Improved Non-Covalent Biofunctionalization of Multi-Walled Carbon Nanotubes Using Carbohydrate Amphiphiles with a Butterfly-Like Polyaromatic Tail  

作　　者：Mohyeddin Assali Manuel Pernía Leal Inmaculada Fernández Pablo Romero-Gomez Rachid Baati Noureddine Khiar 

机构地区：[1]Instituto de Investigaciones Químicas,C.S.I.C-Universidad de Sevilla,c/.Américo Vespucio,49,Isla de la Cartuja,Sevilla 41092,Spain [2]Departamento de Química Orgánica y Farmacéutica,Facultad de Farmacia,Universidad de Sevilla,Sevilla 41012,Spain [3]Instituto de Ciencias de Materiales de Sevilla,C.S.I.C-Universidad de Sevilla,c/.Américo Vespucio,49,Isla de la Cartuja,Sevilla 41092,Spain [4]Universitéde Strasbourg Facultéde Pharmacie CNRS/UMR 7199,Laboratoire des Systèmes Chimiques Fonctionnels BP 60024,74 route du Rhin,67400 Illkirch,France

出　　处：《Nano Research》2010年第11期764-778,共15页纳米研究（英文版）

基　　金：This work was supported by the Ministerio de Ciencia e Innovación(grant No.CTQ2010-21755-CO2-00);the Junta de Andalucía(grant Nos.P06-FQM-01852 and P07-FQM-2774);the Centre National de la Recherche Scientifique(France)and the Consejo Superior de Investigaciones Científicas(Egide Picasso 09543XA and Projets Internationaux de Cooperation Scientifiques Program 2008-2010).

摘　　要：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 byπ-πstacking 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.

关 键 词：Carbon nanotubes non-covalent functionalization tetrabenzo[a c g i]fluorene carbohydrates click chemistry biocompatible system 

分 类 号：TB3[一般工业技术—材料科学与工程]