The enantiomers of carboline-based cryptates were successfully resolved by chiral HPLC. These complexes show high configurational stability under harsh conditions and their absolute configuration was determined by comparing theoretical and experimental electronic circular dichroism spectra. The enantiopure cryptates exhibit strong circularly polarized luminescence with a maximum dissymmetry factor glum=0.25 for the f-f transition 5D0→7F1 (λ=594 nm) under visible light excitation atλex=400 nm.