title: Comprehensive profiling and quantitation of amine group containing metabolites.
abstract: 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.
authors: Metabolomics Australia, School of Botany, The University of Melbourne, Parkville, Victoria, Australia, 3010. baboug@unimelb.edu.au
authors: Berin A
authors: BA
authors: Boughton
authors: Damien L
authors: DL
authors: Callahan
authors: Claudio
authors: C
authors: Silva
authors: Jairus
authors: J
authors: Bowne
authors: Amsha
authors: A
authors: Nahid
authors: Thusita
authors: T
authors: Rupasinghe
authors: Dedreja L
authors: DL
authors: Tull
authors: Malcolm J
authors: MJ
authors: McConville
authors: Antony
authors: A
authors: Bacic
authors: Ute
authors: U
authors: Roessner
mesh_terms: D000588:Amines / Q000032:analysis* / Q000378:metabolism; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000588:Amines