title: The hydrogen-deuterium exchange at α-carbon atom in N,N,N-trialkylglycine residue: ESI-MS studies.
abstract: Derivatization of peptides as quaternary ammonium salts (QAS) is a known method for sensitive detection by electrospray ionization tandem mass spectrometry. Hydrogens at α-carbon atom in N,N,N-trialkylglycine residue can be easily exchanged by deuterons. The exchange reaction is base-catalyzed and is dramatically slow at lower pH. Introduced deuterons are stable in acidic aqueous solution and are not back-exchanged during LC-MS analysis. Increased ionization efficiency, provided by the fixed positive charge on QAS group, as well as the deuterium labeling, enables the analysis of trace amounts of peptides.
authors.affiliation: Faculty of Chemistry, University of Wrocław, Wrocław, Poland.
authors.forename: Magdalena
authors.initials: M
authors.lastname: Rudowska
authors.forename: Dominika
authors.initials: D
authors.lastname: Wojewska
authors.forename: Alicja
authors.initials: A
authors.lastname: Kluczyk
authors.forename: Remigiusz
authors.initials: R
authors.lastname: Bąchor
authors.forename: Piotr
authors.initials: P
authors.lastname: Stefanowicz
authors.forename: Zbigniew
authors.initials: Z
authors.lastname: Szewczuk
mesh_terms: D001622:Betaine / Q000737:chemistry; D002244:Carbon / Q000737:chemistry*; D002853:Chromatography, Liquid; D003903:Deuterium / Q000737:chemistry*; D041961:Deuterium Exchange Measurement / Q000379:methods*; D005998:Glycine / Q000031:analogs & derivatives* / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D007553:Isotope Labeling; D013058:Mass Spectrometry / Q000379:methods; D010455:Peptides / Q000737:chemistry; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*
chemical_list: D010455:Peptides; D000644:Quaternary Ammonium Compounds; D001622:Betaine; D002244:Carbon; D003903:Deuterium; D005998:Glycine