3‐Benzoyl‐2‐naphthaldehyde, a new fluorogenic reagent for microcolumn liquid chromatography–laser‐induced fluorescence detection of amino acids

Abstract

Abstract. 3-Benwyl-2-naphthaldehyde (BNA) was synthesized and characterized as a precolumn derivatization reagent for fluorescence detection. The detection limits for standard amino acids derivatized with BNA are in the femtogram range. The optimum reaction conditions for derivatization and spectral features of BNA-derivatized amino acids was investigated. The standard amino acid derivatives were adequately resolved by microcolumn liquid chromatography. A minute quantity (646 fmol) of trypsin was hydrolyzed to demonstrate analysis by microcolumn liquid chromatography with laser-induced fluorescence detection.

Capillary electrophoresis of amino sugars with laser-induced fluorescence detection

“…While assuming the stability of the CBQCA derivatives, maximum fluorescence intensity for CBQCA-D(+)-galactosamine was reached in about 40 min at room temperature as shown in Figure 1. After 10 h at room temperature, no measurable loss of fluorescent signal was observed, judging these derivatives, in fact, to be more stable than those obtained through an action of other aroylaraldehydes on the amino acids (12)(13)(14). The derivatized products can also be evaporated to dryness and kept in a freezer for later use.…”

“…The potential for higher sensitivities has prompted many laboratories to investigate the use of fluorescence detectors for CE (9)(10)(11)(12)(13)(14)(15)(16)(17)(18)(19)(20). Since few molecules possess native fluorescence, it is often necessary to prepare derivatives that introduce a fluorescent moiety.…”

“…Since few molecules possess native fluorescence, it is often necessary to prepare derivatives that introduce a fluorescent moiety. Derivatization methods have been well developed for high-performance liquid chromatography (21-23), and some papers have appeared regarding the use of precapillary (before sample analysis) (9)(10)(11)(12)(13)(14)(15)(16)(17)(18)(19)(20)24) and postcapillary derivatizations (after separation, immediately prior to detection) in .…”

Design of 3-(4-carboxybenzoyl)-2-quinolinecarboxaldehyde as a reagent for ultrasensitive determination of primary amines by capillary electrophoresis using laser fluorescence detection

“…In order to form isoindoles that are easily excitable at the output wavelengths of the readily available helium/cadmium or argon ion lasers, we have recently synthesized 3-benzoyl-2-quinolinecarboxaldehyde (7), 3-benzoyl-2-naphthaldehyde (12), and 3-(2-furoyl)quinoline-2-carboxaldehyde (13) as precolumn fluorogenic reagents. While such derivatization agents are quite versatile when used in conjunction with LC techniques, their utility in CE is limited, presumably due to a relatively hydrophobic nature of the resultant isoindoles.…”

Quantitative amino acid analysis of subnanogram levels of protein by open tubular liquid chromatography

“…To our knowledge this is currently 0003-2700/90/0362-1577502.50/0 the lowest level of protein to be quantitatively analyzed, as well as the smallest volume in which derivatization has been accomplished. While there are reports in the literature of [5][6][7][8][9][10][11][12][13][14][15] ng of protein being qualitatively analyzed with microcolumn methods (14, 15), the hydrolysis was performed in 1 mL of HC1, and the total sample volume following derivatization was a few microliters. Dissolving a nanograms in a few nanoliters means that while the amount of protein used in the analysis is very small, the concentration of amino acids in the injection volume is quite high.…”