Synthesis of 3'-deoxyapionucleoside triphosphates and their incorporation into DNA by DNA polymerase

Nucleic Acids Symp Ser (Oxf). 2008;(52):281-2. doi: 10.1093/nass/nrn142.


Here, we report the synthesis of 3'-deoxyapionucleoside 3''-triphosphates (apioNTPs) and the analysis of their property as substrate of enzymatic polymerization. We established the large scale synthetic route of 3-deoxy-D-apiose from D-galactose, and regio- and stereo-selective glycosylation procedures. Resulting 3'-deoxyapionucleosides were then converted into their 3''-triphosphates. We carried out primer-extension reactions and found that Therminator polymerase, a variant of 9 degrees N DNA polymerase, was an efficient enzyme for incorporation of apioNTPs to synthesize DNA-dependent 3'-deoxy-D-apiose nucleic acids (apioNAs).

MeSH terms

  • DNA / biosynthesis
  • DNA / chemistry*
  • DNA Primers
  • DNA-Directed DNA Polymerase / metabolism
  • Deoxyribonucleotides / chemical synthesis*
  • Deoxyribonucleotides / chemistry
  • Deoxyribonucleotides / metabolism
  • Glycosylation
  • Pentoses / chemistry*


  • DNA Primers
  • Deoxyribonucleotides
  • Pentoses
  • DNA
  • apiose
  • DNA-Directed DNA Polymerase