Abstract
A novel chiral fluorescence derivatization reagent, (−)-2-[4-(1-aminoethyl)phenyl]-6-methoxybenzoxazole (APMB), was synthesized from 4-(6-methoxy-2-benzoxazolyl)acetophenone in several steps. Enantiomeric carboxylic acids were readily condensed with the chiral reagent in the presence of 2,2′-dipyridyl disulphide and triphenylphosphine. The diastereomeric amides formed were separated on a normal- and a reversed-phase column and were sensitively detected fluorimetrically, at 375 nm with excitation at 320 nm in normal-phase chromatography and at 380 nm with excitation at 320 nm in reversed-phase chromatography. The detection limit of (−)-APMB derivative of 2-phenylpropionic acid was 10 fmol at a signal-to-noise ratio of 3.
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