Incorporation of (R)- and (S)-3',4'-seco-thymidine into oligodeoxynucleotides: hybridization properties and enzymatic stability

Nucleic Acids Res. 1994 Mar 11;22(5):703-10. doi: 10.1093/nar/22.5.703.

Abstract

Novel flexible oligodeoxynucleotide analogues containing (R)- and (S)-3',4'-seco-thymidine were synthesized on an automated DNA-synthesizer using the phosphoramidite approach. Oligodeoxynucleotide analogues (17-mers) having one or three modifications in the middle or one or two modifications in the ends were evaluated with respect to hybridization properties and enzymatic stability. 3'-End-modified oligomers were stable towards 3'-exonuclease degradation and displayed acceptable hybridization properties.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Base Sequence
  • Enzyme Stability
  • Magnetic Resonance Spectroscopy
  • Molecular Sequence Data
  • Molecular Structure
  • Nucleic Acid Hybridization
  • Oligodeoxyribonucleotides / chemistry*
  • Oligodeoxyribonucleotides / metabolism
  • Phosphodiesterase I
  • Phosphoric Diester Hydrolases / metabolism
  • Thymidine / analogs & derivatives
  • Thymidine / chemistry*
  • Thymidine / metabolism

Substances

  • Oligodeoxyribonucleotides
  • Phosphoric Diester Hydrolases
  • Phosphodiesterase I
  • Thymidine