1,3,5,7-Tetramethyl-8-aminozide-difluoroboradiaza-s-indacene as a new fluorescent labeling reagent for the determination of aliphatic aldehydes in serum with high performance liquid chromatography

Journal of Chromatography. a
Xu-Jie XiongHua-Shan Zhang

Abstract

A BODIPY-based fluorescent derivatization reagent with a hydrazine moiety, 1,3,5,7-tetramethyl-8-aminozide-difluoroboradiaza-s-indacene (BODIPY-aminozide), has been designed for aldehyde labeling. An increased fluorescence quantum yield was observed from 0.38 to 0.94 in acetonitrile when it reacted with aldehydes. Twelve aliphatic aldehydes from formaldehyde to lauraldehyde were used to evaluate the analytical potential of this reagent by high performance liquid chromatography (HPLC) on C(18) column with fluorescence detection. The derivatization reaction of BODIPY-aminozide with aldehydes proceeded at 60 degrees C for 30min to form stable corresponding BODIPY hydrazone derivatives in the presence of phosphoric acid as a catalyst. The maximum excitation (495nm) and emission (505nm) wavelengths were almost the same for all the aldehyde derivatives. A baseline separation of all the 12 aliphatic aldehydes (except formaldehyde and acetaldehyde) is achieved in 20min with acetonitrile-tetrahydrofuran (THF)-water as mobile phase. The detection limits were obtained in the range from 0.43 to 0.69nM (signal-to-noise=3), which are better than or comparable with those obtained by the existing methods based on aldehyde labeling. This reagen...Continue Reading

Citations

Apr 22, 2016·Applied Microbiology and Biotechnology·Kirsi BromannTiina Nakari-Setälä
Jun 22, 2016·ACS Chemical Biology·Lik Hang YuenEric T Kool
Apr 25, 2014·Chemical Communications : Chem Comm·Muhammed Üçüncü, Mustafa Emrullahoğlu

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