Abstract
We compared four derivatization reagents to analyze catecholamines and amino acids by matrix-assisted laser desorption/ionization (MALDI) mass spectrometry. 2,4,6-Trimethylpyrylium tetrafluoroborate (TMPy), 2,4-diphenyl-pyranylium tetrafluoroborate (DPP-TFB), 4-(anthracen-9-yl)-2-fluoro-1-methylpyridin-1-ium iodide (FMP-10), and triphenyl pyrilium (TPP) were used as derivatization reagents that can specifically modify primary amines or hydroxy groups in target molecules. Three derivatization reagents, not including TPP, reacted with all target molecules. The derived catecholamines dopamine and L-DOPA, and the amino acids GABA and glycine, were efficiently ionized in comparison with non-derivatized targets. Comparative analysis indicated that TMPy and FMP-10 produced general increases in signal-to-noise ratios (S/N), whereas DPP and TPP produced specific increases in the S/N of GABA and DA. Notably, TMPy is a small molecule that efficiently reacts with target molecules due to the absence of high bulk and steric hinderance.
Highlights
To efficiently ionize target molecules, several polyaromatic hydrocarbon (PAH)based derivatization reagents were recently developed for use in mass spectrometry (MS). 2,4-diphenyl-pyranylium tetrafluoroborate
2-Fluoro-1-methyl pyridinium selectively react with primary amine groups. 2-Fluoro-1-methyl pyridinium (FMP)-based (FMP)-based derivatization reagents target phenolic and primary amine groups
3) (m/z 415.2), GABA (m/z 318.2), and glycine (m/z 290.1) inFMP-10-labeled standard DA (m/z 421.2), L-DOPA (m/z 465.2), L-Dopa-(phenyl-d3 ) (m/z creased by 215.1 Da compared with their original masses (Figure 2f,j)
Summary
Publisher’s Note: MDPI stays neutral with regard to jurisdictional claims in published maps and institutional affiliations. To efficiently ionize target molecules, several polyaromatic hydrocarbon (PAH)based derivatization reagents were recently developed for use in MS. 2-Fluoro-1-methyl pyridinium (FMP)-based (FMP)-based derivatization reagents target phenolic and primary amine groups. 2-Fluoro-1-methyl pyridinium selectively react with primary amine groups. 2,4,6-trimethylpyrylium tetrafluoroborate (TMPy) as a monoaromatic hydrocarbon, hyare drocarbon, aretheir evaluated their utility in detecting catecholamines and amino acids. TMPy can selectively amine and that can yield ions that are detectselectively target primary target amineprimary groups and cangroups yield ions are detectable in positive able indue positive dueions to the ions The in itsprimary structure.
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