Orthogonal End Labelling of Oligonucleotides through Dual Incorporation of Click-Reactive NTP Analogues.
chemoenzymatic
click chemistry
click-functionalised nucleotides
labelling
nucleic acids
Journal
Chembiochem : a European journal of chemical biology
ISSN: 1439-7633
Titre abrégé: Chembiochem
Pays: Germany
ID NLM: 100937360
Informations de publication
Date de publication:
20 Oct 2023
20 Oct 2023
Historique:
received:
13
10
2023
pubmed:
20
10
2023
medline:
20
10
2023
entrez:
20
10
2023
Statut:
aheadofprint
Résumé
Post-synthetic modification of nucleic acid structures with clickable functionality is a versatile tool that facilitates many emerging applications, including immune evasion, enhancements in stability, fluorescent labelling, chemical 5'-RNA-capping and the development of functional aptamers. While certain chemoenzymatic approaches for 3'-azido and alkynyl labelling are known, equivalent 5'-strategies are either inefficient, complex, or require harsh chemical conditions. Here, we present a modular and facile technology to consecutively modify DNA and RNA strands at both ends with click-modifiable functional groups. Our approach using γ-modified ATP analogues facilitates T4 PNK-catalysed 5'-modification of oligonucleotides, a process that is compatible with TdT-catalysed 3'-elongation using 3'-azido-2',3'-ddGTP. Finally, we demonstrate that our approach is suitable for both oligo-oligo ligations, as well ssDNA circularization. We anticipate that such approaches will pave the way for the synthesis of highly functionalised oligonucleotides, improving the therapeutic and diagnostic applicability of oligonucleotides such as in the realm of next-generation sequencing.
Identifiants
pubmed: 37861375
doi: 10.1002/cbic.202300701
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
e202300701Subventions
Organisme : European Union's Horizon 2020 research and innovation program
ID : 861381
Informations de copyright
© 2023 The Authors. ChemBioChem published by Wiley-VCH GmbH.
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