N2′→P3′ Phosphoramidate Glycerol Nucleic Acid as a Potential Alternative Genetic System

[Image: see text] Glycerol nucleic acid (GNA) is an interesting base-pairing system with an acyclic, three-carbon backbone. In the present study, GNA analogues with N2′→P3′ phosphoramidate linkages (npGNA) have been synthesized and their base-pairing properties examined. Thermal denaturation and cir...

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Autores principales: Chen, Jesse J., Cai, Xin, Szostak, Jack W.
Formato: Texto
Lenguaje:English
Publicado: American Chemical Society 2009
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2722806/
https://www.ncbi.nlm.nih.gov/pubmed/19166350
http://dx.doi.org/10.1021/ja809069b
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author Chen, Jesse J.
Cai, Xin
Szostak, Jack W.
author_facet Chen, Jesse J.
Cai, Xin
Szostak, Jack W.
author_sort Chen, Jesse J.
collection PubMed
description [Image: see text] Glycerol nucleic acid (GNA) is an interesting base-pairing system with an acyclic, three-carbon backbone. In the present study, GNA analogues with N2′→P3′ phosphoramidate linkages (npGNA) have been synthesized and their base-pairing properties examined. Thermal denaturation and circular dichroism studies show that npGNA can form stable duplexes with itself and with GNA. Furthermore, we show that npGNA can be assembled by template-directed ligation of 3′-imidazole-activated-2′-amino GNA dinucleotides. These results suggest that npGNA is a potential candidate for a self-replicating system based upon phosphoramidate linkages.
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spelling pubmed-27228062009-08-07 N2′→P3′ Phosphoramidate Glycerol Nucleic Acid as a Potential Alternative Genetic System Chen, Jesse J. Cai, Xin Szostak, Jack W. J Am Chem Soc [Image: see text] Glycerol nucleic acid (GNA) is an interesting base-pairing system with an acyclic, three-carbon backbone. In the present study, GNA analogues with N2′→P3′ phosphoramidate linkages (npGNA) have been synthesized and their base-pairing properties examined. Thermal denaturation and circular dichroism studies show that npGNA can form stable duplexes with itself and with GNA. Furthermore, we show that npGNA can be assembled by template-directed ligation of 3′-imidazole-activated-2′-amino GNA dinucleotides. These results suggest that npGNA is a potential candidate for a self-replicating system based upon phosphoramidate linkages. American Chemical Society 2009-01-23 2009-02-18 /pmc/articles/PMC2722806/ /pubmed/19166350 http://dx.doi.org/10.1021/ja809069b Text en Copyright © 2009 American Chemical Society http://pubs.acs.org This is an open-access article distributed under the ACS AuthorChoice Terms & Conditions. Any use of this article, must conform to the terms of that license which are available at http://pubs.acs.org.
spellingShingle Chen, Jesse J.
Cai, Xin
Szostak, Jack W.
N2′→P3′ Phosphoramidate Glycerol Nucleic Acid as a Potential Alternative Genetic System
title N2′→P3′ Phosphoramidate Glycerol Nucleic Acid as a Potential Alternative Genetic System
title_full N2′→P3′ Phosphoramidate Glycerol Nucleic Acid as a Potential Alternative Genetic System
title_fullStr N2′→P3′ Phosphoramidate Glycerol Nucleic Acid as a Potential Alternative Genetic System
title_full_unstemmed N2′→P3′ Phosphoramidate Glycerol Nucleic Acid as a Potential Alternative Genetic System
title_short N2′→P3′ Phosphoramidate Glycerol Nucleic Acid as a Potential Alternative Genetic System
title_sort n2′→p3′ phosphoramidate glycerol nucleic acid as a potential alternative genetic system
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2722806/
https://www.ncbi.nlm.nih.gov/pubmed/19166350
http://dx.doi.org/10.1021/ja809069b
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AT caixin n2p3phosphoramidateglycerolnucleicacidasapotentialalternativegeneticsystem
AT szostakjackw n2p3phosphoramidateglycerolnucleicacidasapotentialalternativegeneticsystem

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