[Synthesis, structure and properties of rubomycin derivatives of mono- and oligonucleotides]

Bioorg Khim. 1990 Oct;16(10):1369-78.
[Article in Russian]

Abstract

Daunomycin derivatives of pT(DT) and oligodeoxynucleotides were synthesized using reactive zwitter-ionic 4-N,N-dimethylaminopyridine derivatives of the terminal phosphate group. Daunomycin oligodeoxynucleotide analogues form more stable complementary complexes than the corresponding non-modified oligonucleotides. Both one- and two-dimensional (2D NOESY and 2D COSY) NMR spectra of DT were recorded and the proton signals assigned. From the detected cross-relaxation between H6 of thymidine and H1', H2', H2" of the carbohydrate residue of daunomycin it was concluded that, in DMSO, the DT molecule has a rather stable conformation, apparently due to the stacking interaction between the mononucleotide and daunomycin residues.

Publication types

  • English Abstract

MeSH terms

  • Daunorubicin / analogs & derivatives
  • Daunorubicin / chemical synthesis*
  • Daunorubicin / chemistry
  • Electron Spin Resonance Spectroscopy
  • Magnetic Resonance Spectroscopy
  • Structure-Activity Relationship

Substances

  • Daunorubicin