Synthesis of Oligonucleotide Conjugates and Phosphorylated Nucleotide Analogues: An Improvement to a Solid Phase Synthetic Approach
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...
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doaj-d027bdac7ca345e09eea4a230b8e25422020-11-24T22:26:51ZengHindawi LimitedJournal of Chemistry2090-90632090-90712013-01-01201310.1155/2013/469470469470Synthesis of Oligonucleotide Conjugates and Phosphorylated Nucleotide Analogues: An Improvement to a Solid Phase Synthetic ApproachValeria Romanucci0Armando Zarrelli1Lorenzo De Napoli2Cinzia Di Marino3Giovanni Di Fabio4Department of Chemical Sciences, University of Napoli “Federico II”, Via Cintia 4, 80126 Napoli, ItalyDepartment of Chemical Sciences, University of Napoli “Federico II”, Via Cintia 4, 80126 Napoli, ItalyDepartment of Chemical Sciences, University of Napoli “Federico II”, Via Cintia 4, 80126 Napoli, ItalyDepartment of Chemical Sciences, University of Napoli “Federico II”, Via Cintia 4, 80126 Napoli, ItalyDepartment of Chemical Sciences, University of Napoli “Federico II”, Via Cintia 4, 80126 Napoli, ItalyAn 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.http://dx.doi.org/10.1155/2013/469470 |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Valeria Romanucci Armando Zarrelli Lorenzo De Napoli Cinzia Di Marino Giovanni Di Fabio |
spellingShingle |
Valeria Romanucci Armando Zarrelli Lorenzo De Napoli Cinzia Di Marino Giovanni Di Fabio Synthesis of Oligonucleotide Conjugates and Phosphorylated Nucleotide Analogues: An Improvement to a Solid Phase Synthetic Approach Journal of Chemistry |
author_facet |
Valeria Romanucci Armando Zarrelli Lorenzo De Napoli Cinzia Di Marino Giovanni Di Fabio |
author_sort |
Valeria Romanucci |
title |
Synthesis of Oligonucleotide Conjugates and Phosphorylated Nucleotide Analogues: An Improvement to a Solid Phase Synthetic Approach |
title_short |
Synthesis of Oligonucleotide Conjugates and Phosphorylated Nucleotide Analogues: An Improvement to a Solid Phase Synthetic Approach |
title_full |
Synthesis of Oligonucleotide Conjugates and Phosphorylated Nucleotide Analogues: An Improvement to a Solid Phase Synthetic Approach |
title_fullStr |
Synthesis of Oligonucleotide Conjugates and Phosphorylated Nucleotide Analogues: An Improvement to a Solid Phase Synthetic Approach |
title_full_unstemmed |
Synthesis of Oligonucleotide Conjugates and Phosphorylated Nucleotide Analogues: An Improvement to a Solid Phase Synthetic Approach |
title_sort |
synthesis of oligonucleotide conjugates and phosphorylated nucleotide analogues: an improvement to a solid phase synthetic approach |
publisher |
Hindawi Limited |
series |
Journal of Chemistry |
issn |
2090-9063 2090-9071 |
publishDate |
2013-01-01 |
description |
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. |
url |
http://dx.doi.org/10.1155/2013/469470 |
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