A fluorous tag-bound fluorescence derivatization reagent, F-trap pyrene, for reagent peak-free HPLC analysis of aliphatic amines |
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Authors: | Kenichiro Todoroki Hidemichi Etoh Hideyuki Yoshida Hitoshi Nohta and Masatoshi Yamaguchi |
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Institution: | (1) Faculty of Pharmaceutical Sciences, Fukuoka University, Nanakuma, Johnan, Fukuoka 814-0180, Japan |
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Abstract: | We have developed a novel pre-column fluorescence derivatization reagent for amines, F-trap pyrene. This reagent comprises
a fluorescent pyrene moiety, an amine-reactive Marshall linker, and a fluorophilic perfluoroalkyl group known as fluorous
tag. When the reagent reacts with aliphatic amines and amino acids to give fluorescent derivatives, the fluorous tag in the
reagent is eliminated simultaneously. Therefore, excess unreacted reagents in the derivatization reaction solution still have
the fluorous tag and could be removed by fluorous solid-phase extraction selectively before high-performance liquid chromatography
(HPLC) analysis. By using this reagent, 13 kinds of aliphatic amine (C2–C16) derivatives can be separated within 40 min by reversed-phase HPLC with gradient elution. In this chromatogram, unreacted
reagents peak at around 28 min, greatly decrease after fluorous solid-phase extraction, and do not interfere with the quantification
of each amine. The detection limits (S/N = 3) for examined aliphatic amines are 3.6–25 fmol per 20 μL injection. We have also applied this reagent successfully to
the amino acid analysis.
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Keywords: | HPLC Fluorous tag F-trap Fluorescence derivatization Aliphatic amines Amino acids |
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