Stereoselective Synthesis of β-Glycinamide Ribonucleotide

A diastereoselective synthesis of the β-anomer of glycinamide ribonucleotide (β-GAR) has been developed. The synthesis was accomplished in nine steps from D-ribose and occurred in 5% overall yield. The route provided material on the multi-milligram scale. The synthetic β-GAR formed was remarkably re...

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Autores principales: Ngu, Lisa, Ray, Debarpita, Watson, Samantha S., Beuning, Penny J., Ondrechen, Mary Jo, O’Doherty, George A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9024515/
https://www.ncbi.nlm.nih.gov/pubmed/35458726
http://dx.doi.org/10.3390/molecules27082528
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author Ngu, Lisa
Ray, Debarpita
Watson, Samantha S.
Beuning, Penny J.
Ondrechen, Mary Jo
O’Doherty, George A.
author_facet Ngu, Lisa
Ray, Debarpita
Watson, Samantha S.
Beuning, Penny J.
Ondrechen, Mary Jo
O’Doherty, George A.
author_sort Ngu, Lisa
collection PubMed
description A diastereoselective synthesis of the β-anomer of glycinamide ribonucleotide (β-GAR) has been developed. The synthesis was accomplished in nine steps from D-ribose and occurred in 5% overall yield. The route provided material on the multi-milligram scale. The synthetic β-GAR formed was remarkably resistant to anomerization both in solution and as a solid.
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spelling pubmed-90245152022-04-23 Stereoselective Synthesis of β-Glycinamide Ribonucleotide Ngu, Lisa Ray, Debarpita Watson, Samantha S. Beuning, Penny J. Ondrechen, Mary Jo O’Doherty, George A. Molecules Article A diastereoselective synthesis of the β-anomer of glycinamide ribonucleotide (β-GAR) has been developed. The synthesis was accomplished in nine steps from D-ribose and occurred in 5% overall yield. The route provided material on the multi-milligram scale. The synthetic β-GAR formed was remarkably resistant to anomerization both in solution and as a solid. MDPI 2022-04-14 /pmc/articles/PMC9024515/ /pubmed/35458726 http://dx.doi.org/10.3390/molecules27082528 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Ngu, Lisa
Ray, Debarpita
Watson, Samantha S.
Beuning, Penny J.
Ondrechen, Mary Jo
O’Doherty, George A.
Stereoselective Synthesis of β-Glycinamide Ribonucleotide
title Stereoselective Synthesis of β-Glycinamide Ribonucleotide
title_full Stereoselective Synthesis of β-Glycinamide Ribonucleotide
title_fullStr Stereoselective Synthesis of β-Glycinamide Ribonucleotide
title_full_unstemmed Stereoselective Synthesis of β-Glycinamide Ribonucleotide
title_short Stereoselective Synthesis of β-Glycinamide Ribonucleotide
title_sort stereoselective synthesis of β-glycinamide ribonucleotide
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9024515/
https://www.ncbi.nlm.nih.gov/pubmed/35458726
http://dx.doi.org/10.3390/molecules27082528
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AT ondrechenmaryjo stereoselectivesynthesisofbglycinamideribonucleotide
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