Distinguishing Galactoside Isomers with Mass Spectrometry and Gas-Phase Infrared Spectroscopy
In: Journal of the American Chemical Society Journal of the American Chemical Society, American Chemical Society, 2021, 143 (28), pp.10509-10513. ⟨10.1021/jacs.0c11919⟩ J Am Chem Soc Journal of the American Chemical Society, 2021, 143 (28), pp.10509-10513. ⟨10.1021/jacs.0c11919⟩; (2021-07-21)
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Zugriff:
International audience; Sequencing glycans is demanding due to their structural diversity. Compared to mammalian glycans, bacterial glycans pose a steeper challenge because they are constructed from a larger pool of monosaccharide building blocks, including pyranose and furanose isomers. Though mammalian glycans incorporate only the pyranose form of galactose (Galp), many pathogens, including Mycobacterium tuberculosis and Klebsiella pneumoniae, contain galactofuranose (Galf) residues in their cell envelope. Thus, glycan sequencing would benefit from methods to distinguish between pyranose and furanose isomers of different anomeric configurations. We used infrared multiple photon dissociation (IRMPD) spectroscopy with mass spectrometry (MS-IR) to differentiate between pyranose- and furanose-linked galactose residues. These targets pose a challenge for MS-IR because the saccharides lack basic groups, and galactofuranose residues are highly flexible. We postulated cationic groups that could complex through hydrogen bonding would offer a solution. Here, we present the first MS-IR analysis of hexose ammonium adducts. We compared their IR fingerprints with those of lithium adducts. We determined the diagnostic MS-IR signatures of the α- and β-anomers of galactose in furanose and pyranose forms. We also showed these signatures could be applied to disaccharides to assign galactose ring size. Our findings highlight the utility of MS-IR for analyzing the unique substructures that occur in bacterial glycans.
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Distinguishing Galactoside Isomers with Mass Spectrometry and Gas-Phase Infrared Spectroscopy
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Autor/in / Beteiligte Person: | Compagnon, Isabelle ; Kiessling, Laura L. ; Schindler, Baptiste ; Ferrieres, Vincent ; Ho, Jordan ; Yeni, Oznur ; Legentil, Laurent ; Gharbi, Amira ; Brédy, Richard ; Massachusetts Institute of Technology (MIT) ; École normale supérieure - Lyon (ENS Lyon) ; Institut Lumière Matière [Villeurbanne] (ILM) ; Université Claude Bernard Lyon 1 (UCBL) ; Université de Lyon-Université de Lyon-Centre National de la Recherche Scientifique (CNRS) ; Institut des Sciences Chimiques de Rennes (ISCR) ; Université de Rennes 1 (UR1) ; Université de Rennes (UNIV-RENNES)-Université de Rennes (UNIV-RENNES)-Institut National des Sciences Appliquées - Rennes (INSA Rennes) ; Institut National des Sciences Appliquées (INSA)-Université de Rennes (UNIV-RENNES)-Institut National des Sciences Appliquées (INSA)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Centre National de la Recherche Scientifique (CNRS) ; This work was supported by ANR ALGAIMS (grant ANR-18-CE29-0006-03 to IC) and the National Institute of Allergy and Infectious Disease (Al-126592 to LLK) and the NIH Common Fund (U01GM125288 to LLK). ; ANR-18-CE29-0006,ALGAIMS,Analyses de polysaccharides comportant des unités Galf par IRMPD et MS-mobilité ionique(2018) ; Structure et dynamique multi-échelle des édifices moléculaires (DYNAMO) ; Centre National de la Recherche Scientifique (CNRS)-Université Claude Bernard Lyon 1 (UCBL) ; Université de Lyon-Université de Lyon-Centre National de la Recherche Scientifique (CNRS)-Université Claude Bernard Lyon 1 (UCBL) ; Université de Lyon-Université de Lyon ; Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Université de Rennes 1 (UR1) ; Université de Rennes (UNIV-RENNES)-Université de Rennes (UNIV-RENNES)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut National des Sciences Appliquées - Rennes (INSA Rennes) ; Institut National des Sciences Appliquées (INSA)-Université de Rennes (UNIV-RENNES)-Institut National des Sciences Appliquées (INSA) ; Université de Rennes (UR)-Institut National des Sciences Appliquées - Rennes (INSA Rennes) ; Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS) |
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Quelle: | Journal of the American Chemical Society Journal of the American Chemical Society, American Chemical Society, 2021, 143 (28), pp.10509-10513. ⟨10.1021/jacs.0c11919⟩ J Am Chem Soc Journal of the American Chemical Society, 2021, 143 (28), pp.10509-10513. ⟨10.1021/jacs.0c11919⟩; (2021-07-21) |
Veröffentlichung: | HAL CCSD, 2021 |
Medientyp: | unknown |
ISSN: | 0002-7863 (print) ; 1520-5126 (print) |
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