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Design and synthesis of a hydrophilic fluorescent derivatization reagent for carboxylic acids, 4‐ N ‐(4‐ N ‐aminoethyl)piperazino‐7‐nitro‐2,1,3‐benzoxadiazole (NBD‐PZ‐NH 2 ), and its application to capillary electrophoresis with laser‐induced fluorescence detection
Author(s) -
Santa Tomofumi,
Matsumura Daisuke,
Huang ChengZhi,
Kitada Chieko,
Imai Kazuhiro
Publication year - 2002
Publication title -
biomedical chromatography
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.4
H-Index - 65
eISSN - 1099-0801
pISSN - 0269-3879
DOI - 10.1002/bmc.200
Subject(s) - chemistry , derivatization , reagent , capillary electrophoresis , chromatography , fluorescence , fluorophore , acetonitrile , acetic acid , nitro , ammonium acetate , organic chemistry , high performance liquid chromatography , physics , alkyl , quantum mechanics
Abstract A hydrophilic fluorescent derivatization reagent for fatty acids, 4‐ N ‐(4‐ N ‐aminoethyl)piperazino‐7‐nitro‐2,1,3‐benzoxadiazole (NBD‐PZ‐NH 2 ), was designed and synthesized. NBD‐PZ‐NH 2 possesses not only a fluorophore and a reacting group but also a positive charge group and, thus, was hydrophilic and suitable for application to capillary electrophoresis. NBD‐PZ‐NH 2 reacted with fatty acids in the presence of triphenylphosphine (TPP) and 2,2′‐dipyridyl disulfide (DPDS) at room temperature within 10 min. The derivatives were strongly fluoresced and were positively charged at pH below 3. The derivatives of C4‐C20 fatty acids were separated within 10 min in 50% acetonitrile in water containing 30 m M ammonium acetate and 1.0 M acetic acid by capillary electrophoresis with laser‐induced fluorescence (CE‐LIF) detection. The detection limits attained were 6.5 n M (signal‐to‐noise ratio of 3). It is proposed that NBD‐PZ‐NH 2 is a prominent derivatization reagent for fatty acids which is suitable for CE‐LIF application. Copyright © 2002 John Wiley & Sons, Ltd.