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Journal of Chemistry
Volume 2013, Article ID 469470, 8 pages
http://dx.doi.org/10.1155/2013/469470
Research Article

Synthesis of Oligonucleotide Conjugates and Phosphorylated Nucleotide Analogues: An Improvement to a Solid Phase Synthetic Approach

Department of Chemical Sciences, University of Napoli “Federico II”, Via Cintia 4, 80126 Napoli, Italy

Received 13 January 2013; Revised 20 April 2013; Accepted 23 April 2013

Academic Editor: Alvaro Somoza

Copyright © 2013 Valeria Romanucci et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Abstract

An improvement to our solid phase strategy to generate pharmacologically interesting molecule libraries is proposed here. The synthesis of new o-chlorophenol-functionalised solid supports with very high loading (0.18–0.22 meq/g for control pore glass (CPG) and 0.25–0.50 meq/g for TG) is reported. To test the efficiency of these supports, we prepared nucleotide and oligonucleotide models, and their coupling yields and the purity of the crude detached materials were comparable to previously available results. These supports allow the facile and high-yield preparation of highly pure phosphodiester and phosphoramidate monoester nucleosides, conjugated oligonucleotides, and other yet unexplored classes of phosphodiester and phosphoramidate molecules.