Artículo
Synthesis, cell-surface binding, and cellular uptake of fluorescently labeled glucose-DNA conjugates with different carbohydrate presentation
Autor/es | Ugarte Uribe, Begoña
Pérez Rentero, Sonia Lucas Rodríguez, Ricardo Aviñó, Anna Reina, José Juan Alkorta, Itziar Eritja, Ramón Morales, Juan Carlos |
Departamento | Universidad de Sevilla. Departamento de Química Orgánica y Farmacéutica |
Fecha de publicación | 2010 |
Fecha de depósito | 2022-07-13 |
Publicado en |
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Resumen | 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 ... 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. |
Agencias financiadoras | Consejo Superior de Investigaciones Científicas (CSIC) Ministerio de Educación. España Generalitat de Catalunya Instituto de Salud Carlos III |
Identificador del proyecto | PIF06-045
BFU2007-63287 BFU2007-62062 CTQ2006-01123/BQU 2009/SGR/208 CB06_01_0019 |
Cita | Ugarte Uribe, B., Pérez Rentero, S., Lucas Rodríguez, R., Aviñó, A., Reina, J.J., Alkorta, I.,...,Morales, J.C. (2010). Synthesis, cell-surface binding, and cellular uptake of fluorescently labeled glucose-DNA conjugates with different carbohydrate presentation. Bioconjugate Chemistry, 21 (7), 1280-1287. |
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