and enzymatic cleavage2009

    • Author(s)
      Tanabe, K.; Yamada, H.; Ito, T.; Nishimoto, S.
    • Journal Title

      Nucleic Acids Symp. Ser. 53

      Pages: 205-206

  • [Journal Article] Monitoring of biological one-electron reduction by ^<19>F-NMR using hypoxia selective activation of a ^<19>F-labeled indolequinone derivative2009

    • Author(s)
      Tanabe, K.; Harada, H.; Narazaki, M.; Tanaka, K.; Inafuku, K.; Komatsu, H.; Ito, T.; Yamada, H.; Chujo, Y.; Matsuda, T.; Hiraoka, M.; Nishimoto, S.
    • Journal Title

      J. Am. Chem. Soc. 131

      Pages: 15982-15983

    • Peer Reviewed
  • [Journal Article] Preparation and Fluorescence Properties of Fluorophore-labeled Avidin-biotin System Immobilized on Fe_3O_4 Nanoparticles through Functional Indolequinone Linker2009

    • Author(s)
      Hirata, N.; Tanabe, K.; Narita, A.; Tanaka, K.; Naka, K.; Chujo, Y.; Nishimoto, S.
    • Journal Title

      Bioorg. Med. Chem. 17

      Pages: 3775-3781

    • Peer Reviewed
  • [Journal Article] Radiolytic activation of cytarabine prodrug possessing 2-oxoalkyl group: one-electron reduction and cytotoxicity characteristics2009

    • Author(s)
      Hirata, N.; Fujisawa, Y.; Tanabe, K.; Harada, H.; Hiraoka, M.; Nishimoto, S.
    • Journal Title

      Org. Biomol. Chem. 7

      Pages: 651-654

    • Peer Reviewed
  • [Journal Article] Radiolytic one-electron reduction characteristics of tyrosine derivative caged by 2-oxopropyl group2008

    • Author(s)
      Tanabe, K.; Ebihara, M.; Hirata, N.; Nishimoto, S.
    • Journal Title

      Bioorg. Med. Chem. Lett. 18

      Pages: 6126-6129

    • Peer Reviewed
  • [Journal Article] Radiation- and photo-induced activation of 5-fluorouracil prodrugs as a strategy for the selective treatment of solid tumors2008

    • Author(s)
      Ito, T.; Tanabe, K.; Yamada, H.; Hatta, H.; Nishimoto, S.
    • Journal Title

      molecules 13

      Pages: 2370-2384

    • Peer Reviewed
  • [Journal Article] The pH effect on the naphthoquinone-photosensitized oxidation of 5-methylcytosine2008

    • Author(s)
      Yamada, H.; Tanabe, K.; Ito, T.; Nishimoto, S.
    • Journal Title

      Chem. Eur. J. 14

      Pages: 10453-10461

    • Peer Reviewed
  • [Journal Article] Photoelectrochemical evaluation of pH effect on hole transport through triplex-forming DNA immobilized on a gold electrode2008

    • Author(s)
      Haruna, K.; Iida, H.; Tanabe, K.; Nishimoto, S.
    • Journal Title

      Org. Biomol. Chem. 6

      Pages: 1613-1617

    • Peer Reviewed
  • [Journal Article] One-Electron reductive template-directed ligation of oligodeoxynucleotides possessing disulfide bond2008

    • Author(s)
      Tanabe, K.; Kuraseko, E.; Yamamoto, Y.; Nishimoto, S.
    • Journal Title

      J. Am. Chem. Soc. 130

      Pages: 6302-6303

    • Peer Reviewed
  • [Journal Article] Fluorometric identification of 5-methylcytosine modification in DNA: combination of photosensitized oxidation and invasive cleavage2008

    • Author(s)
      Yamada, H.; Tanabe, K.; Nishimoto, S.
    • Journal Title

      Bioconjugate Chem. 19

      Pages: 20-23

    • Peer Reviewed
  • [Presentation] pH effect on the one-electron photooxidation of 5-methylcytosine with naphthoquinone sensitizer2008

    • Author(s)
      Yamada, H.; Tanabe, K.; Ito, T.; Nishimoto, S.
    • Organizer
      第35回核酸化学シンポジウム
    • Place of Presentation
      京都
    • Year and Date
      2008-09-11
  • [Presentation] DNA中メチル化シトシンの電気化学的検出2008

    • Author(s)
      田邉一仁・山田久嗣・西本清一
    • Organizer
      第30回光医学・光生物学会
    • Place of Presentation
      松江
    • Year and Date
      2008-07-11
  • [Remarks] ホームページでの研究紹介

    • URL

      http://www.ehcc.kyoto-u.ac.jp/eh32/home/web-content/index-j.htm

URL: 

Published: 2011-06-18   Modified: 2016-04-21  

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