title: Synthesis, RNAi activity and nuclease-resistant properties of apolar carbohydrates siRNA conjugates.
abstract: Oligoribonucleotide 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.
authors.affiliation: Department of Bioorganic Chemistry, Instituto de Investigaciones Químicas, CSIC-Universidad de Sevilla, Americo Vespucio 49, 41092 Sevilla, Spain.
authors.forename: Empar
authors.initials: E
authors.lastname: Vengut-Climent
authors.forename: Montserrat
authors.initials: M
authors.lastname: Terrazas
authors.forename: Ricardo
authors.initials: R
authors.lastname: Lucas
authors.forename: Matilde
authors.initials: M
authors.lastname: Arévalo-Ruiz
authors.forename: Ramón
authors.initials: R
authors.lastname: Eritja
authors.forename: Juan Carlos
authors.initials: JC
authors.lastname: Morales
mesh_terms: D000818:Animals; D002241:Carbohydrates / Q000737:chemistry*; D006367:HeLa Cells; D006801:Humans; D049410:Luciferases, Renilla / Q000037:antagonists & inhibitors / Q000235:genetics / Q000378:metabolism; D043264:Phosphodiesterase I / Q000378:metabolism; D034622:RNA Interference; D034741:RNA, Small Interfering / Q000138:chemical synthesis* / Q000378:metabolism; D048790:Renilla / Q000201:enzymology; D014162:Transfection
chemical_list: D002241:Carbohydrates; D034741:RNA, Small Interfering; D049410:Luciferases, Renilla; D043264:Phosphodiesterase I