Chiral N-substituted perylene-3,4-dicarboximides as fluorescent labeling reagents

Chiral N-substituted perylene-3,4-dicarboximides have been synthesized. The se optically pure compounds were sufficiently soluble in acetonitrile used as fluorescent labeling reagents. Their excitation and emission maxima were observed at lambda 500 and 550 nm in acetonitrile, respectively. Enantiome rs in a racemic mixture could be analyzed by these reagents. Racemic Ibupro fen and alanine methyl ester were nicely separated by (R)-N-(2-hydroxy-1-ph enylethyl)- and (R)-N-(alpha -carboxyphenethyl)perylene-3,4-dicarboximides in HPLC, respectively. The detection limits (S/N > 3) of Ibuprofen and alan ine methyl ester were 1 and 13 pmol, respectively.