The Hydrogen–Deuterium Exchange at α-Carbon Atom in N,N,N-Trialkylglycine Residue: ESI-MS Studies

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 i...

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Autores principales: Rudowska, Magdalena, Wojewska, Dominika, Kluczyk, Alicja, Bąchor, Remigiusz, Stefanowicz, Piotr, Szewczuk, Zbigniew
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer-Verlag 2012
Materias:
Short Communication
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3345113/
https://www.ncbi.nlm.nih.gov/pubmed/22403022
http://dx.doi.org/10.1007/s13361-012-0359-1
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author Rudowska, Magdalena
Wojewska, Dominika
Kluczyk, Alicja
Bąchor, Remigiusz
Stefanowicz, Piotr
Szewczuk, Zbigniew
author_facet Rudowska, Magdalena
Wojewska, Dominika
Kluczyk, Alicja
Bąchor, Remigiusz
Stefanowicz, Piotr
Szewczuk, Zbigniew
author_sort Rudowska, Magdalena
collection PubMed
description 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. ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (doi:10.1007/s13361-012-0359-1) contains supplementary material, which is available to authorized users.
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spelling pubmed-33451132012-05-24 The Hydrogen–Deuterium Exchange at α-Carbon Atom in N,N,N-Trialkylglycine Residue: ESI-MS Studies Rudowska, Magdalena Wojewska, Dominika Kluczyk, Alicja Bąchor, Remigiusz Stefanowicz, Piotr Szewczuk, Zbigniew J Am Soc Mass Spectrom Short Communication 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. ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (doi:10.1007/s13361-012-0359-1) contains supplementary material, which is available to authorized users. Springer-Verlag 2012-03-09 2012 /pmc/articles/PMC3345113/ /pubmed/22403022 http://dx.doi.org/10.1007/s13361-012-0359-1 Text en © The Author(s) 2012 https://creativecommons.org/licenses/by-nc/4.0/ This article is distributed under the terms of the Creative Commons Attribution Noncommercial License which permits any noncommercial use, distribution, and reproduction in any medium, provided the original author(s) and source are credited.
spellingShingle Short Communication
Rudowska, Magdalena
Wojewska, Dominika
Kluczyk, Alicja
Bąchor, Remigiusz
Stefanowicz, Piotr
Szewczuk, Zbigniew
The Hydrogen–Deuterium Exchange at α-Carbon Atom in N,N,N-Trialkylglycine Residue: ESI-MS Studies
title The Hydrogen–Deuterium Exchange at α-Carbon Atom in N,N,N-Trialkylglycine Residue: ESI-MS Studies
title_full The Hydrogen–Deuterium Exchange at α-Carbon Atom in N,N,N-Trialkylglycine Residue: ESI-MS Studies
title_fullStr The Hydrogen–Deuterium Exchange at α-Carbon Atom in N,N,N-Trialkylglycine Residue: ESI-MS Studies
title_full_unstemmed The Hydrogen–Deuterium Exchange at α-Carbon Atom in N,N,N-Trialkylglycine Residue: ESI-MS Studies
title_short The Hydrogen–Deuterium Exchange at α-Carbon Atom in N,N,N-Trialkylglycine Residue: ESI-MS Studies
title_sort hydrogen–deuterium exchange at α-carbon atom in n,n,n-trialkylglycine residue: esi-ms studies
topic Short Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3345113/
https://www.ncbi.nlm.nih.gov/pubmed/22403022
http://dx.doi.org/10.1007/s13361-012-0359-1
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