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Synthesis and stability studies of bicyclo[6.1.0]nonyne scaffolds for automated solid-phase oligonucleotide synthesis
RISE Research Institutes of Sweden, Bioeconomy and Health, Chemical Process and Pharmaceutical Development. Karolinska Institute, Sweden.ORCID iD: 0000-0002-4366-5833
RISE Research Institutes of Sweden, Bioeconomy and Health, Chemical Process and Pharmaceutical Development.ORCID iD: 0000-0002-3715-1959
RISE Research Institutes of Sweden, Bioeconomy and Health, Chemical Process and Pharmaceutical Development.
RISE Research Institutes of Sweden, Bioeconomy and Health, Chemical Process and Pharmaceutical Development. University of Southampton, UK.
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2024 (English)In: RSC Advances, E-ISSN 2046-2069, Vol. 14, no 25, p. 17406-17412Article in journal (Refereed) Published
Abstract [en]

Two novel bicyclo[6.1.0]nonyne (BCN) linker derivatives, which can be directly incorporated into oligonucleotide sequences during standard automated solid-phase synthesis, are reported. Stabilities of BCN-carbinol and two BCN-oligonucleotides are evaluated under acidic conditions. In addition, derivatized BCN linkers (non-acidic and acid treated) are evaluated for strain-promoted alkyne-azide cycloaddition (SPAAC). 

Place, publisher, year, edition, pages
Royal Society of Chemistry , 2024. Vol. 14, no 25, p. 17406-17412
Keywords [en]
Scaffolds; Synthesis (chemical); Acid treated; Acidic conditions; Cycloadditions; Oligonucleotide sequences; Oligonucleotide synthesis; Solid phase synthesis; Solid phasis; Solid-phase; Stability study; Oligonucleotides
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Chemical Sciences
Identifiers
URN: urn:nbn:se:ri:diva-73628DOI: 10.1039/d3ra08732hScopus ID: 2-s2.0-85194697512OAI: oai:DiVA.org:ri-73628DiVA, id: diva2:1869704
Note

This research was funded by European Union's Horizon 2020Research and Innovation Programme under the MarieSkłodowska-Curie grant agreement No. 721613 and 956070.

Available from: 2024-06-13 Created: 2024-06-13 Last updated: 2025-09-23Bibliographically approved

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Karalè, KristinaBollmark, MartinPerez, OswaldoTedebark, Ulf

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