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pubmed-article:21539388rdf:typepubmed:Citationlld:pubmed
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pubmed-article:21539388pubmed:issue6lld:pubmed
pubmed-article:21539388pubmed:dateCreated2011-6-15lld:pubmed
pubmed-article:21539388pubmed:abstractText2'-O-[(2-Bromoethoxy)methyl]cytidine and 2'-O-[(2-azidoethoxy)methyl]cytidine have been prepared and introduced as appropriately protected 3'-phosphoramidite (1) and 3'-(H-phosphonate) (2) building blocks, respectively, into 2'-O-methyl oligoribonucleotides. The support-bound oligonucleotides were subjected to two consecutive conjugations with alkynyl-functionalized monosaccharides. The first saccharide was introduced by a Cu(I) promoted click reaction with 2 and the second by azidation of the 2-bromoethoxy group of 1 followed by the click reaction. The influence of the 2'-glycoconjugations on hybridization with DNA and 2'-O-methyl RNA targets was studied. Two saccharide units within a 15-mer oligonucleotide had a barely noticeable effect on the duplex stability, while introduction of a third one moderately decreased the melting temperature.lld:pubmed
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pubmed-article:21539388pubmed:issn1520-4812lld:pubmed
pubmed-article:21539388pubmed:authorpubmed-author:LönnbergHarri...lld:pubmed
pubmed-article:21539388pubmed:authorpubmed-author:MikhailovSerg...lld:pubmed
pubmed-article:21539388pubmed:authorpubmed-author:VirtaPasiPlld:pubmed
pubmed-article:21539388pubmed:authorpubmed-author:KiviniemiAnuAlld:pubmed
pubmed-article:21539388pubmed:authorpubmed-author:DrenichevMikh...lld:pubmed
pubmed-article:21539388pubmed:issnTypeElectroniclld:pubmed
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pubmed-article:21539388pubmed:volume22lld:pubmed
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pubmed-article:21539388pubmed:pagination1249-55lld:pubmed
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pubmed-article:21539388pubmed:year2011lld:pubmed
pubmed-article:21539388pubmed:articleTitleSolid-supported 2'-O-glycoconjugation of oligonucleotides by azidation and click reactions.lld:pubmed
pubmed-article:21539388pubmed:affiliationDepartment of Chemistry, University of Turku, FIN-20014 Turku, Finland. anu.kiviniemi@utu.filld:pubmed
pubmed-article:21539388pubmed:publicationTypeJournal Articlelld:pubmed
pubmed-article:21539388pubmed:publicationTypeResearch Support, Non-U.S. Gov'tlld:pubmed