Chloro-substituted naphthyridine derivative and its conjugate with thiazole orange for highly selective fluorescence sensing of an orphan cytosine in the AP site-containing duplexes

Chun Xia Wang, Yusuke Sato, Takashi Sugimoto, Norio Teramae, Seiichi Nishizawa

Research output: Contribution to journalArticle

Abstract

Fluorescent probes with the binding selectivity to specific structures in DNAs or RNAs have gained much attention as useful tools for the study of nucleic acid functions. Here, chloro-substituted 2-amino-5,7-dimethyl-1,8-naphthyridine (ClNaph) was developed as a strong and highly selective binder for target orphan cytosine opposite an abasic (AP) site in the DNA duplexes. ClNaph was then conjugated with thiazole orange (TO) via an alkyl spacer (ClNaph-TO) to design a light-up probe for the detection of cytosine-related mutations in target DNA. In addition, we found the useful binding and fluorescence signaling of the ClNaph-TO conjugate to target C in AP site-containing DNA/RNA hybrid duplexes with a view toward sequence analysis of microRNAs.

Original languageEnglish
Article number4133
JournalApplied Sciences (Switzerland)
Volume10
Issue number12
DOIs
Publication statusPublished - 2020 Jun 1

Keywords

  • Abasic site
  • Conjugate
  • DNA
  • Fluorescent probe
  • MicroRNA

ASJC Scopus subject areas

  • Materials Science(all)
  • Instrumentation
  • Engineering(all)
  • Process Chemistry and Technology
  • Computer Science Applications
  • Fluid Flow and Transfer Processes

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