Boranophosphate oligonucleotides: New synthetic approaches

Published

Journal Article

Recently our laboratory reported a new backbone-modified class of oligonucleotides, with a borane (BH3-) group replacing one of the non- bridging oxygen atoms. Here we present two new approaches to synthesize the boranophosphate oligonucleotides. All-stereoregular boranophosphate oligonucleotides can be prepared by enzymatic template extension reactions using nucleoside α-boranotriphosphates, which are good substrates for a number of polymerases. Larger scale synthesis of boranophosphate oligonucleotides can be carried out by effective chemical synthesis using the H-phosphonate approach, instead of previously used phosphoramidite methodology. The main advantage of H-phosphonate methodology is the ability to carry out one boronation reaction, after oligonucleotide chain elongation has been completed, using mild conditions without base damage and producing the desired boranophosphate oligonucleotides in high yield.

Full Text

Duke Authors

Cited Authors

  • Sergueev, D; Hasan, A; Ramaswamy, M; Shaw, BR

Published Date

  • January 1, 1997

Published In

Volume / Issue

  • 16 / 7-9

Start / End Page

  • 1533 - 1538

International Standard Serial Number (ISSN)

  • 0732-8311

Digital Object Identifier (DOI)

  • 10.1080/07328319708006223

Citation Source

  • Scopus