PREFERRED CONFORMATIONS OF DIASTEREOMERIC N-ACYL-1-NAPHTHYLALANYLPROLINAMIDES AND RELATED DIPEPTIDES AND THEIR FLUORESCENCE QUENCHING BY CHIRAL AMINES

摘要

Enantioselective fluorescence quenching was observed in the quenching processes of the l-naphthylalanyl-(S)-phenylglycinamide-derived diastereomers by enantiomeric pyrrolidine-2-methanols in 1,4-dioxane at room temperature,whereas the (S)-prolinamide-derived ones exhibited only a much weaker enantioselective emission quenching under the same conditions.These findings were explained on the basis of substituent and conformational effects on the stability of a singlet exciplex formed between given diastereomer and chiral amine.