Promotion of single-strand invasion of PNA to double-stranded DNA by pseudo-complementary base pairing

Narumi Shigi, Yuki Mizuno, Hiroko Kunifuda, Kazunari Matsumura, Makoto Komiyama

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

Canonical peptide nucleic acid (PNA), in which naturally occurring nucleobases (A, G, C, and T) are bound to a poly-(N-(2-aminoethyl)glycine) backbone, forms a stable duplex with single-stranded complementary DNA. However, this PNA hardly forms stable complexes with double-stranded DNA. We here show that, when some of the A and T groups therein are replaced with pseudo-complementary nucleobases (2,6-diaminopurine and 2-thiouracil), even only one strand of this partially pseudo-complementary PNA efficiently invades double-stranded DNA. This single-strand invasion spontaneously occurs at 25-50°C, indicating its promising applicability to versatile purposes both in vivo and in vitro. The promotion by 2,6-diaminopurine is primarily attributed to the formation of an additional hydrogen bond with T in one of the two DNA strands, whereas the 2-S atom in 2-thiouracil promotes stacking interactions with adjacent nucleobases. Furthermore, the present new methodology is successfully employed to site-selective scission of double-stranded DNA, in which the single-stranded portion, formed upon the single-strand invasion, is preferentially hydrolyzed by Ce IV /EDTA complex.

Original languageEnglish
Pages (from-to)330-335
Number of pages6
JournalBulletin of the Chemical Society of Japan
DOIs
Publication statusPublished - 2019 Jan 1

Fingerprint

Peptide Nucleic Acids
Thiouracil
DNA
Edetic Acid
Hydrogen bonds
Complementary DNA
Atoms
2,6-diaminopurine

Keywords

  • Invasion
  • PNA
  • Pseudo-complementary

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Promotion of single-strand invasion of PNA to double-stranded DNA by pseudo-complementary base pairing. / Shigi, Narumi; Mizuno, Yuki; Kunifuda, Hiroko; Matsumura, Kazunari; Komiyama, Makoto.

In: Bulletin of the Chemical Society of Japan, 01.01.2019, p. 330-335.

Research output: Contribution to journalArticle

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