Synthesis and chemical transformations of glycol nucleic acid (GNA) nucleosides.
Biological activity
Chemical transformations
Glycol nucleic acid
Synthesis
Xeno nucleic acid
Journal
Bioorganic chemistry
ISSN: 1090-2120
Titre abrégé: Bioorg Chem
Pays: United States
ID NLM: 1303703
Informations de publication
Date de publication:
12 2023
12 2023
Historique:
received:
21
08
2023
revised:
09
10
2023
accepted:
16
10
2023
medline:
3
11
2023
pubmed:
24
10
2023
entrez:
23
10
2023
Statut:
ppublish
Résumé
Xeno nucleic acids (XNA) are an increasingly important class of hypermodified nucleic acids with great potential in bioorganic chemistry and synthetic biology. Glycol nucleic acid (GNA) is constructed from a three-carbon 1,2-propanediol (propylene glycol) backbone attached to a nucleobase entity, representing the simplest known XNA. This review is intended to present GNA nucleosides from a synthetic chemistry perspective-a perspective that serves as a starting point for biological studies. Therefore this account focuses on synthetic methods for GNA nucleoside synthesis, as well as their postsynthetic chemical transformations. The properties and biological activity of GNA constituents are also highlighted. A literature survey shows four major approaches toward GNA nucleoside scaffold synthesis. These approaches pertain to glycidol ring-opening, Mitsunobu, S
Identifiants
pubmed: 37871392
pii: S0045-2068(23)00582-5
doi: 10.1016/j.bioorg.2023.106921
pii:
doi:
Substances chimiques
Nucleic Acids
0
Nucleosides
0
Glycols
0
Nucleotides
0
Propylene Glycol
6DC9Q167V3
Types de publication
Journal Article
Review
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
106921Informations de copyright
Copyright © 2023 Elsevier Inc. All rights reserved.
Déclaration de conflit d'intérêts
Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.