Unit

UNIT 4.26 An Aminooxy-Functionalized Non-Nucleosidic Phosphoramidite for the Construction of Multiantennary Oligonucleotide Glycoconjugates on a Solid Support

  1. Johanna Katajisto,
  2. Pasi Virta,
  3. Harri Lönnberg

Published Online: 1 JUL 2005

DOI: 10.1002/0471142700.nc0426s21

Current Protocols in Nucleic Acid Chemistry

Current Protocols in Nucleic Acid Chemistry

How to Cite

Katajisto, J., Virta, P. and Lönnberg, H. 2005. An Aminooxy-Functionalized Non-Nucleosidic Phosphoramidite for the Construction of Multiantennary Oligonucleotide Glycoconjugates on a Solid Support. Current Protocols in Nucleic Acid Chemistry. 21:4.26:4.26.1–4.26.16.

Author Information

  1. University of Turku, Turku, Finland

Publication History

  1. Published Online: 1 JUL 2005
  2. Published Print: JUN 2005

Abstract

In this unit, a method is described that allows construction of multiantennary oligonucleotide glycoconjugates on a solid support. A bis(hydroxymethyl)malondiamide-based phosphoramidite that contains two phthaloyl-protected aminooxy groups compatible with normal chain assembly is prepared. The aminooxy functions can be deblocked with a hydrazinium acetate treatment and subsequently oximated on-support with fully acetylated 4-oxobutyl α-d-mannopyranoside. The resulting reagent is then used to prepare a conjugate containing two non-nucleosidic building blocks (i.e., four α-d-mannopyranosyl units) close to the 5′ terminus of the oligonucleotide.

Keywords:

  • Solid support;
  • oligonucleotides;
  • glycoconjugates;
  • oximation;
  • phosphoramidites