4.5 Article

Synthesis and base-pairing properties of C-nucleotides having 1-substituted 1H-1,2,3-triazoles

Journal

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 19, Issue 12, Pages 3316-3319

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2009.04.063

Keywords

Click chemistry; Nucleobase analogues; Oligonucleotides; Post-elongation modification method; Triazoles

Funding

  1. Japan Society for the Promotion of Science (JSPS)
  2. Ministry of Education, Culture, Sports, Science and Technology, Japan (MEXT)
  3. Japan Science and Technology Agency (JST)

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Oligonucleotides including C-nucleotides having 1-substitued 1H-1,2,3-triazoles as artificial nucleobases were conveniently synthesized by the post-elongation modification method using the copper(I)-catalyzed alkyne-azide 1,3-dipolar cycloaddition (CuAAC) reaction. The base-pairing properties of the triazole nucleobase analogs in forming duplexes with oligonucleotides were investigated by the T-m experiments. (C) 2009 Elsevier Ltd. All rights reserved.

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