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http://hdl.handle.net/10261/167827
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dc.contributor.author | Martínez-Montero, S. | - |
dc.contributor.author | Deleavey, G.F. | - |
dc.contributor.author | Kulkarni, A. | - |
dc.contributor.author | Martín-Pintado, N. | - |
dc.contributor.author | Lindovska, P. | - |
dc.contributor.author | Thomson, M. | - |
dc.contributor.author | González, Carlos | - |
dc.contributor.author | Götte, M. | - |
dc.contributor.author | Damha, Masad J. | - |
dc.date.accessioned | 2018-07-23T11:50:53Z | - |
dc.date.available | 2018-07-23T11:50:53Z | - |
dc.date.issued | 2014 | - |
dc.identifier | doi: 10.1021/jo500794v | - |
dc.identifier | issn: 1520-6904 | - |
dc.identifier.citation | Journal of Organic Chemistry 79: 5627- 5635 (2014) | - |
dc.identifier.uri | http://hdl.handle.net/10261/167827 | - |
dc.description.abstract | We report on the synthesis and conformational properties of 2′-deoxy-2′,4′-difluorouridine (2′,4′-diF-rU) and cytidine (2′,4′-diF-rC) nucleosides. NMR analysis and quantum mechanical calculations show that the strong stereoelectronic effects induced by the two fluorines essentially ́locḱ the conformation of the sugar in the North region of the pseudorotational cycle. Our studies also demonstrate that NS5B HCV RNA polymerase was able to accommodate 2′,4′-diF-rU 5′-triphosphate (2′,4′-diF-rUTP) and to link the monophosphate to the RNA primer strand. 2′,4′-diF-rUTP inhibited RNA synthesis in dinucleotide-primed reactions, although with relatively high half-maximal inhibitory concentrations (IC50 > 50 μM). 2′,4′- diF-rU/C represents rare examples of ́locked́ ribonucleoside mimics that lack a bicyclic ring structure. © 2014 American Chemical Society. | - |
dc.publisher | American Chemical Society | - |
dc.rights | closedAccess | - |
dc.title | Rigid 2′,4′-difluororibonucleosides: Synthesis, conformational analysis, and incorporation into nascent RNA by HCV polymerase | - |
dc.type | artículo | - |
dc.identifier.doi | 10.1021/jo500794v | - |
dc.date.updated | 2018-07-23T11:50:53Z | - |
dc.description.version | Peer Reviewed | - |
dc.language.rfc3066 | eng | - |
dc.relation.csic | Sí | - |
dc.type.coar | http://purl.org/coar/resource_type/c_6501 | es_ES |
item.openairetype | artículo | - |
item.grantfulltext | none | - |
item.cerifentitytype | Publications | - |
item.openairecristype | http://purl.org/coar/resource_type/c_18cf | - |
item.fulltext | No Fulltext | - |
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