Synthesis and Characterization of Abasic β-Diol-<i>C</i>-nucleosides

Modified nucleobases are potentially useful building blocks when containing catalytically active functionalities and could be introduced in chiral tridimensional molecules such as nucleic acids, which creates the premises for the development of novel catalytic species. Herein, we describe the synthe...

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Main Authors: Maria Moccia, Linda Piras, Gea Bellini, Michele Saviano, Mauro F. A. Adamo
Format: Article
Language:English
Published: MDPI AG 2023-05-01
Series:Chemistry
Subjects:
Online Access:https://www.mdpi.com/2624-8549/5/2/91
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author Maria Moccia
Linda Piras
Gea Bellini
Michele Saviano
Mauro F. A. Adamo
author_facet Maria Moccia
Linda Piras
Gea Bellini
Michele Saviano
Mauro F. A. Adamo
author_sort Maria Moccia
collection DOAJ
description Modified nucleobases are potentially useful building blocks when containing catalytically active functionalities and could be introduced in chiral tridimensional molecules such as nucleic acids, which creates the premises for the development of novel catalytic species. Herein, we describe the synthesis of a novel β-<i>C</i>-nucleoside bearing a diol group at anomeric position, amenable as a metal ligand or organocatalyst. An abasic ligand was successfully prepared and inserted into a complementary DNA strand.
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spelling doaj.art-61917a41c1bb4486932d0312fdb96ccb2023-11-18T09:45:46ZengMDPI AGChemistry2624-85492023-05-01521343135610.3390/chemistry5020091Synthesis and Characterization of Abasic β-Diol-<i>C</i>-nucleosidesMaria Moccia0Linda Piras1Gea Bellini2Michele Saviano3Mauro F. A. Adamo4Department of Chemistry, National Research Council-Institute of Crystallography, Via G. Amendola 122/O, 70126 Bari, ItalyCentre for Synthesis and Chemical Biology (CSCB), Department of Chemistry, Royal College of Surgeons in Ireland, 123 St. Stephen’s Green, D02 YN77 Dublin 2, IrelandCentre for Synthesis and Chemical Biology (CSCB), Department of Chemistry, Royal College of Surgeons in Ireland, 123 St. Stephen’s Green, D02 YN77 Dublin 2, IrelandDepartment of Chemistry, National Research Council-Institute of Crystallography, Via G. Amendola 122/O, 70126 Bari, ItalyCentre for Synthesis and Chemical Biology (CSCB), Department of Chemistry, Royal College of Surgeons in Ireland, 123 St. Stephen’s Green, D02 YN77 Dublin 2, IrelandModified nucleobases are potentially useful building blocks when containing catalytically active functionalities and could be introduced in chiral tridimensional molecules such as nucleic acids, which creates the premises for the development of novel catalytic species. Herein, we describe the synthesis of a novel β-<i>C</i>-nucleoside bearing a diol group at anomeric position, amenable as a metal ligand or organocatalyst. An abasic ligand was successfully prepared and inserted into a complementary DNA strand.https://www.mdpi.com/2624-8549/5/2/91<i>C</i>-nucleosidesabasic nucleosidesfunctionalized DNAs
spellingShingle Maria Moccia
Linda Piras
Gea Bellini
Michele Saviano
Mauro F. A. Adamo
Synthesis and Characterization of Abasic β-Diol-<i>C</i>-nucleosides
Chemistry
<i>C</i>-nucleosides
abasic nucleosides
functionalized DNAs
title Synthesis and Characterization of Abasic β-Diol-<i>C</i>-nucleosides
title_full Synthesis and Characterization of Abasic β-Diol-<i>C</i>-nucleosides
title_fullStr Synthesis and Characterization of Abasic β-Diol-<i>C</i>-nucleosides
title_full_unstemmed Synthesis and Characterization of Abasic β-Diol-<i>C</i>-nucleosides
title_short Synthesis and Characterization of Abasic β-Diol-<i>C</i>-nucleosides
title_sort synthesis and characterization of abasic β diol i c i nucleosides
topic <i>C</i>-nucleosides
abasic nucleosides
functionalized DNAs
url https://www.mdpi.com/2624-8549/5/2/91
work_keys_str_mv AT mariamoccia synthesisandcharacterizationofabasicbdiolicinucleosides
AT lindapiras synthesisandcharacterizationofabasicbdiolicinucleosides
AT geabellini synthesisandcharacterizationofabasicbdiolicinucleosides
AT michelesaviano synthesisandcharacterizationofabasicbdiolicinucleosides
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