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Comprehensive profiling and quantitation of amine group containing metabolites

Version 2 2024-06-03, 20:10
Version 1 2016-04-29, 15:41
journal contribution
posted on 2024-06-03, 20:10 authored by BA Boughton, Damien CallahanDamien Callahan, C Silva, J Bowne, A Nahid, T Rupasinghe, DL Tull, MJ McConville, A Bacic, U Roessner
Primary and secondary amines, including amino acids, biogenic amines, hormones, neurotransmitters, and plant siderophores, are readily derivatized with 6-aminoquinolyl-N-hydroxysuccinimidyl carbamate using easily performed experimental methodology. Complex mixtures of these amine derivatives can be fractionated and quantified using liquid chromatography–electrospray ionization-mass spectrometry (LC–ESI-MS). Upon collision induced dissociation (CID) in a quadrupole collision cell, all derivatized compounds lose the aminoquinoline tag. With the use of untargeted fragmentation scan functions, such as precursor ion scanning, the loss of the aminoquinoline tag (Amq) can be monitored to identify derivatized species; and the use of targeted fragmentation scans, such as multiple reaction monitoring, can be exploited to quantitate amine-containing molecules. Further, with the use of accurate mass, charge state, and retention time, identification of unknown amines is facilitated. The stability of derivatized amines was found to be variable with oxidatively labile derivatives rapidly degrading. With the inclusion of antioxidant and reducing agents, tris(2-carboxyethyl)-phosphine (TCEP) and ascorbic acid, into both extraction solvents and reaction buffers, degradation was significantly decreased, allowing reproducible identification and quantification of amine compounds in large sample sets.

History

Journal

Analytical chemistry

Volume

83

Pagination

7523-7530

Location

Washington, D.C.

ISSN

0003-2700

eISSN

1520-6882

Language

eng

Publication classification

C Journal article, C1.1 Refereed article in a scholarly journal

Copyright notice

2011, American Chemical Society

Issue

19

Publisher

American Chemical Society