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Updated: Jun 11, 2026

High-throughput Synthesis of Carbohydrates and Functionalization of Polyanhydride Nanoparticles
Published on: July 6, 2012
Synthesis, cell-surface binding, and cellular uptake of fluorescently labeled glucose-DNA conjugates with different
Begoña Ugarte-Uribe1, Sonia Pérez-Rentero, Ricardo Lucas
1Unidad de Biofisica, Centro Mixto CSIC-UPV/EHU, Universidad del Pais Vasco, 48080 Bilbao, Spain.
Abstract:
Oligonucleotide conjugates carrying carbohydrates at the 5'-end have been prepared. Glucose, fucose, and saccharides containing glucose at the nonreducing end were attached to DNA strands using the classical phosphoramidite chemistry. Two types of spacers and a dendron scaffold helped to obtain a diversity of sugar presentations in the DNA conjugates. Cellular surface adsorption and cellular uptake of carbohydrate oligonucleotide antisense sequences were measured using flow cytometric analysis. Conjugates with the glucose moiety linked through long spacers (15 to 18 atom distances) were internalized better than those with short linkers (4 atom distance) and than DNA control strands without sugar modification. Conjugates with tetravalent presentation of glucose did not improve cell uptake.
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