Solid-Phase Synthesis of a New Diphosphate 5-Aminoimidazole-4-carboxamide Riboside (AICAR) Derivative and Studies toward Cyclic AICAR Diphosphate Ribose

The solid-phase synthesis of the first example of a new diphosphate AICAR derivative is reported. The new substance is characterized by the presence of a 5'-phosphate group while a second phosphate moiety is installed on a 5-hydroxypentyl chain attached to the 4-N-position of AICAR. Cyclization...

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Autores principales: D’Errico, Stefano, Oliviero, Giorgia, Borbone, Nicola, Amato, Jussara, Piccialli, Vincenzo, Varra, Michela, Mayol, Luciano, Piccialli, Gennaro
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2011
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264535/
https://www.ncbi.nlm.nih.gov/pubmed/21937970
http://dx.doi.org/10.3390/molecules16098110
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author D’Errico, Stefano
Oliviero, Giorgia
Borbone, Nicola
Amato, Jussara
Piccialli, Vincenzo
Varra, Michela
Mayol, Luciano
Piccialli, Gennaro
author_facet D’Errico, Stefano
Oliviero, Giorgia
Borbone, Nicola
Amato, Jussara
Piccialli, Vincenzo
Varra, Michela
Mayol, Luciano
Piccialli, Gennaro
author_sort D’Errico, Stefano
collection PubMed
description The solid-phase synthesis of the first example of a new diphosphate AICAR derivative is reported. The new substance is characterized by the presence of a 5'-phosphate group while a second phosphate moiety is installed on a 5-hydroxypentyl chain attached to the 4-N-position of AICAR. Cyclization of the diphosphate derivative by pyrophosphate bond formation allowed for the formation of a novel AICAR-based cyclic ADP-ribose (cADPR) mimic.
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spelling pubmed-62645352018-12-10 Solid-Phase Synthesis of a New Diphosphate 5-Aminoimidazole-4-carboxamide Riboside (AICAR) Derivative and Studies toward Cyclic AICAR Diphosphate Ribose D’Errico, Stefano Oliviero, Giorgia Borbone, Nicola Amato, Jussara Piccialli, Vincenzo Varra, Michela Mayol, Luciano Piccialli, Gennaro Molecules Article The solid-phase synthesis of the first example of a new diphosphate AICAR derivative is reported. The new substance is characterized by the presence of a 5'-phosphate group while a second phosphate moiety is installed on a 5-hydroxypentyl chain attached to the 4-N-position of AICAR. Cyclization of the diphosphate derivative by pyrophosphate bond formation allowed for the formation of a novel AICAR-based cyclic ADP-ribose (cADPR) mimic. MDPI 2011-09-21 /pmc/articles/PMC6264535/ /pubmed/21937970 http://dx.doi.org/10.3390/molecules16098110 Text en © 2011 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
D’Errico, Stefano
Oliviero, Giorgia
Borbone, Nicola
Amato, Jussara
Piccialli, Vincenzo
Varra, Michela
Mayol, Luciano
Piccialli, Gennaro
Solid-Phase Synthesis of a New Diphosphate 5-Aminoimidazole-4-carboxamide Riboside (AICAR) Derivative and Studies toward Cyclic AICAR Diphosphate Ribose
title Solid-Phase Synthesis of a New Diphosphate 5-Aminoimidazole-4-carboxamide Riboside (AICAR) Derivative and Studies toward Cyclic AICAR Diphosphate Ribose
title_full Solid-Phase Synthesis of a New Diphosphate 5-Aminoimidazole-4-carboxamide Riboside (AICAR) Derivative and Studies toward Cyclic AICAR Diphosphate Ribose
title_fullStr Solid-Phase Synthesis of a New Diphosphate 5-Aminoimidazole-4-carboxamide Riboside (AICAR) Derivative and Studies toward Cyclic AICAR Diphosphate Ribose
title_full_unstemmed Solid-Phase Synthesis of a New Diphosphate 5-Aminoimidazole-4-carboxamide Riboside (AICAR) Derivative and Studies toward Cyclic AICAR Diphosphate Ribose
title_short Solid-Phase Synthesis of a New Diphosphate 5-Aminoimidazole-4-carboxamide Riboside (AICAR) Derivative and Studies toward Cyclic AICAR Diphosphate Ribose
title_sort solid-phase synthesis of a new diphosphate 5-aminoimidazole-4-carboxamide riboside (aicar) derivative and studies toward cyclic aicar diphosphate ribose
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264535/
https://www.ncbi.nlm.nih.gov/pubmed/21937970
http://dx.doi.org/10.3390/molecules16098110
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