Application of 10‐ethyl‐acridine‐3‐sulfonyl chloride for HPLC determination of aliphatic amines in environmental water using fluorescence and APCI‐MS

Abstract

Original PaperApplication of 10-ethyl-acridine-3-sulfonyl chloride for HPLC determination of aliphatic amines in environmental water using fluorescence and APCI-MS A simple, sensitive method for the determination of aliphatic amines based on a sulfonylation reaction using 10-ethyl-acridine-3-sulfonyl chloride (EASC) as pre-column labeling reagent with fluorescence detection and APCI-MS identification has been developed. The labeled derivatives exhibited high stability and were enough to be efficiently analyzed by HPLC with an excitation maximum at k ex 270 nm and an emission maximum at k em 430 nm. Identification of derivatives was carried out by online post-column MS in positive-ion mode. Comparing with the widely used 5-dimethylaminonaphthalene-1-sulfonylchloride (Dansyl-Cl), EASC-amine derivatives not only exhibited high fluorescence but also exhibited excellent MS ionizable potential. Detection limits obtained from 0.10 pmol injection, at a S/N of 3, were 4.0 -12.7 fmol. The mean intra-and inter-assay precision for all aliphatic amine levels were a3.84 and 3.21%, respectively. Excellent linear responses were observed with coefficients of A0.9995.

Determination of aliphatic amines by gas chromatography–mass spectrometry after in-syringe derivatization with pentafluorobenzoyl chloride

“…The sensitivity attainable is comparable to or even better than that of reported methods that employ fluorescent derivatization coupled with CE-LIF [23,24], LC-APCI/MS [12][13][14][15][16][17][18][19][20] and other GC methods.…”

“…Several reagents for the determination of aliphatic amines by LC with fluorescence detection and post-column online identification by atmospheric pressure chemical ionization mass spectrometry (APCI/MS) [12][13][14][15][16][17][18][19][20] and APCI/MS-MS [21] have been reported. Application of capillary electrophoresis (CE) with UV- [22] and laser-induced fluorescence detection (LIF) [23,24] was also reported for the analysis of SCAAs.…”

LC Determination of Trace Biogenic Amines in Foods Samples with Fluorescence Detection and MS Identification

“…Water was purified on a Milli-Q system (Millipore, Bedford, MA). EASC was synthesized in our laboratory [24]. Other chemicals used were analytical grade from Jining Chemical Reagent (Shandong, China).…”

“…This reagent showed many advantages including (1) reaction with primary and secondary amino groups and aromatic primary amino groups in the presence of sodium borate buffer (pH 9.0) can be carried out at mild condition without pretreatment steps to remove excess of reagent; (2) EASC was stable both in crystal state and in solution in the dark, and the derivatives were stable at room temperature in acidic conditions (pH 6-7); (3) EASC contains nitrogen and carbonyl oxygen atoms in contraposition, resulting in intramolecular isomerization easily and making an improvement to the ionizable efficiency of EASC biogenic amine derivatives with ESI-MS in positive-ion detection mode [24]. To the best of our knowledge, this is the first time that EASC fluorescent probe was applied to determine biogenic amines.…”

A sensitive fluorescence reagent, 2‐[2‐(7H‐dibenzo[a,g]carbazol‐7‐yl)‐ethoxy]ethyl chloroformate, for amino acids determination in Saussurea involucrate and Artemisia capillaris Thunb using high‐performance liquid chromatography with fluorescence detection and identification with mass spectroscopy/electrospray ionization source

“…7‐Chloro‐4‐nitrobenzo‐2‐oxa‐1,3‐diazole (Khalil, 2009) has been developed for the determination of primary and secondary amino compounds. Data reported previously indicated that the reagent itself underwent about 50% decomposition in methanol–water solution exposed to daylight within 25 min (You et al ., 2009a–c) and a large number of fluorescent components that eluted later than the derviative itself had been found. 2‐(9‐Fluorenyl)‐ethyl chloroformate (FMOC) (Jámbor A and Molnár‐Perl I, 2009), 1‐(9‐fluorenyl)‐ethyl chloroformate (Waldhier et al ., 2009) and 2‐(9‐anthryl)‐ethyl chloroformate (AEOC) (Faulkner et al ., 1991) reagents have also been developed for the derivatization of amino acids and peptides for chiral or non‐chiral separation in LC or CE.…”