Synthesis and properties of cross-linkable DNA duplex using 4-amino-2-oxo-6-vinyl-1,3,5-triazine

Ken Yamada, Shogo Ishiyama, Kazumitsu Onizuka, Fumi Nagatsugi

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

We synthesized the DNA oligonucleotide containing a new cross-linkable 4-amino-2-oxo-6-vinyltriazine (AOVT) nucleobase analogue (Et-AOVT) and evaluated these properties. Our results of the cross-link assay and thermal denaturing assay of duplexes containing AOVT demonstrated that the additional aza of AOVT has an impact on the duplex stability and crosslink properties. Our data suggests that the additional 5-aza of AOVT is involved in the hydrogen bonding with the complementary guanine, and this hydrogen bonding system successfully flipped the reactive vinyl group out to the major groove of the duplex demonstrating a new paradigm of a “cross-linkable duplex”.

Original languageEnglish
Pages (from-to)1424-1435
Number of pages12
JournalTetrahedron
Volume73
Issue number11
DOIs
Publication statusPublished - 2017 Jan 1

Keywords

  • Crosslink
  • Nucleic acid binding proteins
  • Oligonucleotides
  • Vinyl triazine

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Synthesis and properties of cross-linkable DNA duplex using 4-amino-2-oxo-6-vinyl-1,3,5-triazine'. Together they form a unique fingerprint.

  • Cite this