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Title

Synthesis, RNAi activity and nuclease-resistant properties of apolar carbohydrates siRNA conjugates

AuthorsVengut-Climent, Empar; Terrazas, Montserrat; Lucas, Ricardo ; Arévalo-Ruiz, Matilde; Eritja Casadellà, Ramón; Morales, Juan Carlos
KeywordsCarbohydrate
RNA
Lipophilic vector
siRNA
Modified siRNA
Phosphoramidite
Issue DateJul-2013
PublisherElsevier
CitationBioorganic and Medicinal Chemistry Letters
AbstractOligoribonucleotide conjugates carrying apolar carbohydrates at the 5′-end and the corresponding siRNA duplexes have been prepared using phosphoramidite chemistry. All the carbohydrate-siRNA derivatives were compatible with RNA interference machinery if transfected with oligofectamine. In the absence of a transfection agent, some of them exerted certain reduction of gene expression. Double-tailed permethylated glucose conjugated to siRNA through a long spacer inhibited gene expression up to 26% compared to the scrambled duplex. Such modifications contribute positively to the stability of oligoribonucleotides against 5′-exonuclease degradation.
Publisher version (URL)DOI: 10.1016/j.bmcl.2013.05.065
URIhttp://hdl.handle.net/10261/125374
DOI10.1016/j.bmcl.2013.05.065
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