Isostructural self-assembly of 2′-deoxyguanosine derivatives in aqueous and organic media

Abstract

We report the self-assembly of a hydrophilic 8-(m-acetylphenyl)-2′-deoxyguanosine (mAG) derivative into a discrete and thermally stable hexadecameric supramolecule in aqueous media. We demonstrate that this hexadecamer is isostructural to the one formed by a related lipophilic derivative in organic media. This mAG moiety represents a rare example of a small-molecule recognition motif that is capable of assembling isostructurally and with high fidelity in both organic and aqueous media. Copyright © 2008 American Chemical Society.