Cucurbiturils: molecular nanocapsules for time-resolved fluorescence-based assays

A new fluorescent host-guest system based on the inclusion of the fluorophore 2,3-diazabicyclo[2.2.2]oct-2-ene (DBO) into the cavity of the molecular container compound cucurbit[7]uril (CB7) has been designed which possesses an exceedingly long-lived emission (690 ns in aerated water). The large binding constant of (4/spl plusmn/1)/spl times/10/sup 5/ M/sup -1/ along with the resistance of the CB7/spl middot/DBO complex toward external fluorescence quenchers allow the use of CB7 as an enhancer in time-resolved fluorescence-based assays, e.g., to screen enzyme activity or inhibition by using DBO-labeled peptides as substrates. The response of CB7/spl middot/DBO to different environmental conditions and possible quenchers are described.