A new strategy for the synthesis of oligodeoxynucleotides in the phosphoramidite method without base protection via phosphite intermediates

Nucleic Acids Res Suppl. 2002:(2):29-30. doi: 10.1093/nass/2.1.29.

Abstract

Deoxyadenosine and deoxycytidine have highly nucleophilic amino groups. Therefore, without base protection, the undesired N-phosphitylations of these amino groups occur in the previous phosphoramidite methods. Now, we report that these N-phosphitylations were considerably suppressed in our new coupling strategy using HOBt as a promoter capable of formation of phosphite-type intermediates.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemistry*
  • Oligodeoxyribonucleotides / chemical synthesis*
  • Oligodeoxyribonucleotides / chemistry
  • Phosphites / chemistry*
  • Phosphoric Acids / chemistry*

Substances

  • Amides
  • Oligodeoxyribonucleotides
  • Phosphites
  • Phosphoric Acids
  • phosphoramidic acid