Fullerene-based Biocomponents : New Concepts For Functionalising Membranes

Abstract

Lipophilic hexakisadducts of fullerene C60 form unprecedented rod-like nanoaggregates in phospholipid-membrane bilayers, resulting in modification of the micromechanic properties and stabilisation of the membrane. Lipofullerenes with amphiphilic side chains enable additionally derivatisation and molecular recognition at the membrane surface. The amphiphilic spacer acts as a transmembrane anchor and provides the terminal functionality outside of the membrane. New systems derived from parent compound 3 carry two functional groups each and can be easily modified due to the modular synthesis. Terminal functionalities to be investigated include D(+)-biotin and IDA (iminodiacetic acid) ligands, as used in nickel-histidine tags. Modification of the lipophilic region, for instance with unsaturated addends is also possible. These addends should allow polymerisation inside the membrane and potentially lead to a tremendous increase of the membrane rigidity. Furthermore, mono- and bilayer-forming fullerene derivatives without the membrane-forming support of lecithins are investigated and exhibit interesting features.