Abstract

Different (iso)guanosine-based self-assembled ionophores give distinctly different results in extraction experiments with alkali(ne earth) cations. A lipophilic guanosine derivative gives good extraction results for K +, Rb +, Ca 2+, Sr 2+, and Ba 2+ and in competition experiments it clearly favors the divalent Sr 2+ (and Ba 2+) cations. 1,3-Alternate calix[4]arene tetraguanosine hardly shows any improvement in the extraction percentages compared to its reference compound 1,3-alternate calix[4]arene tetraamide. This indicates that one G-quartet does not provide efficient cation complexation under these conditions. In the case of the lipophilic isoguanosine derivative there is a cation size dependent affinity for the monovalent cations (Cs + ≫ Rb + ≫ K +), but not for the divalent cations (Ca 2+ > Ba 2+ > Sr 2+ > Mg 2+). In competition experiments the isoguanosine derivative, unlike guanosine, does not discriminate between monovalent and divalent cations, giving an almost equal extraction of Cs + and Ba 2+.

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