RESUMO
Synthesis and fluorescence turn-on behavior of a naphthalimide based probe is described. Selective interactions of trivalent cations Fe(3+), Al(3+) or Cr(3+) with probe 1 inhibit the PET operating in the probe, and thereby, permit the detection of these trivalent cations present in aqueous samples and live cells. Failure of other trivalent cations (Eu(3+), Gd(3+) and Nb(3+)) to inhibit the PET process in 1 demonstrates the role of chelating ring size vis-à-vis ionic radius in the selective recognition of specific metal ions.
Assuntos
Alumínio/química , Cromo/química , Ferro/química , Sondas Moleculares/química , Naftalimidas/química , Cátions , Células Cultivadas , Cristalografia por Raios X , Elétrons , Humanos , Luz , Conformação Molecular , Soluções , Espectrometria de Fluorescência , Fatores de TempoRESUMO
Two new rhodamineindole conjugates 1 and 2 were synthesized for studying their ability to probe specific metal ions at physiological pH in the presence of other competing metal ions. In non-aqueous medium, probe 1 predominantly binds Cu(2+) ions with considerable interference from Fe(3+) and Ni(2+) ions. However, in aqueous medium, 1 exhibits a higher degree of selectivity for Cu(2+) ions with little interference from Fe(3+) ions, and no interference from Ni(2+) ions. The probe 2, obtained by tethering a triazole moiety with probe 1, selectively binds Cu(2+) ions in aqueous medium even in the presence of other metal ions including Fe(3+) ions. The sensitivity of probe 2 to pH variation and interaction with various amino acids were also investigated. The excellent stability of 2 in physiological pH conditions, non-toxicity, non-interference of amino acids in the detection process, and the remarkable selectivity for Cu(2+) ions in aqueous medium allowed the use of 2 in the imaging of live fibroblast cells treated with Cu(2+).