A lipophilic “fully-anti” dodecamer from a (5′S)-5′,8-cyclo-2′-deoxyguanosine

The self-assembly of a lipophilic derivative of (5′S)-5′,8-cyclo-2′-deoxyguanosine, a mutagenic product formed by hydroxyl radical attack against DNA, has been investigated. This derivative forms, with high fidelity, a dodecameric complex composed of three stacked G-quartets in the presence of strontium picrate. This is the first example of a fully-anti lipophilic G-quadruplex.