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Pyrylium Salts as Reactive Matrices for MALDI-MS Imaging of Biologically Active Primary Amines
Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Pharmaceutical Biosciences.
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2015 (English)In: Journal of the American Society for Mass Spectrometry, ISSN 1044-0305, E-ISSN 1879-1123, Vol. 26, no 6, 934-939 p.Article in journal (Refereed) Published
Abstract [en]

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.

Place, publisher, year, edition, pages
2015. Vol. 26, no 6, 934-939 p.
Keyword [en]
MALDI matrix, Mass spectrometry imaging, Neurotransmitter, Catecholamine, Phenethylamine, Amphetamine, Primary amine, Reactive matrix, Neurotoxin
National Category
Pharmaceutical Sciences
URN: urn:nbn:se:uu:diva-255057DOI: 10.1007/s13361-015-1119-9ISI: 000354084400012PubMedID: 25821050OAI: oai:DiVA.org:uu-255057DiVA: diva2:824826
Swedish Research Council, 2008-5597 2013-3105 2014-6215 2009-6050
Available from: 2015-06-22 Created: 2015-06-12 Last updated: 2015-06-22Bibliographically approved

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Karlsson, Oskar
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