Synthesis of Cyclophane Oligomers Having Multivalently Enhanced Guest-Binding Affinity Based on Cluster Effect

点击翻译按钮获取中文摘要

Water-soluble cyclophane dimer, trimer, tetramer, and pentamer were prepared by aminolysis of succinimidyl ester derivative of tetraaza[6.1.6.1] paracyclophane with lysine and the corresponding lysine peptide as a scaffold, followed by removal of the protecting groups. The present cyclophane oligomers showed enhanced guest-binding affinities toward fluorescent guests such as 6-p-toluidino-naphthalene-2-sulfonate, in comparison with those of monocyclic cyclophane, reflecting multivalency effects in macrocycles. The effects of multivalent macrocycles on the guest-binding of the present cyclophane oligomers were also confirmed by SPR measurements.