Palladium-Catalyzed Modification of Unprotected Nucleosides, Nucleotides, and Oligonucleotides

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dc.contributor.authorShaughnessy, Kevin H.
dc.contributor.otherUniversity of Alabama Tuscaloosa
dc.date.accessioned2023-09-28T19:19:23Z
dc.date.available2023-09-28T19:19:23Z
dc.date.issued2015
dc.description.abstractSynthetic modification of nucleoside structures provides access to molecules of interest as pharmaceuticals, biochemical probes, and models to study diseases. Covalent modification of the purine and pyrimidine bases is an important strategy for the synthesis of these adducts. Palladium-catalyzed cross-coupling is a powerful method to attach groups to the base heterocycles through the formation of new carbon-carbon and carbon-heteroatom bonds. In this review, approaches to palladium-catalyzed modification of unprotected nucleosides, nucleotides, and oligonucleotides are reviewed. Polar reaction media, such as water or polar aprotic solvents, allow reactions to be performed directly on the hydrophilic nucleosides and nucleotides without the need to use protecting groups. Homogeneous aqueous-phase coupling reactions catalyzed by palladium complexes of water-soluble ligands provide a general approach to the synthesis of modified nucleosides, nucleotides, and oligonucleotides.en_US
dc.format.mediumelectronic
dc.format.mimetypeapplication/pdf
dc.identifier.citationShaughnessy, K. (2015). Palladium-Catalyzed Modification of Unprotected Nucleosides, Nucleotides, and Oligonucleotides. In Molecules (Vol. 20, Issue 5, pp. 9419–9454). MDPI AG. https://doi.org/10.3390/molecules20059419
dc.identifier.doi10.3390/molecules20059419
dc.identifier.orcidhttps://orcid.org/0000-0002-1375-5563
dc.identifier.urihttps://ir.ua.edu/handle/123456789/11297
dc.languageEnglish
dc.language.isoen_US
dc.publisherMDPI
dc.rights.licenseAttribution 4.0 International (CC BY 4.0)
dc.rights.urihttps://creativecommons.org/licenses/by/4.0/
dc.subjectnucleosides
dc.subjectnucleotides
dc.subjectoligonucleotides
dc.subjectpalladium
dc.subjectcross-coupling
dc.subjectaqueous-phase catalysis
dc.subjectCROSS-COUPLING REACTIONS
dc.subjectSUZUKI-MIYAURA REACTION
dc.subjectPD-IMIDATE COMPLEXES
dc.subjectPYRIMIDINE NUCLEOSIDES
dc.subjectDIRECT ARYLATION
dc.subjectLIGAND-FREE
dc.subjectPOLYMERASE INCORPORATION
dc.subjectBEARING BIPYRIDINE
dc.subjectPHOTOPHYSICAL PROPERTIES
dc.subjectFLUORESCENT-PROBES
dc.subjectBiochemistry & Molecular Biology
dc.subjectChemistry, Multidisciplinary
dc.titlePalladium-Catalyzed Modification of Unprotected Nucleosides, Nucleotides, and Oligonucleotidesen_US
dc.typeReview
dc.typetext

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