Pyridinium and ammonium stable isotope labeling agents and their performance in the analysis of alkylamines in food and food packaging materials

Two pairs of stable isotope labeling (SIL) agents, (4-carboxyphenyl)trimethylammonium iodide (d 0 -CPTA) and its deuterated counterpart d 3 -CPTA, 1-methyl-nicotinamide iodide (d 0 -MNA) and its deuterated counterpart d 3 -MNA, were designed and synthesized. Their mass spectrometry (MS) sensitivity enhancement effect was studied and compared with commercial dansyl chloride to provide inspiration for labeling agent design. CPTA with quaternary ammonium group showed much higher MS sensitivity enhancement effect and was applied to the SIL analysis of alkylamines in food and food packaging materials. The matrix effect was minimized due to the SIL strategy and the permanent charge of the CPTA. The limits of detection (LODs) were in the range of 2.9–5.1 ng/L, and the limits of quantitation (LOQs) were in the range of 9.6–16.8 ng/L. The recoveries ranged from 91.2 % to 97.1 % with relative standard deviations of less than 6.6 %, and the matrix effect ranged from −1.8 % to −4.9 %.