Synthesis of Branched Oligonucleotides as Templates for the Assembly of Nanomaterials.

Grimau, Marta G.; Iacopino, Daniela; Aviñó, Anna; Torre, Beatriz G. de la; Ongaro, Andrea; Fitzmaurice, Donald; Wessels, Jurina M.; Eritja, Ramón

doi:10.1002/chin.200349204

Cited by 2 publications

(3 citation statements)

References 17 publications

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“…As described in [14] some side products were observed after the synthesis of the branched oligonucleotides that lack one or two glucose or galactose residues. It is described that phosphoramidite couplings after branching are somehow less efficient [32] …”

Section: Synthesis Of Oligoribonucleotide Carrying Glucose and Galactosementioning

confidence: 99%

Synthesis and in vitro inhibition properties of siRNA conjugates carrying glucose and galactose with different presentations

et al. 2011

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Abstract. Oligoribonucleotides conjugates and the corresponding siRNA duplexes against tumor necrosis factor carrying one, two or four glucose and galactose residues at the 5'-end have been prepared using phosphoramidite chemistry. Carbohydratemodified siRNA duplexes displayed similar or slightly reduced inhibitory properties compared to unmodified RNA duplexes in HeLa cells upon transfection with oligofectamine. When HeLa cells were treated with siRNA carrying one, two or four glucose residues without oligofectamine, no inhibition was observed. The inhibitory properties of siRNA carrying galactose residues without transfecting agent were tested on HuH-7 cells that have abundant asialoglycoprotein receptors. In these cells siRNA carrying galactose residues have slight anti-TNF inhibitory properties (25% in the best case) that are eliminated if the receptors are blocked with a competitor such as a-Dgalactopyranosyl-albumine. These results demonstrate receptor-mediated uptake of siRNA carrying galactose residues although the efficacy of the process is not enough for efficient RNA interference experiments.

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Section: Synthesis Of Oligoribonucleotide Carrying Glucose and Galactosementioning

confidence: 99%

Synthesis and in vitro inhibition properties of siRNA conjugates carrying glucose and galactose with different presentations

et al. 2011

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“…Most of the experiments were performed using the recognition system of biotin and streptavidin because of the high affinity of the biotin-streptavidin interaction [17]. Recently, we described the use of branched oligonucleotides carrying biotin to direct one single nanoparticle to the middle of a lineal DNA duplex using the biotin-streptavidin system [18][19][20].…”

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“…The effect on the triplex stability of the presence of the c-myc peptide sequence on the hairpin is shown in Table 2 The branched oligonucleotide 3 ( Table 1) having two equal sequences in each arm and the c-myc peptide sequence in the middle isolated from the oligonucleotide sequences by hexaethyleneglycol molecules was prepared. In order to obtain this molecule a symmetric branching molecule [26] was added to the peptide-support followed by successive additions of reversed phosphoramidites at 0.2 M concentration in dry CH 2 Cl 2 until the desired sequence was assembled [19]. Coupling yields, measured by the absorbance of the (MeO) 2 Tr cation released in each detritylation, were around 95%.…”

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Synthesis of OligonucleotidePeptide Conjugates Carrying the c‐myc Peptide Epitope as Recognition System

Frieden¹,

Aviñó²,

Tarrasón³

et al. 2004

Chemistry & Biodiversity

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Oligonucleotidepeptide conjugates 1–3 were prepared by sequential addition of the appropriate Boc‐protected amino acids, followed by nucleoside phosphoramidites in the same support. These molecules are designed to be used for triplex formation and for the directed assembly of nanomaterials. The structures of the desired oligonucleotidepeptide conjugates were confirmed by mass spectrometry on small oligonucleotidepeptide conjugates, by gel electrophoresis, and by hybridization with complementary oligonucleotides. Oligonucleotides carrying the c‐myc peptide were specifically recognized by the anti‐c‐myc monoclonal antibody.

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Synthesis of Branched Oligonucleotides as Templates for the Assembly of Nanomaterials.

Cited by 2 publications

References 17 publications

Synthesis and in vitro inhibition properties of siRNA conjugates carrying glucose and galactose with different presentations

Synthesis and in vitro inhibition properties of siRNA conjugates carrying glucose and galactose with different presentations

Synthesis of OligonucleotidePeptide Conjugates Carrying the c‐myc Peptide Epitope as Recognition System

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