N-(9-acridinyl)-bromoacetamide--a powerful reagent for phase-transfer-catalyzed fluorescence labeling of carboxylic acids for liquid chromatography.

Phase-transfer-catalyzed esterification of various carboxylic acids has been carried out on a microanalytical scale with a new reagent, N-(9-acridinyl)-bromoacetamide, in aqueous/organic two-phase systems. The procedure gives esters showing very high fluorescence intensity in acid solution. The large Stokes' shift (greater than 120 nm) means that a low background can be achieved even when using a large emission bandwidth. These derivatives show very good chromatographic behavior on reversed-phase liquid chromatographic columns with the use of aqueous acetonitrile, containing 0.2% of phosphoric acid, as the mobile phase. Detection limits (S/N = 2) as low as 10 fmol can be obtained under optimal conditions.