3-[4-(Bromomethyl)phenyl]-7-(diethylamino)-2H-1-benzopyran-2-one (MPAC-Br) : A Highly Sensitive Fluorescent Derivtization Reagent for Carboxylic Acids in High-Performance Liquid Chromatography

抄録

7-Dimethylaminocoumarin derivatives were synthesized and the characteristics of their absorption and emission spectra were investigated. Among them, 3-aryl-7-dimethylaminocoumarins were shown to be promising candidates as the fluorogenic groups for highly sensitive derivatization reagents. Based on the spectroscopic studies, 3-[4-(bromomethyl)phenyl]-7-(diethylamino)-2H-1-benzopyran-2-one (MPAC-Br) was designed and synthesized as a fluorescent derivatization reagent for carboxylic acids in HPLC. Saturated carboxylic acids (C₄-C₁₈) were derivatized almost quantitatively into the corresponding fluorescent MPAC-esters by treatment with MPTAC-Br. The MPAC-esters of these acids were clearly separated on a reversed-phase HPLC column (Intertsil ODS-2, mobile phase : methanol-water, excitation wavelength 403 nm; emission wavelength 474 nm). The detection limit (S/N=17) of lauric acid, as a test compound, was 15 fmol/10 μl.