A novel derivatization reagent possessing a bromoquinolinium structure for biological carboxylic acids in HPLC-ESI-MS/MS

Journal of Separation Science
Yuko MochizukiToshimasa Toyo'oka

Abstract

A novel bromoquinolinium reagent, i.e. 1-(3-aminopropyl)-3-bromoquinolinium bromide (APBQ), was synthesized for the analysis of carboxylic acids. A simple and practical precolumn derivatization procedure using the APBQ in RP chromatography and MS (HPLC-MS) has been developed using bile acids and free fatty acids, as the representative carboxylic acids in biological samples. The APBQ efficiently reacted with carboxylic acids at 60°C for 60 min in the presence of N,N-dicyclohexylcarbodiimide and pyridine as the activation reagents. Because the APBQ possesses a bromine atom in the structure, the identification of a series of carboxylic acids was easily achieved due to the characteristic bromine isotope pattern in the mass spectra. The APBQ also has a quaternary amine structure, thus the positively charged derivatives are predominate for the highly sensitive detection of carboxylic acids. The APBQ was successfully applied to the selective determination of biological carboxylic acids in human plasma. The bile acids (chenodeoxycholic acid and deoxycholic acid) and several saturated (stearic acid and palmitic acid) and unsaturated free fatty acids (oleic acid and linoleic acid) were reasonably determined by HPLC-MS under the proposed ...Continue Reading

References

Apr 20, 2006·Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences·Yusuke IwasakiHiroyuki Nakazawa
Jun 20, 2006·Mass Spectrometry Reviews·W M A NiessenR Andreoli
Jun 22, 2006·Current Drug Metabolism·Shuguang MaKevin B Alton
Aug 14, 2010·Analytical Chemistry·James G BollingerMichael H Gelb
Dec 24, 2010·Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences·A KretschmerW M A Niessen

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Citations

Sep 2, 2016·Biological & Pharmaceutical Bulletin·Toshimasa Toyo'oka
Dec 8, 2017·Chromatographia·Bryce J MarquisSharda P Singh
May 12, 2018·Analytical and Bioanalytical Chemistry·Chao GuoYi Chen
May 13, 2017·Analytical Sciences : the International Journal of the Japan Society for Analytical Chemistry·Toshimasa Toyo'oka
Aug 29, 2020·International Journal of Environmental Research and Public Health·Beatrice CampanellaEmilia Bramanti
Feb 10, 2021·Critical Reviews in Analytical Chemistry·Vladimir G Zaikin, Roman S Borisov
Oct 28, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Takuya FujiwaraMakoto Tsunoda

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