Direct Experimental Characterization of Glycosyl Cations by Infrared Ion Spectroscopy

[Image: see text] Glycosyl cations are crucial intermediates formed during enzymatic and chemical glycosylation. The intrinsic high reactivity and short lifetime of these reaction intermediates make them very challenging to characterize using spectroscopic techniques. Herein, we report the use of co...

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Autores principales: Elferink, Hidde, Severijnen, Marion E., Martens, Jonathan, Mensink, Rens A., Berden, Giel, Oomens, Jos, Rutjes, Floris P. J. T., Rijs, Anouk M., Boltje, Thomas J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5958338/
https://www.ncbi.nlm.nih.gov/pubmed/29656643
http://dx.doi.org/10.1021/jacs.8b01236
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author Elferink, Hidde
Severijnen, Marion E.
Martens, Jonathan
Mensink, Rens A.
Berden, Giel
Oomens, Jos
Rutjes, Floris P. J. T.
Rijs, Anouk M.
Boltje, Thomas J.
author_facet Elferink, Hidde
Severijnen, Marion E.
Martens, Jonathan
Mensink, Rens A.
Berden, Giel
Oomens, Jos
Rutjes, Floris P. J. T.
Rijs, Anouk M.
Boltje, Thomas J.
author_sort Elferink, Hidde
collection PubMed
description [Image: see text] Glycosyl cations are crucial intermediates formed during enzymatic and chemical glycosylation. The intrinsic high reactivity and short lifetime of these reaction intermediates make them very challenging to characterize using spectroscopic techniques. Herein, we report the use of collision induced dissociation tandem mass spectrometry to generate glycosyl cations in the gas phase followed by infrared ion spectroscopy using the FELIX infrared free electron laser. The experimentally observed IR spectra were compared to DFT calculated spectra enabling the detailed structural elucidation of elusive glycosyl oxocarbenium and dioxolenium ions.
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spelling pubmed-59583382018-05-23 Direct Experimental Characterization of Glycosyl Cations by Infrared Ion Spectroscopy Elferink, Hidde Severijnen, Marion E. Martens, Jonathan Mensink, Rens A. Berden, Giel Oomens, Jos Rutjes, Floris P. J. T. Rijs, Anouk M. Boltje, Thomas J. J Am Chem Soc [Image: see text] Glycosyl cations are crucial intermediates formed during enzymatic and chemical glycosylation. The intrinsic high reactivity and short lifetime of these reaction intermediates make them very challenging to characterize using spectroscopic techniques. Herein, we report the use of collision induced dissociation tandem mass spectrometry to generate glycosyl cations in the gas phase followed by infrared ion spectroscopy using the FELIX infrared free electron laser. The experimentally observed IR spectra were compared to DFT calculated spectra enabling the detailed structural elucidation of elusive glycosyl oxocarbenium and dioxolenium ions. American Chemical Society 2018-04-14 2018-05-16 /pmc/articles/PMC5958338/ /pubmed/29656643 http://dx.doi.org/10.1021/jacs.8b01236 Text en Copyright © 2018 American Chemical Society This is an open access article published under a Creative Commons Non-Commercial No Derivative Works (CC-BY-NC-ND) Attribution License (http://pubs.acs.org/page/policy/authorchoice_ccbyncnd_termsofuse.html) , which permits copying and redistribution of the article, and creation of adaptations, all for non-commercial purposes.
spellingShingle Elferink, Hidde
Severijnen, Marion E.
Martens, Jonathan
Mensink, Rens A.
Berden, Giel
Oomens, Jos
Rutjes, Floris P. J. T.
Rijs, Anouk M.
Boltje, Thomas J.
Direct Experimental Characterization of Glycosyl Cations by Infrared Ion Spectroscopy
title Direct Experimental Characterization of Glycosyl Cations by Infrared Ion Spectroscopy
title_full Direct Experimental Characterization of Glycosyl Cations by Infrared Ion Spectroscopy
title_fullStr Direct Experimental Characterization of Glycosyl Cations by Infrared Ion Spectroscopy
title_full_unstemmed Direct Experimental Characterization of Glycosyl Cations by Infrared Ion Spectroscopy
title_short Direct Experimental Characterization of Glycosyl Cations by Infrared Ion Spectroscopy
title_sort direct experimental characterization of glycosyl cations by infrared ion spectroscopy
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5958338/
https://www.ncbi.nlm.nih.gov/pubmed/29656643
http://dx.doi.org/10.1021/jacs.8b01236
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