caa a22 4500 445304030 CHVBK 20180317142607.0 cr unu---uuuuu 170323e20101101xx s 000 0 eng 10.1007/s12274-010-0044-2 doi (NATIONALLICENCE)springer-10.1007/s12274-010-0044-2 Improved non-covalent biofunctionalization of multi-walled carbon nanotubes using carbohydrate amphiphiles with a butterfly-like polyaromatic tail [Elektronische Daten] [Mohyeddin Assali, Manuel Leal, Inmaculada Fernández, Pablo Romero-Gomez, Rachid Baati, Noureddine Khiar] We have developed an efficient strategy for the non-covalent functionalization of multi-walled carbon nanotubes (MWCNTs) which allows a biomimetic presentation of carbohydrates on their surface by π-π stacking interactions. The strategy is based on the use of sugar-based amphiphiles functionalized with tetrabenzo[a,c,g,i]fluorene (Tbf), a polyaromatic compound with a topology that resembles a butterfly with open wings. The new carbohydrate-tethered Tbf amphiphiles have been synthesized in a straightforward manner using click chemistry. The reported method has been developed in order to improve the rather low ability of pyrene-based systems to exfoliate MWCNTs in water. By means of thermogravimetric analysis (TGA), ultraviolet (UV), infrared (IR), and fluorescence spectroscopies the interaction between MWCNTs and the Tbf group has been found to be stronger than those involving pyrene-based amphiphilic carbohydrates. The resulting aggregates with a multivalent sugar exposition on their surface are able to engage in specific ligand-lectin interactions similar to glycoconjugates on a cell membrane. Tsinghua University Press and Springer-Verlag Berlin Heidelberg, 2010 Carbon nanotubes nationallicence non-covalent functionalization nationallicence tetrabenzo[ a,c,g,i ]fluorene nationallicence carbohydrates nationallicence click chemistry nationallicence biocompatible system nationallicence Assali Mohyeddin Instituto de Investigaciones Químicas, C.S.I.C-Universidad de Sevilla, c/. Américo Vespucio, 49, Isla de la Cartuja, 41092, Sevilla, Spain aut Leal Manuel aut Fernández Inmaculada Departamento de Química Orgánica y Farmacéutica, Facultad de Farmacia, Universidad de Sevilla, 41012, Sevilla, Spain aut Romero-Gomez Pablo Instituto de Ciencias de Materiales de Sevilla, C.S.I.C-Universidad de Sevilla, c/. Américo Vespucio, 49, Isla de la Cartuja, 41092, Sevilla, Spain aut Baati Rachid Laboratoire des Systèmes Chimiques Fonctionnels BP 60024, Université de Strasbourg Faculté de Pharmacie CNRS/UMR 7199, 74 route du Rhin, 67400, Illkirch, France aut Khiar Noureddine Instituto de Investigaciones Químicas, C.S.I.C-Universidad de Sevilla, c/. Américo Vespucio, 49, Isla de la Cartuja, 41092, Sevilla, Spain aut Nano Research Tsinghua Press 3/11(2010-11-01), 764-778 1998-0124 3:11<764 2010 3 12274 https://doi.org/10.1007/s12274-010-0044-2 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/s12274-010-0044-2 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Assali Mohyeddin Instituto de Investigaciones Químicas, C.S.I.C-Universidad de Sevilla, c/. Américo Vespucio, 49, Isla de la Cartuja, 41092, Sevilla, Spain aut NATIONALLICENCE 700 1- Leal Manuel aut NATIONALLICENCE 700 1- Fernández Inmaculada Departamento de Química Orgánica y Farmacéutica, Facultad de Farmacia, Universidad de Sevilla, 41012, Sevilla, Spain aut NATIONALLICENCE 700 1- Romero-Gomez Pablo Instituto de Ciencias de Materiales de Sevilla, C.S.I.C-Universidad de Sevilla, c/. Américo Vespucio, 49, Isla de la Cartuja, 41092, Sevilla, Spain aut NATIONALLICENCE 700 1- Baati Rachid Laboratoire des Systèmes Chimiques Fonctionnels BP 60024, Université de Strasbourg Faculté de Pharmacie CNRS/UMR 7199, 74 route du Rhin, 67400, Illkirch, France aut NATIONALLICENCE 700 1- Khiar Noureddine Instituto de Investigaciones Químicas, C.S.I.C-Universidad de Sevilla, c/. Américo Vespucio, 49, Isla de la Cartuja, 41092, Sevilla, Spain aut NATIONALLICENCE 773 0- Nano Research Tsinghua Press 3/11(2010-11-01), 764-778 1998-0124 3:11<764 2010 3 12274 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer