Journal
JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY
Volume 26, Issue 6, Pages 934-939Publisher
SPRINGER
DOI: 10.1007/s13361-015-1119-9
Keywords
MALDI matrix; Mass spectrometry imaging; Neurotransmitter; Catecholamine; Phenethylamine; Amphetamine; Primary amine; Reactive matrix; Neurotoxin
Funding
- Swedish Research Council (Medicine and Health) [2008-5597, 2013-3105]
- Swedish Research Council (Natural and Engineering Science) [2014-6215]
- Swedish Research Council (Research Infrastructure) [2009-6050]
- AstraZeneca, RD, UK
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Many neuroactive substances, including endogenous biomolecules, environmental compounds, and pharmaceuticals possess primary amine functional groups. Among these are catecholamine neurotransmitters (e.g., dopamine), many substituted phenethylamines (e.g., amphetamine), as well as amino acids and neuropeptides. In most cases, mass spectrometric (ESI and MALDI) analyses of trace amounts of such compounds are challenging because of their poor ionization properties. We present a method for chemical derivatization of primary amines by reaction with pyrylium salts that facilitates their detection by MALDI-MS and enables the imaging of primary amines in brain tissue sections. A screen of pyrylium salts revealed that the 2,4-diphenyl-pyranylium ion efficiently derivatizes primary amines and can be used as a reactive MALDI-MS matrix that induces both derivatization and desorption. MALDI-MS imaging with such matrix was used to map the localization of dopamine and amphetamine in brain tissue sections and to quantitatively map the distribution of the neurotoxin beta-N-methylamino-L-alanine.
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