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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Main Authors: Valeria Romanucci, Armando Zarrelli, Lorenzo De Napoli, Cinzia Di Marino, Giovanni Di Fabio
Format: Article
Language:English
Published: Hindawi Limited 2013-01-01
Series:Journal of Chemistry
Online Access:http://dx.doi.org/10.1155/2013/469470
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spelling 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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