Synthesis and characterization of a DNA analogue stabilized by mercapto C-nucleoside induced disulfide bonding

Akihiko Hatano, Seiji Makita, Masayuki Kirihara

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

A redox-active nucleobase analogue of a nucleotide was synthesized and incorporated into DNA using phosphoramidite chemistry. An analogue-containing oligonucleotide in the absence of a reducing reagent formed a stable duplex with a substantially higher melting temperature compared to that of a standard DNA duplex of the same length.

Original languageEnglish
Pages (from-to)2459-2462
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume14
Issue number10
DOIs
Publication statusPublished - 2004 May 17
Externally publishedYes

Fingerprint

Nucleosides
Disulfides
DNA
Oligonucleotides
Melting point
Nucleotides
phosphoramidite
Oxidation-Reduction

Keywords

  • C-nucleotides
  • Disulfide base pair
  • DNA
  • Stable duplex

ASJC Scopus subject areas

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

Cite this

Synthesis and characterization of a DNA analogue stabilized by mercapto C-nucleoside induced disulfide bonding. / Hatano, Akihiko; Makita, Seiji; Kirihara, Masayuki.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 14, No. 10, 17.05.2004, p. 2459-2462.

Research output: Contribution to journalArticle

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