title: N-Acetylglycine Cation Tautomerization Enabled by the Peptide Bond.
abstract: We present a combined experimental and theoretical study of the ionization of N-acetylglycine molecules by 48 keV O(6+) ions. We focus on the single ionization channel of this interaction. In addition to the prompt fragmentation of the N-acetylglycine cation, we also observe the formation of metastable parent ions with lifetimes in the microsecond range. On the basis of density functional theory calculations, we assign these metastable ions to the diol tautomer of N-acetylglycine. In comparison with the simple amino acids, the tautomerization rate is higher because of the presence of the peptide bond. The study of a simple biologically relevant molecule containing a peptide bond allows us to demonstrate how increasing the complexity of the structure influences the behavior of the ionized molecule.
authors.affiliation: CIMAP, UMR 6252 (CEA/CNRS/ENSICAEN/UCBN), Bd. Henri Becquerel, BP 5133, 14070 Caen Cedex 5, France.
authors.forename: Jaroslav
authors.initials: J
authors.lastname: Kocisek
authors.affiliation: Departamento de Química, Módulo 13, Universidad Autónoma de Madrid , 28049 Madrid, Spain.
authors.forename: Dariusz Grzegorz
authors.initials: DG
authors.lastname: Piekarski
authors.affiliation: CIMAP, UMR 6252 (CEA/CNRS/ENSICAEN/UCBN), Bd. Henri Becquerel, BP 5133, 14070 Caen Cedex 5, France.|Université de Caen Basse-Normandie , Esplanade de la Paix, CS 14032, 14032 Caen Cedex 5, France.
authors.forename: Rudy
authors.initials: R
authors.lastname: Delaunay
authors.affiliation: CIMAP, UMR 6252 (CEA/CNRS/ENSICAEN/UCBN), Bd. Henri Becquerel, BP 5133, 14070 Caen Cedex 5, France.
authors.forename: Bernd A
authors.initials: BA
authors.lastname: Huber
authors.affiliation: CIMAP, UMR 6252 (CEA/CNRS/ENSICAEN/UCBN), Bd. Henri Becquerel, BP 5133, 14070 Caen Cedex 5, France.|Université de Caen Basse-Normandie , Esplanade de la Paix, CS 14032, 14032 Caen Cedex 5, France.
authors.forename: Lamri
authors.initials: L
authors.lastname: Adoui
authors.affiliation: Departamento de Química, Módulo 13, Universidad Autónoma de Madrid , 28049 Madrid, Spain.|Instituto Madrileño de Estudios Avanzados en Nanociencias (IMDEA-Nanociencia), Cantoblanco, 28049 Madrid, Spain.|Condensed Matter Physics Center (IFIMAC), Universidad Autónoma de Madrid , 28049 Madrid, Spain.
authors.forename: Fernando
authors.initials: F
authors.lastname: Martín
authors.affiliation: Departamento de Química, Módulo 13, Universidad Autónoma de Madrid , 28049 Madrid, Spain.|Instituto Madrileño de Estudios Avanzados en Nanociencias (IMDEA-Nanociencia), Cantoblanco, 28049 Madrid, Spain.
authors.forename: Manuel
authors.initials: M
authors.lastname: Alcamí
authors.affiliation: CIMAP, UMR 6252 (CEA/CNRS/ENSICAEN/UCBN), Bd. Henri Becquerel, BP 5133, 14070 Caen Cedex 5, France.|Université de Caen Basse-Normandie , Esplanade de la Paix, CS 14032, 14032 Caen Cedex 5, France.
authors.forename: Patrick
authors.initials: P
authors.lastname: Rousseau
authors.affiliation: CIMAP, UMR 6252 (CEA/CNRS/ENSICAEN/UCBN), Bd. Henri Becquerel, BP 5133, 14070 Caen Cedex 5, France.
authors.forename: Alicja
authors.initials: A
authors.lastname: Domaracka
authors.affiliation: Faculty of Science, Siedlce University , 3 Maja 54, 08-110 Siedlce, Poland.
authors.forename: Janina
authors.initials: J
authors.lastname: Kopyra
authors.affiliation: Departamento de Química, Módulo 13, Universidad Autónoma de Madrid , 28049 Madrid, Spain.
authors.forename: Sergio
authors.initials: S
authors.lastname: Díaz-Tendero
mesh_terms: D002412:Cations; D005998:Glycine / Q000031:analogs & derivatives* / Q000737:chemistry; D008956:Models, Chemical; D015394:Molecular Structure; D010446:Peptide Fragments / Q000737:chemistry*; D011789:Quantum Theory
chemical_list: D002412:Cations; D010446:Peptide Fragments; D005998:Glycine; C006368:aceturic acid