Oligothiophene-5-labeled deoxyuridines for the detection of single nucleotide polymorphisms

Bioconjug Chem. 2008 Jan;19(1):171-7. doi: 10.1021/bc7002555. Epub 2007 Nov 13.

Abstract

We report the synthesis of four oligothiophene-5-labeled deoxyuridines. These modified fluorescent nucleosides have been incorporated into oligodeoxynucleotides designed to be used as probes to discriminate, through changes in fluorescence emission, between hybridization with a perfectly complementary strand and that with a single nucleotide mismatch facing the modified uridines. Upon hybridization, remarkable differences (up to 47%) of the emitted light, depending on the uridine facing base, were observed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Base Pair Mismatch
  • Base Sequence
  • Deoxyuridine / analysis
  • Deoxyuridine / chemistry*
  • Fluorescence
  • Fluorescent Dyes / analysis
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / chemistry*
  • Genetic Testing*
  • Humans
  • Oligonucleotides / genetics
  • Organophosphorus Compounds / chemistry
  • Polymorphism, Single Nucleotide / genetics*
  • Spectrometry, Fluorescence
  • Thiophenes / chemistry*
  • Transition Temperature
  • Ultraviolet Rays

Substances

  • Fluorescent Dyes
  • Oligonucleotides
  • Organophosphorus Compounds
  • Thiophenes
  • phosphoramidite
  • Deoxyuridine