Synthesis and biophysical analysis of modified thymine-containing DNA oligonucleotides

Chem Commun (Camb). 2017 Jan 24;53(8):1389-1392. doi: 10.1039/c6cc08670e.

Abstract

We report the synthesis of a 5-formyl-2'-deoxyuridine (5fU) phosphoramidite and the preparation of oligonucleotides comprising all known, naturally observed eukaryotic thymidine modifications. Biophysical characterization of the synthetic oligonucleotides indicates that 5fU, but not the other T-derivatives, can alter DNA structures.

MeSH terms

  • DNA / analysis*
  • DNA / chemical synthesis
  • DNA / chemistry*
  • Deoxyuridine / analogs & derivatives*
  • Deoxyuridine / chemical synthesis
  • Deoxyuridine / chemistry
  • Oligonucleotides / analysis*
  • Oligonucleotides / chemical synthesis*
  • Oligonucleotides / chemistry
  • Organophosphorus Compounds / chemical synthesis*
  • Organophosphorus Compounds / chemistry
  • Thymine / chemistry*

Substances

  • Oligonucleotides
  • Organophosphorus Compounds
  • phosphoramidite
  • 5-formyl-2'-deoxyuridine
  • DNA
  • Thymine
  • Deoxyuridine