Fluorescence ratiometric DNA detection by peptide nucleic acid-pyrene binary probes

Koki Ishii, Sakura Tsuchitani, Miyu Toyama, Hajime Shigeto, Shohei Yamamura, Takashi Ohtsuki, Yoshitane Imai, Mizuki Kitamatsu

Research output: Contribution to journalArticlepeer-review

Abstract

We developed a method for detecting DNA by excimer fluorescence from two peptide nucleic acids (PNAs) modified with a pyrene (Pyr). The two PNA-Pyr probes were prepared by solid-phase peptide synthesis, and we assessed fluorescence from the mixture of probes with DNA. From the results, excimer fluorescence derived from the two PNA-Pyr probes forming hybrids with the complementary DNA was observed, and the two probes showed the maximum excimer/monomer ratio when the probes and DNA were hybridized at a 1:1:1 ratio, indicating that the PNA-Pyr probes can detect target DNA. Furthermore, we adjusted the spatial arrangement between the two PNA-Pyr hybrids formed on the DNA to promote optimal excimer formation. As a result, optimal excimer formation was achieved by spacing the two nucleobases between the formed two hybrids and further inserting a hexamethylene linker (C6) between the PNA and Pyr of the PNA-Pyr probe on one side.

Original languageEnglish
Article number128838
JournalBioorganic and Medicinal Chemistry Letters
Volume71
DOIs
Publication statusPublished - Sep 1 2022

Keywords

  • DNA
  • Excimer
  • Fluorescence
  • Peptide nucleic acid
  • Pyrene

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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