Chemical synthesis and properties of modified oligonucleotides containing 5'-amino-5'-deoxy-5'-hydroxymethylthymidine residues.
DNA nanotechnology
Gene therapy
Nuclease
Triplex-forming oligonucleotide
Journal
Bioorganic & medicinal chemistry
ISSN: 1464-3391
Titre abrégé: Bioorg Med Chem
Pays: England
ID NLM: 9413298
Informations de publication
Date de publication:
15 04 2020
15 04 2020
Historique:
received:
09
12
2019
revised:
26
02
2020
accepted:
27
02
2020
pubmed:
12
3
2020
medline:
15
5
2021
entrez:
12
3
2020
Statut:
ppublish
Résumé
In this study, we designed 5'-amino-5'-deoxy-5'-hydroxymethylthymidine as a new oligonucleotide modification with an amino group directly attached to the 5'-carbon atom. We successfully synthesized two isomers of 5'-amino-5'-deoxy-5'-hydroxymethylthymidine via dihydroxylation of the 5'-vinyl group incorporated into 5'-deoxy-5'-C-methenylthymidine derivative. Moreover, it was found that the nuclease resistance, binding selectivity to single-stranded RNA, and triplex-forming ability of an oligonucleotide containing
Identifiants
pubmed: 32156498
pii: S0968-0896(20)30212-1
doi: 10.1016/j.bmc.2020.115407
pii:
doi:
Substances chimiques
Oligonucleotides
0
Thymidine
VC2W18DGKR
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
115407Informations de copyright
Copyright © 2020 Elsevier Ltd. 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.