The synthesis and full characterisation of two modified cyclodextrins 6-deo
lodextrin, containing a metal binding site and a dansyl fluorophore, are de
scribed. Both cyclodextrins were shown to form copper(II) complexes with fl
uorescence quenching. Addition of D- or L-amino acids to the copper(II) com
plexes induced a 'switch on' of the fluorescence which was enantioselective
for Pro, Phe and Trp. The enantioselective fluorescence effect was used fo
r the determination of the optical purity of proline. (C) 2000 Elsevier Sci
ence Ltd. All rights reserved.