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Direct Experimental Characterization of Glycosyl Cations by Infrared Ion Spectroscopy.

ABSTRACT: 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.

SUBMITTER: Elferink H

PROVIDER: S-EPMC5958338 | biostudies-literature | 2018 May

REPOSITORIES: biostudies-literature

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Direct Experimental Characterization of Glycosyl Cations by Infrared Ion Spectroscopy.

Elferink Hidde H Severijnen Marion E ME Martens Jonathan J Mensink Rens A RA Berden Giel G Oomens Jos J Rutjes Floris P J T FPJT Rijs Anouk M AM Boltje Thomas J TJ

Journal of the American Chemical Society 20180507 19

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 spe ...[more]

PMID: 29656643

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